Isle of Wight Cottages Available for February
Give yourself something to celebrate this February and treat yourself to a luxury retreat. Across the Isle of Wight we have a range of 117 self-catering cottages primed and ready to welcome you. Get out and about in the cool, crisp air and return to your own slice of heaven at the end of the day. Our Isle of Wight cottages perfectly blend home comforts with style and luxury.
February is the month for winter sun, snuggling up in a cosy cottage and revelling in all that the Isle of Wight has to offer. Whether you are treating your other half to a romantic getaway for Valentine's Day, or taking the family away for February half-term, discover your own little corner of the Isle of Wight and get ready to make memories to last a lifetime. Across the Isle of Wight we have handpicked 117 of the finest holiday cottages for February. With each cottage personally inspected and fully equipped with a complete inventory, we think of everything so that you don't have to. Book with confidence with Classic Cottages.
With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing
117 self-catering cottages for February on the Isle of Wight
The Battenburg Studio
36641 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. Wi...
Price per week £240 - £310
The Beatrice Studio
36661 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its elevate...
Price per week £240 - £310
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
Little Barn Retreat
41871 bedroom, rural self catering cottage in Newport, Isle of Wight
This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...
Price per week £250
Grace Cottage
42091 bedroom, dog friendly holiday cottage near the sea near Ventnor, Isle of Wight
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. Laid over on...
Price per week £250
Berryl Mead View
39061 bedroom self catering cottage near Ventnor, Isle of Wight
Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space, well equipped throughout and extremely comfortable living room wit...
Price per week £327 - £395
The Cadogan Apartment
36671 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. Gu...
Price per week £360 - £470
The Worsley Apartment
36821 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Offering a high standard of accommodation, the Worsley Apartment is a ground floor apartment housed within Shanklin Villa, a beautifully converted Victorian building. With a separa...
Price per week £360 - £470
53a Howgate Road
37492 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.
This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...
Price per week £301
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
The Crows Nest
36702 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
The Crow's Nest is a second floor apartment of a Victoria property in the historic village of Seaview. Simply furnished but with wonderful views over the village rooftops to the So...
Price per week £301
Trevessa
36872 bedroom, dog friendly holiday cottage near the beach in Ventnor, Isle of Wight.
With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea view...
Price per week £320
6 Pier View Court
35592 bedroom self catering apartment near the beach in Ryde.
6 Pier View Court, perfectly located right on the seafront at Ryde, is a modern, well presented second floor apartment, tastefully decorated and furnished to a high standard. Relax...
Price per week £351
4 Tollgate Cottage
41182 bedroom, dog friendly holiday cottage near the beach in Seaview.
4 Tollgate Cottages features an open plan living-room with wood-burning stove for cosy nights in and a door opening out to a decked area for the warmer nights. There is outdoor sea...
Price per week £351
6 St Josephs
38462 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
6 St Joseph’s has stunning panoramic sea views, which you can sit and admire from the balcony, living room and master bedroom! Ideally positioned between Bonchurch and Ventnor this...
Price per week £352
Yardley
36972 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview, and just a short walk from the beach and shops. Delightfully renovated, this co...
Price per week £354
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
2 Bermuda
35172 bedroom self catering apartment with sea views in Seaview.
2 Bermuda is a lovely, neutrally decorated first floor apartment with wonderful views across the Solent, a balcony for al fresco drinks and a pretty garden. With both the beach and...
Price per week £355
The Stables
40372 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight
Nestled in the stunning countryside on the south west coast of the Island with far reaching sea views over the Military Road, this gorgeously converted barn is the perfect holiday ...
Price per week £357
The Coach House
40382 bedroom, rural self catering cottage near the beach in Brighstone, Isle of Wight
One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...
Price per week £357
Quiet Corner Cottage
36462 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Quiet Corner is a modestly furnished, comfortable cottage situated in the popular village of Bembridge, less than a mile from Bembridge beach. As its name suggests it's tucked away...
Price per week £358
23 Tollgate Cottages
35352 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
23 Tollgate Cottages is a comfortably furnished beach bungalow located in a small, gated waterside development on the edge of Seaview, within walking distance to the shops and cafe...
Price per week £359
Seascape
39432 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
Located in the cosmopolitan town of Ventnor in a Victorian town house, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempo...
Price per week £359 - £411
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
5 Sandpipers
35572 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
5 Sandpipers is a well equipped modern house set within a small development in the heart of Seaview, and offers comfortable accommodation for couples and families. Enjoy al fresco ...
Price per week £361
Dairy Cottage
39122 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farms milking parlour, Dairy Cottage is a light and airy ground floor cottage with plenty of charm throughout. With a double bedroom with pleasant views across the f...
Price per week £364 - £433
Orchard Cottage
39362 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...
Price per week £364 - £433
North View
41252 bedroom self catering cottage with sea views in Seaview.
North View is a wonderful holiday hideaway just on the outskirts of Seaview with sea views across the Solent from the kitchen/dining-room and first floor bedrooms. Set back from th...
Price per week £375
2 Bagwich Barn
35162 bedroom, dog friendly holiday cottage near the beach in Godshill, Isle of Wight
A barn conversion in a rural setting, you'll enjoy a feeling of peace from the moment you step inside this lovely retreat, with its exposed beams and rustic decor. Sitting within t...
Price per week £377
1 Bagwich Barn
35012 bedroom, dog friendly cottage near the beach in Godshill, Isle of Wight.
A barn conversion, in a rural setting, with a welcoming, rustic feel to it, 1 Bagwich Barn offers an ideal base in the middle of the The Isle of Wight, from which to explore north ...
Price per week £377
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
1 Thatched Cottage
35082 bedroom thatched self catering cottage with sea views in Seaview.
1 Thatched Cottage is a 19th Century cottage by the sea, with wonderful sea views. The thatched roof gives the property an old world charm and traditional appeal. Decorated to a hi...
Price per week £387
Blakes Barn
39072 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...
Price per week £388 - £443
Newlands Cottage
36373 bedroom rural self catering cottage near the beach in St Helens, Isle of Wight
Newlands is a charming detached cottage located just off the Green, in the picturesque village of St Helens. Its location is very peaceful yet within walking distance to the villag...
Price per week £391
Spinnakers
36592 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, Spinnakers is situated on a small private estate within walking ...
Price per week £395
1 Starboard House
35072 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in central Seaview and enjoys uninterrupted sea...
Price per week £403
Bagwich Barn Cottage
40552 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight
Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...
Price per week £403
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
Gilmerton
36052 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.
Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...
Price per week £410
Vida Floating Home
36902 bedroom, dog friendly houseboat on the sea in Bembridge Harbour, Isle of Wight.
For a holiday with a difference this is it! Situated on a private pontoon in Bembridge Harbour, you will have fond memories of your time on this unique floating home for years to c...
Price per week £420
1 St Josephs
41832 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...
Price per week £425
Venice Lodge
36892 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
Venice Lodge is a Georgian cottage located in a quiet residential area of the popular seaside town of Ryde. The white picket fence to the front of the property is just a prelude to...
Price per week £426
Ledge View
37643 bedroom, dog friendly cottage near the beach in Bembridge.
Ledge View is a beautifully renovated semi-detached home just steps away from Forelands beach, lined with quirky beach huts, stretches of white sand, rock pools and an acclaimed ca...
Price per week £429 - £661 *
* Includes 35% off for parties up to 4 + cot between 5 Jan and 9 Feb 2019. Only two bedrooms are available at the discounted rate, please confirm which bedrooms you wish to use on booking.
2 St Josephs
35302 bedroom self catering apartment with sea views in Ventnor.
With sea views from the terrace, and fresh, modern décor throughout, 2 St Josephs is a holiday maker's home-from-home. This spacious ground floor apartment is ideally situated betw...
Price per week £448
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details in the post two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
50 Solent View
41443 bedroom self catering cottage near the beach in Seaview, Isle of Wight
This is a wonderfully secluded property with a charming garden and spacious balcony, all within a few minutes from the idyllic Seagrove Bay in Seaview. There are several steps up t...
Price per week £450
Highgate
42042 bedroom self catering cottage near the beach in Yarmouth, Isle of Wight
Tucked away down a quiet road leading to Fort Victoria Country Park on the outskirts of Yarmouth, Highgate is a superb holiday destination. Laid over one floor this property provid...
Price per week £450
2 Springfield Court
35292 bedroom self catering apartment near the beach in Seaview.
2 Springfield Court is an exclusive, ground floor apartment set within a gated development. Boasting eight acres of shared grounds, guests can enjoy use of the extensive grounds, h...
Price per week £458
Bay View
39022 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight
This beautiful contemporary apartment is literally on the beach front, offering stunning views of the picturesque Freshwater Bay. Extremely well appointed, the apartment offers mod...
Price per week £699 - £796
Oaks
36392 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
A Victorian property set on a quiet road and yards from the beach. Oaks is a well-equipped property, decorated to a high standard and perfect for families with open plan seating an...
Price per week £341
1 The Saltings
35103 bedroom self catering apartment near the beach in Seaview Isle of Wight.
1 The Saltings is a lovely three bedroom, lower ground floor apartment - perfect for those with young children and buggies - and it's just a hop, skip and a jump away from the pebb...
Price per week £344
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
Spring Tide
36602 bedroom self catering cottage at Island Harbour, near Newport.
Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...
Price per week £359
Elm Cottage
35973 bedroom self catering apartment with sea views in Seaview, Isle of wight.
Elm Cottage is a stylish, spacious first floor apartment, brimming with quirky taste and character, in the sought after village of Seaview and it enjoys sea views across the roof t...
Price per week £404
Park Lodge Annexe
37202 bedroom, dog friendly holiday apartment near the beach in Shanklin.
Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...
Price per week £416
September Cottage
36553 bedroom self catering cottage near the beach in Brook.
September Cottage is an excellent, family-friendly holiday home with an expansive, attractive kitchen and good-sized kitchen, sitting and dining areas. It's easy to imagine curling...
Price per week £421
40 Trelawny Way
35553 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
The location of 40 Trelawny Way, on a quiet residential road in Bembridge, belies its extravagant interior. For those looking for a family home with an interior decorated with arti...
Price per week £425
Westhill
41053 bedroom self catering apartment near the beach in Seaview, Isle of Wight
An incredibly stylish three bedroom ground floor apartment ideally located a few minutes' walk from the village of Seaview and the beach. A lovely large entrance hall centrally fra...
Price per week £561
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
The Old Boat House & Annexe
36775 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
The Old Boat House is an attractive period cottage, set in a fantastic waterfront location on the edge of the beach at Seagrove Bay. This charming family home has been tastefully d...
Price per week £570 - £949 *
* Includes 40% off for parties up to 5 + cot between 5 Jan and 18 May 2019. The annexe is excluded at the discounted rate.
10 Shanklin Manor
35113 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.
Dating back to 1863 and converted in 2011, this superb two-storey apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the u...
Price per week £624
3 Astra House
35413 Astra House is a comfortable first floor apartment within a converted Victorian House
3 Astra House is a comfortable first floor apartment within a converted, red brick Victorian house, located on a quiet residential no-through road in Seaview. Offering light and sp...
Price per week £341
24 Tollgate Cottages
35373 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
24 Tollgate Cottages is a comfortable property just a stone's throw away from the beach, and a short walk from the local shops and dining in Seaview village. Situated on a small de...
Price per week £383
27 Tollgate Cottages
35403 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
27 Tollgate Cottages is one of a number of well presented, beachfront holiday bungalows situated in Salterns Village, a small gated development located opposite Seaview Duver and b...
Price per week £383
6 Tollgate Cottages
35643 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
6 Tollgate Cottages is a bright and cheery cottage set in a small, gated development near the pretty village of Seaview. Close to the beach, local shops and bars, and with Cafe Blu...
Price per week £383
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
10 Tollgate Cottages
35133 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
10 Tollgate Cottages is a pastel coloured, beach bungalow set in a small gated development close to the waterfront. Clean, neutral decor and its close proximity to the beach make t...
Price per week £383
1 Harbour Strand
35053 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
1 Harbour Strand is a town house with jaunty decor, attractive furnishings and interesting prints, including some of the owners own artwork. It offers a games-room, with table-tenn...
Price per week £433
25 Palmerston Road
35383 bedroom self catering cottage near the beach in Shanklin.
25 Palmerston Road is a bright, cheerfully decorated, family home and is one of our most popular properties. This property is a real find for a family looking for a home both close...
Price per week £435
Pandora Lodge
36423 bedroom self catering apartment near the beach in Seaview.
Pandora Lodge is a lovely ground floor apartment forming part of a larger Victorian property in central Seaview. With sea views from the sitting-room and large bay windows featured...
Price per week £438
2 Sandpipers
35253 bedroom self catering cottage near the beach in Seaview.
This modern, well-presented town house is located in a small development in the centre of Seaview. A true home-from-home, 2 Sandpipers is perfect for a coastal break with the famil...
Price per week £438
Trafalgar
40573 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Nestled in the heart of Seaview village this lovely ground floor apartment is a stone’s throw from the sea front and all the village amenities. Seaview is an idyllic Edwardian reso...
Price per week £444
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
Blackberries
35833 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Set in the delightful sailing village of Seaview, Blackberries is a pretty, refurbished cottage which offers a peaceful escape for families, small groups or couples alike. Comforta...
Price per week £445
East Gull Sands
35953 bedroom self catering cottage near the beach in Seaview, Isle of wight.
East Gull Sands is an attached, comfortably furnished, beachfront holiday home in Seaview. Sitting right opposite the beach this property has sea views from the upstairs double bed...
Price per week £460
Lawn End
36173 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
A hidden gem tucked away on Bluett Avenue in the peaceful Victorian village of Seaview, Lawn End makes great use of accent colours in its interior decor presenting a beautiful holi...
Price per week £462
4 Commodores Court
35533 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
The wow factor at 4 Commodores Court is the location; perched directly opposite the beach it has stunning views of the Solent from the front, and delightful rural and lakeside view...
Price per week £470
3 Springfield Court
35473 bedroom self catering apartment near the beach in Seaview.
A ground floor apartment housed within an exclusive development, you'll feel an air of grandeur to a holiday at 3 Springfield Court. We're not ones to use the 'stunning' descriptor...
Price per week £480
Trevenna
36863 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
A fabulous holiday home, Trevenna is contemporary in style and many thoughtful touches are provided for guests. The interior is clean and fresh, there are wooden floors throughout ...
Price per week £481
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
2 Quay Rocks
35243 bedroom self catering apartment with sea views in Seaview.
They say location is everything, and this property does not disappoint! Situated on the first floor, 2 Quay Rocks is a light-filled, modestly furnished apartment with a balcony, of...
Price per week £490
23 Coastguard Cottage
35343 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
This gorgeous property is a stylishly converted coastguard cottage and really is a gem. Beautifully decorated throughout, in greys, blues and whites, it is an oasis of calm and has...
Price per week £493
9 Crown Court
41693 bedroom self catering cottage with sea views in Cowes, Isle of Wight.
Right in the heart of the bustling sailing town of Cowes, 9 Crown Court offers great accommodation with a stunning roof terrace boasting uninterrupted views across the rooftops to ...
Price per week £500
Turnstone
38283 bedroom self catering cottage in East Cowes, Isle of Wight
Turnstone is a beautifully designed, newly built town house situated overlooking the River Medina on the north coast of the island and within walking distance of Osborne House. Fro...
Price per week £505
Rose Villa
36493 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
Rose Villa is a little gem of a home in Yarmouth with its open plan kitchen and dining-table close to the doors to the garden, capturing the light nicely on a sunny day. Continuing...
Price per week £531
Bay Cottage
40823 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Bay Cottage is a lovely three bedroom detached property on the outskirts of Seaview village, located in Seagrove Manor Road, a quiet spot yet just a few minutes walk into the villa...
Price per week £587
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
Shore House
37783 bedroom self catering cottage with sea views in Seaview, Isle of Wight
A seaside sanctuary, Shore House is a three-storey beautifully decorated house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...
Price per week £592
Primrose Cottage
36453 bedroom self catering cottage near the beach in St Helens, Isle of Wight
Primrose Cottage is a fully modernised and beautifully furnished Victorian three bedroom cottage situated just off the green in St Helens and offering everything you might need for...
Price per week £595
Henley House
39223 bedroom self catering cottage near the beach in Ryde, Isle of Wight
This lovely and well-presented detached house is just moments away from the beautiful golden beaches of Ryde and mainland transport links, creating a perfect location for a base fo...
Price per week £595 - £675
Greenacres Farm House
41903 bedroom, rural self catering cottage in Newport, Isle of Wight
This property is a truly idyllic cottage situated in the grounds of a farm, with stunning countryside views and a lovely garden. This is what you would describe as holiday heaven. ...
Price per week £600
Tidal Retreat
42243 bedroom, rural self catering cottage with estuary views near Newport, Isle of Wight
This stylish three-storey town house is located in the exclusive development of Island Harbour, with two balconies overlooking the busy marina and providing the perfect sun-trap to...
Price per week £600
Fernsdale
40053 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Right in the heart of Seaview village, this semi-detached property has been completely renovated, with a Skandi theme, to offer a wonderful place to stay on the Isle of Wight. With...
Price per week £643
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
The Haven
40443 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight
A simply gorgeous three bedroom property just off St Helens' green on the eastern side of the Isle of Wight, The Haven is just a short walk from the coast and a ten minute stroll t...
Price per week £663
Oak Tree Cottage
42123 bedroom self catering cottage with sea views in Seaview, Isle of Wight
With a stunning spacious sea facing balcony, Oak Tree Cottage is in a superb location just steps from the beach and a short walk along the seafront into Seaview Village. An outdoor...
Price per week £700
Ashmead Cottage
37233 bedroom, dog friendly holiday cottage near the beach in Totland, Isle of Wight
If you long for picturesque walks in the daytime and quiet nights under starry skies, then Ashmead Cottage is your holiday ideal. This lovely property would suit a family or even t...
Price per week £445
Dickens Cottage
35914 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
This light, beautifully presented holiday home offers quality accommodation with wooden floors, whitewashed walls and interesting prints and furnishings lending splashes of colour ...
Price per week £546
Keepers Cottage
40704 bedroom, rural self catering cottage on the outskirts of Wootton, Isle of Wight
This gorgeous stone cottage is tucked away in the most idyllic and tranquil location, surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...
Price per week £684
Montagu Apartment
36343 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.
Montagu is a luxurious, upper ground floor apartment forming part of a converted Victorian villa, just seconds from the beach at Shanklin. With a private patio with sea views and a...
Price per week £795 - £995
We are Gold accredited with the Green Tourism Business Scheme.
Green Tourism Business Scheme
As a company, we look across our business and try to make sustainable changes and decisions. From using recycled paper in our printers to putting in measures for using less energy in our offices, we keep an eye on our impact on the environment.
Beyond our offices, we have passed on the same ethics to our holiday cottage owners by setting up our own Green Scheme that they can join. Each property has to tick off a certain number of actions to be included in the scheme, many of which go above and beyond the GTBS requirements.
Tradewinds
36854 bedroom self catering cottage near the beach in Binfield, Isle of Wight.
Tradewinds is a four bedroomed yachtsman house, located within a waterside marina development of Island Harbour, just outside of Newport. There is a small courtyard to the rear of ...
Price per week £427
Alcantara
35743 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Beautifully decorated in neutral tones throughout, Alcantara is a well-presented, spacious property offering flexible family accommodation. This detached property has a ground floo...
Price per week £510
Lucaya
36214 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
A smart town house, with well presented accommodation for eight set over three floors, Lucaya offers a great space with a pretty enclosed rear patio and lawn for an extended family...
Price per week £559
Crowsteps
37364 bedroom self catering apartment near the beach in Seaview.
Crowsteps is on the first and second floor of a property tucked away in Seaview in a semi detached property. Boasting a stunning roof terrace with far reaching views over the Solen...
Price per week £575
Garsdon
36044 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
This bright, spacious detached house, on a quiet lane is just a 10 minute walk from the beautiful beach at Seagrove Bay. Furnished to a high standard, with four good-sized bedrooms...
Price per week £611
Middle Salterns
36314 bedroom, self catering cottage near the beach in Seaview, Isle of Wight.
Middle Salterns is a pretty, end of terrace Edwardian property in the heart of Seaview, simply decorated and arranged over three floors. There are two double bedrooms and a bunk-ro...
Price per week £656
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
Mallards
36275 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Mallards is a spacious, three-storey Edwardian house in Seaview village and a much-loved family home. Enjoying a great location just yards from the seafront, it's the perfect choic...
Price per week £682 - £795
Bay View
38054 bedroom, dog friendly holiday cottage with sea views in St Helens, Isle of Wight
Bay View is a charming semi-detached house situated down a quiet leafy lane off the Green in the picturesque village of St Helens and aptly named due to the stunning views over St ...
Price per week £689
Eversley Apartment
35984 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
Set within a converted Victorian villa, Eversley Apartment is a large, contemporary split level apartment. With modern furnishings, this property offers a luxury option for a coast...
Price per week £720 - £925
17 Sandcove Rise
35144 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
A spacious family home, 17 Sandcove Rise is located in a quiet cul-de-sac in the pretty village of Seaview. Well-presented and with modern furnishings throughout, it has a wonderfu...
Price per week £750
House of Logs
42254 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday, the h...
Price per week £750
The Swallows
36804 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Spread over three floors The Swallows really is a beautiful family holiday home. The ground floor is very fresh, light and modern and has bi-folding doors leading out onto the pati...
Price per week £781
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
Cromwell Apartment
35893 bedroom self catering apartment with sea views in Shanklin, Isle of Wight.
Cromwell Apartment is a high end, beautifully presented, first floor apartment in a Victorian villa in Shanklin. Not your average beachfront apartment, the Cromwell comes with a de...
Price per week £795 - £995
61 Solent View
40784 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight
With stunning sea views from not one but two balconies Solent View Road is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskir...
Price per week £841
Pilot View
41824 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
A wonderful contemporary beach house, offering accommodation for eight, within a few minutes walk to the beach and Bembridge village. There is a spacious kitchen/diner with doors o...
Price per week £850
Tides Reach
38184 bedroom self catering cottage with sea views in Seaview, Isle of Wight
Tides Reach is a wonderful, newly modernised family house along the Seaview Duver just a short walk into Seaview Village and the Yacht Club. Tides Reach has a stylish open plan sit...
Price per week £867
Sea Spray
40724 bedroom self catering cottage with sea views in Seaview, Isle of Wight
A spectacular waterfront three-storey house situated on Seaview duver with uninterrupted sea views from the kitchen/dining-room and the first floor balcony. Just a few steps from y...
Price per week £1200
Yachtsman's Tower
41384 bedroom, rural self catering cottage with estuary views near Newport.
This superb property overlooks the River Medina from its corner plot in the exclusive Island Harbour development. Laid over four storeys the views across the River Medina are stunn...
Price per week £1200
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details in the post two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
Bayside House
41784 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes walk to the water’s edge, a truly stunning holiday destination. The property...
Price per week £1375
6 Seafield Terrace
35625 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
6 Seafield Terrace is a charming terraced cottage set in the pretty village of Seaview. With spacious accommodation spread over three floors, and the beach close at hand, it makes ...
Price per week £660
Middle Lodge
36305 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
Middle Lodge is a gorgeous 1860s, stone-built, Victorian holiday home set in a mature enclosed garden on the edge of Ryde on the east of the island. The outside is charmingly perio...
Price per week £718
2 Little Cedars
35204 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...
Price per week £810
Glebe House
42105 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
This is a three-storey house right in the heart of Bembridge village, just opposite the picturesque village church and a few minutes' walk from the shops and restaurants. The prope...
Price per week £860
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
Barton Manor Farmhouse is a beautifully refurbished, 150 year old property set in the delightful grounds of the Barton Estate, adjacent to English Heritage's Osborne House, former ...
Price per week £1302
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
Orchard House
36414 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...
Price per week £732
Mariners
37195 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
Mariners is a beautiful beachfront property offering light, spacious, contemporary family accommodation. Tastefully refurbished in recent years, this modern property is spread acro...
Price per week £891
Swift Cottage
36624 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
Swift Cottage is a gorgeous, comfortable Edwardian end-of-terrace property, spread over three levels with wooden flooring throughout the kitchen and dining area. The spacious dinin...
Price per week £893
Mountbatten Garden Apartment
36354 bedroom, rural self catering cottage near the beach in Shanklin, Isle of Wight.
Mountbatten Garden Apartment is a fabulous apartment stylishly furnished with four en suite bedrooms and comes with a private courtyard including a six person hot tub. Vibrantly de...
Price per week £895 - £1125
Pitt Corner
36444 bedroom, rural self catering cottage near the beach in Bembridge, Isle of Wight.
A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is roomy, with plenty of space for the family to spread out. As w...
Price per week £1269
Solent Heights
39465 bedroom self catering cottage near the beach in Cowes, Isle of Wight
A truly amazing, contemporary home with views directly out to sea, in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home this is a superb bas...
Price per week £1610 - £1912
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
Bay House
35826 bedroom, rural self catering home with sea views in Seaview, Isle of Wight.
Bay House is an incredibly spacious and stylish Edwardian villa offering great sea views from many of its rooms. Lovingly refurbished throughout, the property is the ideal choice f...
Price per week £1170
Mattingley Farm
Mattingley Farm is made up of three beautiful cottages, each sleeping up to four guests, and is the perfect getaway for a family or friends holiday. Dairy Cottage (3912) and Orchar...
Price per week £1116 - £1308