Cottages Sleeping 7 People on the Isle of Wight
Blend amazing adventures, a beautiful setting and luxury accommodation and you have a fantastic combination. Add a bunch of your close friends and family to share it with, and it's even better. At Classic Cottages we have 46 self-catering cottages sleeping seven people available on the Isle of Wight for you to share with your favourite people. Pack your bags and let the good times roll.Read more
Looking for a large holiday cottage that sleeps seven or more? Our spacious retreats on the Isle of Wight are ideal for family holidays or for an escape with a group of friends. Pick a cottage with a hot tub, or choose one with incredible sea views. If you've got a foodie in the gang, pick a cottage with a barbecue, or if you've got your dog with you, choose from our selection of properties with enclosed gardens. However you envisage your dream holiday and whenever you'd like to go, a holiday on the Isle of Wight with your friends and family needs no excuses.
Stay in a Self-Catering Cottage for 7 on the Isle of Wight
We go to great lengths to make sure each of our luxury self-catering cottages is superbly equipped. We want you to feel at home straight away, which is why everything you and your group could need and more is provided. From real beds, to fluffy towels to your morning coffee pot, we will make sure your stay is as comfortable and relaxed as it can be.
If you can't wait to book the holiday of a lifetime, browse our selection of available cottages. Or, if you'd like to ask us a few questions, don't hesitate to get in touch.
Choose from 46 cottages that sleep 7 on the Isle of Wight
7 nights from £827
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 ...
7 nights from £827
7 nights from £842
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...
7 nights from £842
7 nights from £1374
Firestone Lodge
54944 bedroom, dog friendly holiday cottage near the beach near Ryde, Isle of Wight.
Set back from the road and only a short walk from the pretty tidal estuary at Wootton Creek, Firestone Lodge sets the scene for your luxury holiday with family, friends and your mu...
7 nights from £1374
7 nights from £608
Lucaya
36214 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
Welcome to Lucaya a smart town house for eight, set over three floors a great space with a pretty enclosed rear patio, and lawn, the ideal stay for a family looking for a seaside b...
7 nights from £608
7 nights from £833
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 and do...
7 nights from £833
7 nights from £852
Garsdon
36044 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
This lovely bright and spacious detached house located on a quiet lane in Seaview is just a ten minute stroll from the beautiful beach at Seagrove Bay. With a charming large enclos...
7 nights from £852
7 nights from £878
Mallards
36275 bedroom dog friendly 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...
7 nights from £878
7 nights from £888
St Albans House
39804 bedroom self catering cottage with sea views near Ventnor, Isle of Wight
This large detached house is situated in an elevated position as you enter the town of Ventnor, with the most breathtaking views from virtually every room. The beautiful tiered...
7 nights from £888
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 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!
7 nights from £932
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 in the heart of Seaview. This detache...
7 nights from £932
7 nights from £1014
Tides Reach
38184 bedroom self catering cottage with sea views in Seaview, Isle of Wight
Tides Reach is a wonderful, modernised family house along the Seaview Duver just a short walk from Seaview Village and the Yacht Club. Tides Reach has a stylish open plan living/di...
7 nights from £1014
7 nights from £1146
The New House
40254 bedroom self catering cottage in Godshill, Isle of Wight
Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...
7 nights from £1146
7 nights from £1149
61 Solent View
40784 bedroom, holiday cottage with sea views in Seaview, Isle of Wight
With stunning sea views from not one but two balconies, 61 Solent View is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskirt...
7 nights from £1149
7 nights from £1359
Halland Rise
55004 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lo...
7 nights from £1359
7 nights from £1378
Neptune Cottage
36364 bedroom, self catering cottage near the beach in Seaview, Isle of Wight.
Just a few steps from your front door to the sea, this stunning newly refurbished seafront cottage is an exceptional place to stay in Seaview. With many of the rooms boasting wonde...
7 nights from £1378
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.
7 nights from £1389
Solas
44594 bedroom self catering cottage with sea views in Seaview, Isle of Wight.
This superb, spacious detached house close to Seaview village has wonderful sea views from the first floor open plan sitting/dining-room and balcony. Taking full advantage of the v...
7 nights from £1389
7 nights from £1428
Newclose Houseboat
52004 bedroom houseboat with sea views in Bembridge, Isle of Wight
Welcome aboard Newclose Houseboat, a beautifully restored contemporary houseboat located in picturesque Bembridge harbour on the Isle of Wight, just a short stroll away from the st...
7 nights from £1428
7 nights from £1458
Leeway House
51384 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight
Renowned as home to the largest sailing regatta in the world, Cowes is a pretty seaport town on the north side of the Isle of Wight, with fabulous views over the Solent and a great...
7 nights from £1458
7 nights from £1489
Buckland House
42904 bedroom self catering cottage near the beach in Seaview, Isle of Wight
Tucked out of sight yet right in the heart of Seaview, Buckland House is a stunning home, beautifully renovated by the owners and just a stone's throw from the beach and local vill...
7 nights from £1489
7 nights from £1499
The Swallows
36804 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Spread over three floors of stunning, inviting interiors, The Swallows really is a beautiful family holiday home. The gorgeous neutral decoration gives the cottage a wonderfully re...
7 nights from £1499
7 nights from £1499
Fortune
43364 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight
Step on board this simply stunning houseboat situated in the picturesque Bembridge harbour, just a short walk from Bembridge village. The beautiful bright yellow door opens to a va...
7 nights from £1499
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.
7 nights from £1538
Dar View
54584 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
If you are looking for a stylish, spacious, yet comfortable retreat which boasts a superbly sought-after location, welcome to Dar View. An exquisite 'New England' style holiday...
7 nights from £1538
7 nights from £1623
Saye House
45734 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...
7 nights from £1623
7 nights from £1684
Dolphin Cottage
43474 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
Within a few minutes’ walk of the village centre and located on an unmade road leading to the sea, Dolphin Cottage is a simply stunning house ideally laid out to make space for all...
7 nights from £1684
7 nights from £1752
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
This impressive 150 year old farmhouse sleeps eight and is the perfect location for a fabulous family gathering for all ages. Set in the breathtaking Barton Manor Estate, it is adj...
7 nights from £1752
7 nights from £1859
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 pro...
7 nights from £1859
7 nights from £1932
Tamarisk House
55164 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...
7 nights from £1932
Our guests rate us 4.8/5 on Feefo, the independent review site.
Feefo ratings
Our latest feedback on Feefo:
7 nights from £1030
6 Seafield Terrace
35625 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...
7 nights from £1030
7 nights from £1157
Creekside
35884 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
Creekside is a fabulous waterfront property that makes a wonderful choice of holiday home at any time of the year. This stunning detached house, set on the banks of Wootton Creek, ...
7 nights from £1157
7 nights from £1187
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 ...
7 nights from £1187
7 nights from £1111
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...
7 nights from £1111
7 nights from £1390
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...
7 nights from £1390
7 nights from £1415
Seacrest House
36535 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.
This stunning three-storey holiday home is in the enviable position of being only a few minutes' stroll from the beach and also the centre of Ryde town. Built in the early part of ...
7 nights from £1415
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.
7 nights from £1560
Pitt Corner
36444 bedroom 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 a roomy retreat, with plenty of space for the family to spread...
7 nights from £1560
7 nights from £1773
Harbour View
47314 bedroom self catering cottage with sea views in Ryde, Isle of Wight.
Escape to the Isle of Wight for a blissful coastal retreat at Harbour View, an impressive Grade II Listed townhouse with stunning sea views, spread over three floors, and with the ...
7 nights from £1773
7 nights from £1804
Windy Ridge
44644 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...
7 nights from £1804
7 nights from £2006
Solent Heights
39465 bedroom self catering cottage near the beach in Cowes, Isle of Wight
A beautifully designed, contemporary home in the popular sailing town of Cowes, Solent Heights boasts sea views and quality finishes throughout. Set over four floors - including ba...
7 nights from £2006
7 nights from £2226
Cara Cottage
48465 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.
Welcome to Cara Cottage, a stunning detached property located in the heart of Bembridge village. This eye-catching holiday home with soft pink 'Spanish inspired' exterior is beauti...
7 nights from £2226
7 nights from £2397
Little Forelands
44745 bedroom self catering cottage with sea views in Bembridge, Isle of Wight
This absolutely lovely family home in Bembridge, on the east coast of the Isle of Wight, has a large garden and stunning sea views. With a gated entrance Little Forelands is privat...
7 nights from £2397
7 nights from £1568
West Ingle
36935 bedroom self catering home near the beach in Seaview, Isle of Wight.
A beautiful Edwardian house, brimming with charm and original features, with magnificent sea views from almost every room, the terrace and garden. The open plan kitchen/dining-room...
7 nights from £1568
7 nights from £2032
Redworth
45415 bedroom self catering home near the beach in Bembridge, Isle of Wight.
This impressive five bedroom house is located on Ducie Avenue, a charming unmade road leading to the beach, in the village of Bembridge. Located within a few minutes walk of the lo...
7 nights from £2032
7 nights from £2727
St Andrews
46416 bedroom, dog friendly holiday home with hot tub near the beach in Yarmouth, Isle of Wight.
Wow! This spectacular converted church has the makings for the most amazing holiday, set in an elevated position with panoramic views across the surrounding countryside and a glimp...
7 nights from £2727
Mattingley Farm
7 nights from £898
Mattingley Farm
7 nights from £1402
Bagwich House
7 nights from £1488
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.
Kingston Barns
7 nights from £1802
Kingston Barns
7 nights from £2371