Dorset Self-Catering Accommodation with Wifi
Across Dorset we have a selection of 46 luxury cottages with Wifi. Check the weather, tide times and local events, all whilst keeping on top of emails and sharing stories with your friends. From country to coast, stay connected and revel in the peace and tranquillity of a Dorset retreat. We have 46 cottages with Wifi available, primed and ready to welcome you.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.Discover our 46 cottages with Wifi in Dorset
7 nights from £320
The Dairy
26631 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
The Dairy is an extremely comfortable single-storey cottage in this small and friendly farm development. The property has French doors to its own enclosed outside space – the patio...
7 nights from £320
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25% off
4 Apr 2026 - 11 Apr 2026
£449.00 £336.75
7 nights from £320
The Linhay
26611 bedroom cottage near the beach near Bridport, Dorset.
The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...
7 nights from £320
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20% off
4 Apr 2026 - 11 Apr 2026
£449.00 £359.20
7 nights from £336
Kingfishers
60351 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...
7 nights from £336
7 nights from £403
Swallows' Rest
46441 bedroom, dog friendly cottage near Beaminster, Dorset.
The sleepy west Dorset countryside awaits you at this cute bolthole for two (plus your four-legged friends). Tucked away at the end of the owners' garden, this converted barn is hi...
7 nights from £403
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7 nights from £405
Fox Cottage
47121 bedroom stylish cottage in Beaminster, Dorset.
Tucked away in an oh-so-pretty part of historic Beaminster, Fox Cottage is a gorgeous retreat for two. As soon as you arrive at this picture-perfect terraced cottage, you will want...
7 nights from £405
7 nights from £412
Loaf At The Granary
60461 bedroom, dog friendly self catering cottage near Bridport, Dorset.
**Loaf At The Granary can accommodate flexible check in days – please contact us to request.** Loaf At The Granary is a gorgeous and sympathetic restoration of an ancient Dorset...
7 nights from £412
7 nights from £431 *
The Granary
56832 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
Tucked away in a rural corner of west Dorset you will find The Granary; a single-storey cottage with a shared two acre woodland and wildflower meadow to while away holiday days in....
7 nights from £431 *
7 nights from £431 *
The Dairy
56822 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...
7 nights from £431 *
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25% off
3 Apr 2026 - 10 Apr 2026
From £593.00 £444.75
From £64 per night
La Cabine Francaise
47261 bedroom, dog friendly Shepherds Hut near Dorchester, Dorset.
Welcome to La Cabine Francaise, a glorious expanse of glamping bliss with a French twist. Set in the stunning Dorset countryside, this exclusive spot for two provides the perfect r...
From £64 per night
7 nights from £453
Badgers Cottage
30141 bedroom, dog friendly cottage near Bridport, Dorset.
This pretty semi-detached cottage for two is nestled within an Area of Outstanding Natural Beauty (now known as National Landscapes) on West Hembury Farm. Badgers Cottage is an ...
7 nights from £453
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.
7 nights from £454 *
The Old Coach House
13862 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...
7 nights from £454 *
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30% off
3 Apr 2026 - 10 Apr 2026
From £624.00 £436.80
7 nights from £464 *
Pippins
53602 bedroom, dog friendly character cottage near Beaminster, Somerset.
Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...
7 nights from £464 *
7 nights from £468 *
Beehive Cottage
40732 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
Beehive Cottage is a charming and cosy cottage, on a quiet lane opposite St Mary's church in the village of Puddletown. Surrounded by farmland, the pretty village is nestled in the...
7 nights from £468 *
7 nights from £495 *
Bluebells
56242 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...
7 nights from £495 *
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20% off
3 Apr 2026 - 10 Apr 2026
From £655.00 £524.00
7 nights from £497 *
The Parlour
26622 bedroom cottage with views of Golden Cap near Bridport, Dorset
The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three single...
7 nights from £497 *
7 nights from £515 *
Barn Owls Cottage
30153 bedroom, dog friendly cottage near Bridport, Dorset.
Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...
7 nights from £515 *
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.
7 nights from £542 *
Tolpuddle Cottage
37523 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...
7 nights from £542 *
From £78 per night
Toby's Hut
4723Luxury dog friendly shepherds hut with a hot tub near Lyme Regis, Dorset.
Located in the west Dorset Area of Outstanding Natural Beauty and just a 15 minute drive from fabulous Lyme Regis, Toby's Hut is a bespoke Shepherd's Hut, sitting in a perfect spot...
From £78 per night
7 nights from £664 *
The Old Dairy
55512 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
The Old Dairy is one of the most stunning holidays homes you could visit with curated interior touches at every turn. It’s location for local exploring is particularly good with so...
7 nights from £664 *
7 nights from £691 *
Seymour Barn
53142 bedroom, dog friendly barn conversion in Bridport, Dorset.
With the bustling market town of Bridport within striking distance, this beautiful barn conversion is the perfect home-away-from-home. A delightful spot to explore all the beauty a...
7 nights from £691 *
7 nights from £378
The Old School Gables
24902 bedroom cottage near the market town of Bridport, Dorset.
The pretty Dorset village of Drimpton is set in lovely countryside, a short drive inland from the stunning Jurassic Coast. This original school house has been converted into extrem...
7 nights from £378
7 nights from £540
Ivy Cottage
41222 bedroom, dog friendly cottage in Cattistock near Dorchester, Dorset.
Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of a National Landscape, the cottage is situated ...
7 nights from £540
7 nights from £550
The Old Dairy
47402 bedroom, dog friendly former milking parlour, near Blandford Forum, Dorset.
This former milking parlour that served the local farm has been beautifully converted into a fabulous holiday home. Situated in a picturesque Dorset village that is full of charact...
7 nights from £550
7 nights from £556 *
Bay Tree Cottage
48353 bedroom, dog friendly cottage near Bridport, Dorset.
Situated in a sleepy west Dorset village, just a short drive from the spectacular Jurassic Coast, you will find this pretty terraced cottage. Bay Tree Cottage offers all the deligh...
7 nights from £556 *
7 nights from £577 *
Freshfields
57064 bedroom self catering cottage near Dorchester, Dorset.
Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...
7 nights from £577 *
7 nights from £581
Rectory Cottage
47952 bedroom cottage near Bridport, Dorset
Hidden away in the grounds of a Grade II Listed former rectory, this picture-perfect cottage is a delightful Dorset escape. As you pull into the spacious parking-area you will get ...
7 nights from £581
7 nights from £590
Woodville Cottage
51513 bedroom, dog friendly home near the beach in Lyme Regis.
Woodville Cottage is a pretty and charming property, an annexe to a Grade II Listed Georgian building. Hidden away from the hustle and bustle of the elegant seaside town of Lyme Re...
7 nights from £590
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40% off
20 Apr 2026 - 24 Apr 2026
From £621.00 £372.60
7 nights from £686
Halcyon Cottage
46932 bedroom cottage close to the beach, Lulworth Cove and Dorchester, Dorset.
Less than one mile from Lulworth Cove, part of the only World Heritage Site in England, Halcyon Cottage is a pretty, detached stone cottage in the heart of the village of West Lulw...
7 nights from £686
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20% off
17 Apr 2026 - 24 Apr 2026
£857.00 £685.60
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 £706
Barbridge Cottage
18052 bedroom, rural holiday cottage near Bridport, Dorset.
With beaches, fossil hunting, walks and lovely pubs all around, Barbridge Cottage is the ideal home-away-from-home to explore West Dorset and the Jurassic Coast. Up a short, unm...
7 nights from £706
7 nights from £897
The Old Mill
45032 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.
If you are looking for a beautifully unique and special property for a perfect Dorset holiday, then look no further than The Old Mill. Formerly a working mill, this gorgeous proper...
7 nights from £897
7 nights from £1047 *
Buddlewall
39796 bedroom thatched, dog friendly home near Lyme Regis, South Devon.
Buddlewall is an historic east Devon farmhouse, in a beautiful hidden rural setting, a short drive inland from the spectacular World Heritage east Devon and Dorset Jurassic Coast. ...
7 nights from £1047 *
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20% off
7 Apr 2026 - 8 Apr 2026
From £1918.00 £1534.40
7 nights from £1050
Hood's
60452 bedroom, dog friendly self catering cottage near Bridport, Dorset.
**Hood's can accommodate flexible check in days – please contact us to request.** This stunning barn and milking parlour conversion is set within the glorious Dorset countryside...
7 nights from £1050
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25% off
10 Apr 2026 - 17 Apr 2026
£1400.00 £1050.00
7 nights from £1428 *
Oak Tree House
61124 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...
7 nights from £1428 *
7 nights from £623
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Hatts Farm is a working farm located in a National Landscape. The farm spreads over 150 acres, located in the stunning countryside of the Dorset and Wiltshire border. Hatts Barn...
7 nights from £623
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15% off
10 Apr 2026 - 17 Apr 2026
£883.00 £750.55
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.
7 nights from £625
Sturthill Stable
28293 bedroom, dog friendly barn conversion set within a working farm near Bridport, Dorset.
This beautiful barn conversion at the heart of a working farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the family ...
7 nights from £625
7 nights from £760
2 Penny’s Cottages
25313 bedroom house in the historic village of Corfe Castle, Dorset.
Set in the historic village of Corfe Castle, 2 Penny's Cottages is a semi-detached family house that welcomes all its visitors, it is a real home-from-home. The property has been b...
7 nights from £760
7 nights from £848
Sunnyholme
14604 bedroom house near the beach in Studland, Dorset.
The Isle of Purbeck is a stunning National Landscape between Poole and Swanage, boasting one of the most spectacular coastlines in Dorset. Sunnyholme is an extremely spacious de...
7 nights from £848
7 nights from £925
Sandy Days
32153 bedroom, dog friendly cottage near the beach in Christchurch.
Avon beach, Christchurch Harbour, the New Forest National Park and the Jurassic Coast are all nearby to this holiday bolthole. The cool shades of blue and the plantation shutters e...
7 nights from £925
7 nights from £1093
Acorns
48283 bedroom cottage in Corfe Castle, Dorset.
Set on a private, secluded plot, Acorns is a wonderful family holiday home. Recently renovated to a very high standard, this detached house in the historic village of Corfe Castle ...
7 nights from £1093
7 nights from £1128 *
The Old Manor House
41245 bedroom, dog friendly cottage close to the beach near Lyme Regis.
Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...
7 nights from £1128 *
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50% off
17 Apr 2026 - 24 Apr 2026
From £2257.00 £1128.50
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.
7 nights from £1138
Cobb Cottage
32434 bedroom, dog friendly cottage with sea views in Lyme Regis, Dorset.
Escape to the coast and this fabulous cottage where you can watch the seascape change all day long. Just minutes from the harbour at Lyme Regis and its iconic Cobb, this Grade I...
7 nights from £1138
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25% off
17 Apr 2026 - 24 Apr 2026
From £1517.00 £1137.75
7 nights from £1005
Beech Cottage
28875 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.
This beautiful stone farmhouse has something very special indeed - it comes with a 450 acre nature reserve and a unique relationship with Dorset Wildlife Trust, offering comfortabl...
7 nights from £1005
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25% off
10 Apr 2026 - 17 Apr 2026
£1340.00 £1005.00
Hood's and Loaf at Kingsland Farm
7 nights from £1462
Whetley Farm
7 nights from £861
West Hembury Farm
7 nights from £967
Doghouse Farm
7 nights from £1137
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.
