Cottages in Dorset
Our exclusive collection of holiday cottages in Dorset are perfectly placed for exploring this ancient and welcoming county. Dorset is a land steeped in history, from the fossils at Charmouth on the Jurassic Coast to The Cobb at Lyme Regis. Plus, dinosaurs once walked here! Venture to charming inland Dorset, with its hamlets of thatched cottages, beamed pubs and watermills, and you'll feel as though you've walked into a living, breathing Thomas Hardy novel, or soak up the idyllic wiles of Dorset's coast. If you need more temptation, try our Lyme Regis webcam for inspiration.Read more
About Dorset
Dorset is the ideal holiday choice for short breaks as well as longer escapes to the country, as it’s so accessible yet feels like another world. The majority of this county is designated as an Area of Outstanding Natural Beauty, which says it all, so expect some spectacular views. And not to forget, there's plenty of things to do to keep you entertained. Go coasteering, quad biking or kite surfing if you're feeling adventurous, or head out on a hot air balloon ride to get those unrivalled views! Dorset is also a great place for fishing and rockpooling, providing hours of fun for the young and old alike.
The coastline here is something special, with cliffs rippling up out of layers of centuries old sediment, bringing fossilised treasures for lucky beachcombers. You can walk for miles along the undulating clifftops between beaches and coves so bring your binoculars (and the dog) for spotting the seaside pub you’re aiming for. You’ll need good walking boots and perhaps your swimming gear to have a paddle around Lulworth Cove and swim through Durdle Door. Go on an adventure to the Isle of Purbeck, a region renowned for its wildlife, beauty and cliff top walks.
But don’t be entirely distracted by the deep blue, the green can be just as beguiling. Inland Dorset is leisurely drives through leafy lanes opening up to the best of British landscapes; rolling hills, fields and farmland fading away as far as the horizon, woodland colours changing with the seasons, and plenty of beautiful gardens. Pretty little villages with trickling streams to bustling market towns, Dorset is characterful and enchanting.
Holidays in Dorset
Whether you choose country or coast, a pretty village setting or somewhere along the Jurassic Coast, places of interest will always be within arm’s reach. A day trip to the Isle of Portland to visit the famous quarry museum, Chesil Beach for the photo opportunities and fossils and of course the stunning landforms around Lulworth and Durdle Door.
There are many historic and beautiful towns to explore; Sherborne with its Abbey and distinctive architecture, Cerne Abbas home of the famous giant, from Lyme Regis in the west, past Charmouth, Weymouth, to Corfe Castle near Swanage and Studland, and Bournemouth in the east of the county, you’ll need to keep coming back for more. Fill up your family holiday in Dorset with child friendly days out to the wonder that is Monkey World or better yet, the Marble Museum – we promise it’s more entertaining than it sounds. Take trips on the steam train or simply spend your days relaxing and eating - Dorset is a hub for good food with gems such as River Cottage in Axminster and Hix Oyster & Fish House in Lyme Regis.
Where to stay in Dorset
Our collection of Dorset escapes range from country breaks to coastal houses, all handpicked and inspected by our local team. Dog friendly Dorset cottages welcome four-legged friends and this is definitely a good county to bring them to, with opportunities for walkies around every corner. Take them to a cottage by the sea for sandy paws and salty coats from running in the sand dunes. When the Jurassic Coast is calling, a beach cottage by the sea will make all your holiday dreams come true.
Or leave everyone else behind and take a romantic trip to Lyme Regis with a long weekend for two, our live stream Lyme Regis webcam will be all the temptation you need.
We have 56 self catering cottages in Dorset
7 nights from £474
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 £474
7 nights from £497
Pound Farm Cottage
40761 bedroom thatched cottage near Sherborne, Dorset.
Pound Farm Cottage is a hidden gem; this Listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...
7 nights from £497
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 £1651
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 £1651
7 nights from £577
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 £577
7 nights from £509
The Chalet on the Beach
3351Chalet on the beach sleeping two in Lyme Regis, Dorset.
Imagine a holiday right on the seashore of a very special beach, relaxing on your verandah with a glass of something refreshing, watching the gentle waves at one of the most famous...
7 nights from £509
7 nights from £1133
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 £1133
7 nights from £898
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 £898
7 nights from £690
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 £690
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 £399
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 £399
West Hembury Farm
7 nights from £1089