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 55 self catering cottages in Dorset
7 nights from £486
Pippins
53603 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 £486
7 nights from £815
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 £815
7 nights from £367
Periwinkle Cottage
52581 bedroom, dog friendly character cottage in market town of Bridport, Dorset.
Tucked away off one of Bridport's vibrant streets is Periwinkle Cottage, a beautiful home ready to welcome you for a fantastic stay. This gorgeous terraced retreat is the perfect p...
7 nights from £367
7 nights from £598
Quince Cottage
51903 bedroom, dog friendly cottage close to the beach near Bridport, Dorset.
With the World Heritage Jurassic Coast within one mile's walk, Quince Cottage is a welcoming home in the pretty West Dorset village of Chideock. This charming home is the perfect l...
7 nights from £598
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 £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
7 nights from £545 *
St Peter's Cottage
51353 bedroom thatched, dog friendly cottage near Dorchester, Dorset.
Dating back to the early 17th Century, this picture perfect, Grade II Listed thatched cottage sits in the heart of a rural Dorset village. Recently renovated by the owners, St Pete...
7 nights from £545 *
7 nights from £983
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 £983
7 nights from £645
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 £645
7 nights from £627
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. From the moment you pull into the driveway you will love...
7 nights from £627
7 nights from £548
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 £548
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.