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 £363
Spring View Cottage
57831 bedroom cottage with countryside views near Dorchester, Dorset.
A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...
7 nights from £363
7 nights from £644
The Lookout
57632 bedroom, dog friendly apartment with sea views, near Studland.
In an elevated position with views out to Swanage Bay, The Lookout is a modern, stylish, first floor apartment for up to four lucky guests and their four-legged friend to enjoy. Ta...
7 nights from £644
7 nights from £694 *
Freshfields
57064 bedroom secluded cottage with large grounds 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 £694 *
7 nights from £565
Spring View
56863 bedroom rural cottage near the sea and close to Dorchester, Dorset.
A family friendly holiday home situated in a beautiful rural Dorset hamlet with countryside views galore. Recently renovated throughout, Spring View, offers a peaceful escape from ...
7 nights from £565
Whetley Farm
7 nights from £915
7 nights from £458
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 £458
7 nights from £458
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 £458
7 nights from £529
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 £529
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.
7 nights from £756
The Old Dairy
55512 bedroom, dog friendly cottage near Wimborne Minster, Dorset.
Situated within the southern neolithic ring of Knowlton Church and Earthworks and perfectly positioned under a Dark Sky Reserve, is The Old Dairy; a stylish and modern conversion t...
7 nights from £756
7 nights from £431
The Gardens
54062 bedroom, dog friendly cottage in historic Sherborne, Dorset.
From the rolling hills of the Dorset countryside to the beautiful historic streets of Sherborne and down to the Jurassic Coast, explore it all whilst staying at The Gardens. This c...
7 nights from £431