High tide on Weymouth's beautiful sandy beach Explore our Collection of Dorset Holiday Cottages

Find My Favourite Dorset Holiday Cottages

A delightful selection of Dorset holiday cottages for families and friends can be found in one of England's most beautiful counties. Dorset's appeal is that it offers holidaymakers a choice of self-catering holidays by the sea or inland in wonderfully-named, idyllic and sleepy villages such as Compton Abbas, Gussage All Saints and Lytchett Matravers. Whether for a weekend break in a secluded country cottage in Beaminster or a luxury holiday home in Sherborne.  Find Dorset coast cottages for leisurely summer holidays in quaint seaside cottages from Swanage to Lyme Regis; you will fall in love with the fresh air and slow way of life in Dorset.

Exterior of a wisteria-clad, double-fronted Georgian House and front garden.
Sleeps
17
Bedrooms
8

Crepe Farmhouse is a large luxury farmhouse in Symondsbury surrounded by stunning scenery. Guests have exclusive access to the swimming pool, sauna, games room, cinema room, and large garden. It is ideal for extended families, celebrations, and large groups. Dogs are welcome.

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A semi-detached chalet bungalow with French Windows onto a patio with steps down to a flower-lined lawn.
Sleeps
2
Bedrooms
1

Cuckoo Cottage is a luxurious romantic cottage in Bridport, Dorset, boasting open-plan living spaces and a delightful garden with a patio which catches the sea breeze and the views of the surrounding region. The sophisticated coastal cottage offers urban chic, light, airy spaces and elegance.

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1930s-style detached chalet bungalow with a paved deck surrounded by lawns and the Dorset countryside.
Sleeps
8
Bedrooms
3

This large shooting lodge is located in Dorset with peaceful rural views in a secluded location, only a short walk to Symondsbury. Axen Lodge sleeps eight over four bedrooms. This property accommodates a large garden with a hot tub, trampoline and gas BBQ. Dogs are welcome.

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Exterior of a stone-built Dorset chalet bungalow overlooking a front lawn and drive.
Sleeps
6
Bedrooms
3

Lanes End, a charming Chetnole holiday rental, offers a delightful escape with three bedrooms: one ground-floor king-size, one double, and one twin. Enjoy modern amenities like a bathroom with a walk-in shower, a kitchen/diner, and a living/dining room with a wood-burning stove. The property features a private driveway, front lawn, and rear garden with furniture. Immerse yourself in comfort with WiFi, TV, and essential supplies included. Experience tranquillity in this pet-friendly retreat, where no smoking is allowed — book now for a memorable Dorset getaway in all seasons.

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Sleeps
10
Bedrooms
5

Swanage Driftwood is a large, modern coastal cottage in Dorset boasting light and airy spaces and contemporary chic. The pet-friendly holiday cottage in Swanage lies just moments from the beach and offers a sun-filled interior and multiple outdoor entertaining spaces, plus access to bespoke Wellness packages.

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A stone, 2-storey, Dorset barn conversion overlooks a courtyard.
Sleeps
8
Bedrooms
4

Drackenorth Lodge is a large and impressive rural holiday home in Hooke. The Lodge sleeps eight and is finished to a very high standard. It offers multiple furnished outdoor spaces, a light-filled open-plan layout with exposed beams, and an upside-down design. This converted barn has beautiful village views and the Dorset countryside.

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Sleeps
4
Bedrooms
2

Situated on a beautiful farm overlooking the Jurassic Coast in West Dorset, The Swallows is one of seven-holiday cottages at Character Farm Cottages near Weymouth. 4-star rated by Visit England, it comfortably sleeps four. It is exceptionally well-appointed and open throughout the year. Pets welcome.

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A thatched farmhouse and barns overlook a large reed-fringed pond.
Sleeps
14
Bedrooms
6

North End's large listed Farmhouse is available for Dorset holiday lets all year. It is situated in a spectacular countryside setting on the Jurassic Coast, between the lively market towns of Bridport and Lyme Regis. Beaches, culture, pubs, and walks are easily accessible. Pets are welcome.

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Sleeps
4
Bedrooms
2

The Stables, situated amidst the owners’ 130 acres of wooded farmland in the rural village of Fifehead Neville, is a dog-friendly cottage in Dorset. It is a barn conversion lovingly renovated to an exceptionally high standard. The cottage offers spectacular views across the Blackmore Vale.

 

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The County offers endless opportunities for holidays, ranging from cheap weekend or mid-week breaks out of season to long, leisurely week or fortnight holidays in high summer. It's not just the tranquil charm of its quaint holiday cottages in Dorset that attracts visitors to the County - it's their location too. Dorset also offers its visitors a wide choice of lovely beaches. Find coastal cottages in Dorset from the seaside resort of Weymouth in the east along the South West Coast Path to the Regency town of Lyme Regis. There's a splendid choice of Dorset coast cottages, including Chideock, the long shingle banks of Chesil Beach (taking in the world-famous Swannery at Abbotsbury), Studland Bay, Burton Bradstock, peaceful Charmouth and picturesque Lulworth Cove. Just think of a day spent fishing in rock pools on a beach for minute sea creatures (Kimmeridge Bay is particularly recommended) and then turning to the cliffs on this famous Jurassic coastline. Here, winter rockfalls often reveal fossils (although you're no longer allowed to go digging for them). The

There's an equally appealing choice of attractions to enjoy away from Dorset's south coast beaches. Why not spend an afternoon viewing the Purbeck countryside from the windows of a heritage steam train on the Swanage Railway? Next, catch your train at Corfe and visit the magnificent ruins of Corfe Castle, high on the hill above the town. Then, head west to Bovington, where you'll find the (seriously) best and most entertaining tank museum or the nearby Monkey World, which is as educational as its primates are adorable.

In the far west of Dorset lie the attractive little coastal towns of Bridport, West Bay, with its fantastic fish restaurant and Lyme Regis.

Inland Dorset is as pretty as the names of its villages imply. How can you resist a holiday in a county with place names such as Fifehead Magdalen, Purse Caundle, Hazelbury Bryan, Piddletrenthide, Sixpenny Handley, Toller Fratrum and Tolpuddle (home of the Tolpuddle Martyrs)?

Many of its towns boast splendid vernacular architecture (usually accompanied by quaint tea rooms), as visitors to Blandford Forum or Gold Hill in Shaftesbury will readily testify. The latter is the location for a famous Hovis Bread advert in the '70s.

Other attractions worth visiting include the Model Town at Wimborne and the Great Dorset Steam Fair near Blandford Forum at the end of August. Unfortunately, the Steam Fair is so large you'll need more than one day to work around it. But, of course, this shouldn't be a problem if you stay in a Dorset holiday let!