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2,632 Holiday Cottages in Dorset, the South West of England

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Sea Pink Cottage

Sea Pink Cottage

Langton Matravers, Dorset

2

Resting in the tranquil and chocolate-box village of Langton Matravers, lies Sea Pink Cottage, a beautiful and newly refurbished Purbeck Stone cottage, just two miles from the seaside town of Swanage. This inviting retreat is a perfect choice for couples looking to escape normal…

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Weekly from £430
Cottage in Beaminster, Dorset

Cottage In Beaminster, Dorset

Beaminster, Dorset

2

A great choice for couples wishing to tour rural West Dorset and the Jurassic Coast as it's conveniently set beside the A3066. This property has a homely ambience and its own private terrace, which is fully enclosed. Beaminster has a good range of amenities including well…

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Weekly from £430
Bobbin Cottage

Bobbin Cottage

Swanage, Dorset

2

Swanage 2.7 miles. Nestled in the charming village of Langton Matravers near Swanage, Dorset is Bobbin Cottage.This inviting little 18th-century stone cottage is nestled between two adjoining active family stone dwellings and formed part of one of the earliest department stores…

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Weekly from £430
Siesta Chalet

Siesta Chalet

Eype Mouth Chalet Park, Dorset

4

This detached, single-storey chalet sits in a lovely location on the Eype Mouth Chalet Park, just a couple miles from the delights of Bridport. Boasting a scenic location where countryside meets the sea with far-reaching coastal vistas, Siesta Chalet is a wonderful choice for…

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Weekly from £430
Broadlands Bungalow

Broadlands Bungalow

Combe St Nicholas, Dorset

6

Combe St Nicholas 1.5 miles. Broadlands Bungalow, a welcoming, detached abode, is situated in the countryside of Ham, near Combe St Nicholas, Somerset. With the added luxury of an open fire, Smart TV, and stunning countryside views, this property invites families and friends,…

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Weekly from £430
Whitegates Lodge

Whitegates Lodge

Osmington, Dorset

4

In the quintessential Dorset Coastal village of Osmington sits this modern converted Lodge. Furnished to a high standard, Whitegates Lodge is a link detached property in lovely grounds shared with the owner's own home. Guests have use of the lovely front garden with large lawn.…

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Weekly from £429
Spinnaker

Spinnaker

Weymouth, Dorset

2

Spinnaker is a beautifully appointed, ground-floor apartment resting in Weymouth, Dorset. A great base for romantic holidays exploring the coast, this apartment sleeps two guests in one king size bedroom with open-plan living and Weymouth's amenities, attractions, and sandy…

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Weekly from £429
Cliffwalk Cottage

Cliffwalk Cottage

Southwell, Dorset

4

Cliffwalk Cottage, a charming two-bedroom holiday home, is located on the lovely Dorset promontory of Portland Bill and is perfect for a couple, a group of friends, or a small family. This home makes the ideal coastal retreat with a bubbling hot tub to enjoy and conveniences…

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Weekly from £429
Tranquil Tides

Tranquil Tides

Weymouth, Dorset

2

Tranquil Tides, a centrally-positioned, ground-floor apartment rests in the heart of Weymouth, Dorset. The ideal, romantic getaway for couples, Tranquil Tides rests a stone’s throw from the town’s coast, amenities, and attractions, making it a wonderful base for a seaside…

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Weekly from £429
Rowdens Barn

Rowdens Barn

Winterborne Stickland, Dorset

4

A stunning end-terrace, rural Winterborne Stickland holiday cottage, created from a former Victorian barn, set in an attractive shared courtyard but enjoying its own private outside space. Open plan living, benefiting from a warming woodburning stove, stable door and a family…

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Weekly from £428
Cider Barn

Cider Barn

South Chard, Dorset

4

Cider Barn is a beautifully presented barn conversion nestled in the charming village of South Chard in Somerset. Perfect for couples or a family, this is a wonderful abode boasting two bedrooms, proximity to countless day trips and a peaceful location for those looking to enjoy…

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Weekly from £428
Little Kershay

Little Kershay

Salwayash, Dorset

2

Little Kershay is a stunning conversion, perfect for couples, and ideally located to explore the Jurassic Coastline and bustling market towns of Bridport and Lyme Regis. It is modern, light and airy, with an attractive patio area and all its rooms are on the ground floor.…

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Weekly from £425
Apartment 7

Apartment 7

West Bay, Dorset

4

Please be advised this property was fully renovated in April 2021, so any feedback left before this date does not give an accurate description of the current property. Settled a stone's throw away from the glorious sands of West Bay beach, in the sought-after region of Dorset,…

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Weekly from £425
Mayflower

Mayflower

Swanage, Dorset

4

Nestled in the coastal town of Swanage, in Dorset, is this charming ground-floor flat, Mayflower. Inside, the owner has created a smart and warming retreat for families or couples seeking to explore the Dorset coastline. Set all on the ground floor, this well-presented apartment…

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Weekly from £425
Dairy Cottage

Dairy Cottage

Whitchurch Canonicorum, Dorset

4

Dairy Cottage is set in a delightful location with peaceful surroundings and well manicured grounds with uninterrupted views up the Vale to Marshwood. This comfortable conversion from a former byre is set in the heart of an Area of Outstanding Natural Beauty with the added…

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Weekly from £425
40 The Ridgeway

40 The Ridgeway

Upwey, Dorset

4

Nestled within the charming village of Upwey is this stunning holiday home, 40 The Ridgeway, perfectly positioned for enjoying both the coast and countryside landscapes of Dorset. This property is an exceptional find for families of all ages, as well as for avid ramblers and…

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Weekly from £425
Driftwood

Driftwood

Weymouth, Dorset

4

A Grade II listed cosy cottage tucked away in a small terrace, traditionally built in 1835, and full of character and charm. It is ideally situated, just a few moments' walk from Weymouth's golden sandy beach. Featuring a compact kitchen which has all the items you need for…

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Weekly from £424
Cottage in Bridport, Dorset

Cottage In Bridport, Dorset

Bridport, Dorset

2

Situated next to the owner s property with its own entrance, this impressive reverse level cottage has been refurbished to a high standard and is perfect for couples looking for a cosy break. Within walking distance of the popular town centre of Bridport, which has a choice of…

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Weekly from £424
Cottage in Beaminster, Dorset

Cottage In Beaminster, Dorset

Beaminster, Dorset

2

This charming property has been carefully converted from a former stable building tucked behind the owners beautiful character cottage. The cottage is set in the heart of the pretty village of Stoke Abbott, which wouldn t look out of place on picture postcards, with its…

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Weekly from £424
Cottage in Isle of Purbeck, Dorset

Cottage In Isle Of Purbeck, Dorset

Isle Of Purbeck, Dorset

3

This property is situated in a quiet countryside location on Dorset s Isle of Purbeck, within a few miles of the coast at Swanage to the east and Dancing Ledge to the south. Each of these offer very different seaside experiences, with Swanage boasting a wide sandy beach next to…

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Weekly from £424

We've found 2,632 properties

Explore the South West of England

Big fields, rolling countryside and the stunning Jurassic coast, rich with fossils, make Dorset a beautiful and fascinating place to visit. With abundant wildlife, ancient woodlands and the South West Coast Path National Trail running through, it's a great place for walkers and naturalists. Lots of historic houses and gardens to visit too.

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