Holiday Cottages in Dorset

Discover Dorset’s charm, from the Jurassic Coast to rolling countryside and picture-postcard villages. Explore Durdle Door, relax in Lyme Regis, and savour local seafood or cream teas. Whether for adventure or relaxation, our hand-picked holiday cottages in Dorset promise an unforgettable seaside escape.

Durdle door on the Jurassic coast

Dorset Cottages - Top Rated by our Customers

View | Farthings - Briarwood, Bothenhampton, near Bridport

Bothenhampton, near Bridport, Dorset

Farthings

Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£229
View
Reserve today for only £25
Exterior | The Loft, Boys Hill, near Sherborne

Boys Hill, near Sherborne, Dorset

The Loft

Wifi
Car parking on site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£255
View
Reserve today for only £25
Exterior | Rose Cottage, Primrose Cottage - Westfield Farm Cottages, Winterbourne, Steepleton

Winterbourne, Steepleton, Dorset

Primrose Cottage

Wifi
Car parking on site
Pub within 1 mile
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£265
View
Reserve today for only £25
Delightful open plan living space | 5 Park Mews, Weymouth

Weymouth, Dorset

5 Park Mews

Coastal
Wifi
Pub within 1 mile
  • 4 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£275
View
Exterior | Coombehayes Lodge, Uplyme, nr. Lyme Regis

Uplyme, near Lyme Regis, Dorset

Coombehayes Lodge

Coastal
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£305
View
Reserve today for only £25
Exterior | Rose Cottage, Primrose Cottage - Westfield Farm Cottages, Winterbourne, Steepleton

Winterbourne, Steepleton, Dorset

Rose Cottage

Wifi
Car parking on site
Pub within 1 mile
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£265
View
Reserve today for only £25
Stylish open plan living space | Little Gem, Weymouth

Weymouth, Dorset

Little Gem

Coastal
Wifi
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£289
View
Reserve today for only £25
Beautiful single storey barn conversion | Barleycorn, Holnest, near Sherborne

Holnest, near Sherborne, Dorset

Barleycorn

Wifi
Car parking on site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

4.9

out of 5

7 nights

From

£305
View
Exterior | Woodlander, Dorchester

Dorchester, Dorset

Woodlander

Coastal
Wifi
Car parking on site
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£285
View
Reserve today for only £25
Exterior | The Beech Hut, Lower Wraxall, Dorchester

Lower Wraxall, Dorchester, Dorset

The Beech Hut

Car parking on site
Detached
Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£339
View
Reserve today for only £25

Why Book Your Dorset Cottage Holiday with cottages.com

Book your self-catering accommodation in Dorset with cottages.com for quality, comfort, and choice. Our hand-picked Dorset cottages offer the perfect base to explore beaches, countryside, and attractions, ideal Dorset holiday cottages for every type of holiday.

Popular Areas in Dorset for a Cottage Holiday

Weymouth holiday cottages offer the perfect base for enjoying the town’s sandy beaches, bustling harbour, and family-friendly atmosphere along Dorset’s famous Jurassic Coast. Poole cottages are ideal for those who love coastal living, with easy access to its large natural harbour, Brownsea Island, and a lively quayside. In Swanage, cottages provide a charming seaside escape, surrounded by cliffs, heritage railways, and stunning views across Swanage Bay. Dorchester cottages appeal to history lovers, with Roman ruins, literary links to Thomas Hardy, and a relaxed market-town feel. Meanwhile, Christchurch cottages offer a peaceful riverside setting with easy access to both the New Forest and the golden beaches of Bournemouth.

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