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

Exterior | Two Bridge Cottage, Bridge, nr. Chard
Customers' Choice

Bridge, near Chard, Somerset

Two Bridge Cottage

Pets stay free
Luxury
Wifi
Car parking on site
  • 5 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£385
View
Living room | Samphire Cottage, Lyme Regis
Customers' Choice

Lyme Regis, Dorset

Samphire Cottage

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£707
View
Exterior | Ash Hill - Midgham Long Copse, Midgham
Customers' Choice
Pets stay free
Wifi
Car parking on site
Garden / Patio
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£535
View
Exterior | The Loft, Boys Hill, near Sherborne
Customers' Choice

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

£315
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Characterful stone-built cottage | Churchill Cottage - Round Chimneys Farm, Glanvilles Wootton, near Sherborne
Customers' Choice

Glanvilles Wootton, near Sherborne, Dorset

Round Chimneys Farm - Churchill Cottage

Pets stay free
Wifi
Car parking on site
Enclosed Garden / Patio
  • 6 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£425
View
Exterior | A Twist of Lyme, Raymond’s Hill, nr. Lyme Regis
Customers' Choice

Raymond's Hill, near Lyme Regis, Dorset

A Twist of Lyme

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

5

out of 5

7 nights

From

£435
View
Exterior | Homewood - Midgham Long Copse, Midgham
Pets stay free
Wifi
Car parking on site
Garden / Patio
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.5

out of 5

7 nights

From

£777
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Exquisite holiday cottage | The Byre, Fifehead Magdalen, near Gillingham

Fifehead Magdalen, near Gillingham, Dorset

The Byre

Pets stay free
Wifi
Car parking on site
Detached
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.7

out of 5

7 nights

From

£315
View
Exterior | Coombehayes Lodge, Uplyme, nr. Lyme Regis
Customers' Choice

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

£395
View
Living room | East View, Acton
Customers' Choice

Acton, Dorset

East View

Pets stay free
Coastal
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£627
View
View | Harbourside Landing, Weymouth
Customers' Choice

Weymouth, Dorset

Harbourside Landing

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£489
View

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 for a short cottage break in Dorset.

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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