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 | Millstones, Seatown, Chideock
Customers' Choice

Seatown, Chideock, Dorset

Millstones

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

4.9

out of 5

7 nights

From

£339
View
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
Attractive holiday home with lawned mature garden | Yawl House, Uplyme, near Lyme Regis

Uplyme, near Lyme Regis, Dorset

Yawl House

Pets stay free
Coastal
Wifi
Car parking on site
  • 12 Guests
  • 6 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.6

out of 5

7 nights

From

£777
View
Living room/dining room | Seabreeze, West Lulworth

West Lulworth, Dorset

Seabreeze

Coastal
Wifi
Enclosed Garden / Patio
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.4

out of 5

7 nights

From

£677
View
Exterior | Old Milking Parlour, Osmington, near Weymouth
Customers' Choice

Osmington, near Weymouth, Dorset

Old Milking Parlour

Pets stay free
Coastal
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£617
View
Exterior | Durdle Dreams, West Lulworth, near Wareham
Customers' Choice

West Lulworth, near Wareham, Dorset

Durdle Dreams

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

4.7

out of 5

7 nights

From

£867
View
Delightful, large holiday property | Apple Tree Cottage, Charmouth
Customers' Choice

Charmouth, Dorset

Apple Tree Cottage

Pets stay free
Coastal
Enclosed Garden / Patio
Pub within 1 mile
  • 3 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£359
View
Exterior | The Retreat, Ringwood, near Wimborne
Customers' Choice

Ringwood, near Wimborne, Dorset

The Retreat

Pets stay free
Hot Tub
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£828
View
Welcoming living and dining area | Wren Cottage, Salwayash, near Bridport
Customers' Choice

Salwayash, near Bridport, Dorset

Wren Cottage

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

4.9

out of 5

7 nights

From

£299
View
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
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

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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