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Dorset Holiday Cottages

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Your Dorset search returned 1,063 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A single story white building with a grey roof and glass entrance surrounded by a wooden fence at Cliff Barn in Burton Bradstock
1 of 27
5
Burton Bradstock, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A brightly decorated property resting within the village of Burton Bradstock, Dorset. Couples retreat. Pet-friendly. Close to amenities and beach. Bridport 3.1 miles; Weymouth 15.7 miles; Dorchester 15.5 miles; Yeovil 22.4 miles. (Ref. 1118787)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £515

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An outdoor patio area with a white metal table and chairs set with plates and glasses next to a stone house with flowering bushes at High Trees in Lyme Regis
1 of 39
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A semi-detached bungalow resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Pet-friendly. Charmouth 2.7 miles; Seaton 8 miles; Beer 9.8 miles. (Ref. 1106040)

  • Pet friendly (extra charges may apply)
  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £632

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A brick semi detached house with white framed windows and a wooden fence in front at 8 Biddlecombe Orchard in Bridport
1 of 22
5
Bridport, Dorset, DT6
  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

8 Biddlecombe Orchard is a contemporary property resting in the town of Bridport, Dorset. Close to a beach. Off-road parking. Jurassic Coast. Smart TV. West Bay 2.4 miles; Axminster 12.4 miles; Seaton 18.3 miles. (Ref. 1152418)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £496

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A stone cottage with a tiled roof and solar panels on top surrounded by bushes at Damson Tree Cottage in Charmouth
1 of 49
5
Charmouth, Dorset, DT6
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Damson Tree Cottage is a charming pet-friendly home located in Charmouth, Dorset, enjoying a woodburning stove and a short stroll to a nearby beach. Lyme Regis 4.6 miles; Bridport 7 miles; Axminster 7.2 miles. (Ref. 1174518)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights From £728

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Street view of a white building with blue window frames on a corner at The Yardarm in Swanage
1 of 28
5
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

The Yardarm is a suitable top floor apartment situated in the town centre of Swanage in Dorset, boasting only a short walk to a beach, pub, and shop. Wareham 10 miles; Poole 20 miles. (Ref. 1168468)

  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights From £395

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Two small wooden huts with open doors on grass surrounded by trees and two wooden chairs with a tree stump table at Sika in Warmwell
1 of 19
5
Warmwell, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

Sika is a tremendous hut near the village of Broadmayne, Dorset, boasting exceptional countryside views all around as well as a woodburning stove. Dorchester 5.8 miles; Weymouth 8.2 miles; Bridport 20.6 miles; Swanage 21 miles. (Ref. 1174453)

  • Off-road parking
  • Ground floor bedroom


for 7 nights From £371

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A white front door with a narrow vertical window and a doorbell on a red brick wall with a sign reading 5 Captains Retreat Christchurch
1 of 28
5
Christchurch, Dorset, BH23
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Delightful and well-appointed modern cottage, quietly situated close to Christchurch town centre and quayside. En-suite facilities to both bedrooms. Allocated parking. Convenient touring base. Bournemouth 6 miles. (Ref. 934482)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From £787

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A house with windows and a pathway at 1 Fernhill Avenue Weymouth
1 of 62
5
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

Greenwell, a delightful house located in the town of Weymouth in Dorset boasting a Smart TV, woodburning stove and proximity to the beach and pub. Dorchester 7 miles; Bridport 17 miles. (Ref. 1128598)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £954

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A fenced swimming pool with chairs and lawn in front of a brick and wood house at Manor Farm Barn in Dewlish
1 of 42
5
Dewlish, Dorset, DT2
  • Sleeps15
  • Bedrooms8
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Wonderfully appointed barn conversion residing in the sleepy village of Dewlish in Dorset. Dog-friendly. Off-road parking. Shared outdoor heated pool. Dorchester 7 miles. (Ref. 1003646)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights From £2361

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Stone terraced houses with white framed windows and a red door on a street at Bowman's Cottage Wakeham Portland
1 of 32
5
Wakeham, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)

  • Wi-fi
  • Washing machine


for 7 nights From £495

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A living room with black leather sofas a glass coffee table with flowers and a lamp by the window at Harbourside Haven Apartment 3 in Weymouth
1 of 17
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

An immaculate second-floor apartment resting in the centre of Weymouth. Marina views. Open-plan living room. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059264)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £617

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Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth
1 of 17
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four in Maltings area of Weymouth, pet friendly. Off road parking. WiFi. Garden. Close to harbour. (Ref. 994596)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £459

Last booked 2 days ago
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An outdoor courtyard with palm trees and white buildings at Hatchett Top Flat in Lyme Regis
1 of 15
5
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A first-floor apartment resting in Lyme Regis, Dorset. Off-road parking. Close to a beach. Close to the town centre. Charmouth 3.1 miles; Seaton 7.9 miles; Beer 9.7 miles. (Ref. 1106374)

  • Wi-fi
  • Washing machine


for 7 nights From £463

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A house with wooden exterior and garden at Lodge 19 in Corfe Castle
1 of 56
5

Holiday Park

Corfe Castle, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

  • Sykes rating

Lodge 19 is a superb lodge settled on the Burnbake Forest Lodges and Campsite near Corfe Castle, Dorset. Hot tub. Pet-free. Woodburning stove. Open-plan. Swanage 5.1 miles; Wareham 6.8 miles; Bournemouth 22.6 miles. (Ref. 1124151)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly


for 7 nights From £928

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A white two-story house with curved bay windows and a glass balcony behind a hedge at Broadleys in Swanage
1 of 22
5
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A delightful two-bedroom ground-floor apartment resting in Swanage, Dorset. Near a beach. Smart TV. Off-road parking. Open-plan. Wareham 9.6 miles; Poole 19.5 miles. (Ref. 1093320)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £656

Last booked 9 hours ago
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A garden with a table and chairs at Tipsy Turtle in Weymouth
1 of 27
5
Portland, Dorset, DT5
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Tipsy Turtle is a delightful, ground-floor apartment in Portland, Dorset, near the beach, featuring open-plan living, Smart TV, and an enclosed courtyard. Weymouth 4.5 miles; Dorchester 12.5 miles; Bournemouth 41.7 miles. (Ref. 1200186)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights From £484

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A house with a thatched roof and windows at Long Barn in Burton Bradstock
Offer
1 of 61
5
Burton Bradstock, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Long Barn is a contemporary thatched cottage resting in Burton Bradstock, Dorset, boasting beach proximity, tranquil river views and allows pets. Bridport 3 miles; Weymouth 16 miles; Dorchester 17.2 miles; Yeovil 21.3 miles (Ref. 1190470)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 10% off - Wed 23rd Dec 2026 to 4th Jan 2027


for 7 nights From £642

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Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour
1 of 42
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. Quality finish. Sea and harbour views. Enclosed garden. Raised elevation. Dorchester 8.5 miles; West Lulworth 15.5 miles. (Ref. 1096352)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From £903

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A house facade with windows and doors at 8 Park View Grove Weymouth
1 of 40
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms3
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Park View is a welcoming house in Weymouth, Dorset, offering three bedrooms, enclosed rear garden, and easy reach of shop, pub, and beach. Dorchester 8.4 miles; Bridport 19 miles; Charmouth 25.5 miles. (Ref. 1198402)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £634

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A house with a garden and patio at Pineside Sandford, Dorset
Offer
1 of 26
5
Sandford, Dorset, Dorset, BH20
  • Sleeps7
  • Bedrooms3
  • Pet FriendlyYes

  • Sykes rating

This lovely three-bedroom property rests in Sandford, Dorset. Pet-friendly. Near an AONB. Ground-floor bedroom. Wareham 1.7 miles; Poole 8 miles; Dorset 13.8 miles. (Ref. 1129975)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly

  • 15% off - Tue 1st Sep to 31st Dec 2026


for 7 nights From £803

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