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Dorset Holiday Cottages

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Your Dorset search returned 1,061 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
The exterior wall of a yellow building with a white door and window and potted plants along the wall at Cuckoo Cottage in Bridport
19
Bridport, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A romantic pied-a-terre in the bustling market town of Bridport. Close to the Jurassic Coast. Parking. WiFi. Open-plan living. (Ref. 1004940)

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


for 7 nights From £400

Last booked 2 days ago
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A house with windows and a front door in Lyme Regis
48
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A traditional renovated cottage resting in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 2.4 miles; Seaton 8.4 miles; Beer 10.1 miles. (Ref. 1105995)

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


for 7 nights From £685

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A small modern cabin with wooden steps and potted plants outside near a woven fence at The Cabin in Swanage
32
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

The Cabin rests in Herston near Swanage, Dorset. Off-road parking. Solar panels. Sea views. Swanage 1.3 miles; Studland 4.4 miles; Wareham 9.5 miles. (Ref. 1135950)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights From £409

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Front exterior of a brick house with white-framed windows and door and garden shrubs with black chairs and table outside at Splash in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. Near beach and pub. Smart TV. Near harbour. Dishwasher. Dorchester 8.6 miles; Bridport 19.4 miles. (Ref. 1154894)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £684

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A two-story corner house with a pink brick exterior and a bay window at Mermaid House in Brewers Quay Harbour
41
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. Close to amenities and harbour. Pet-free. Garden. Dorchester 8.7 miles; West Lulworth 15.8 miles. (Ref. 1093760)

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


for 7 nights From £619

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Exterior front door of a house with a small porch canopy and a blue picket fence at 6 Chatterton Mews Lyme Regis
26
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary property situated in the seaside town of Lyme Regis, West Dorset. Open-plan living space. Smart TV. WiFi. Off-road parking. Seaton 7 miles; Bridport 10.7 miles. (Ref. 1112737)

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


for 7 nights From £642

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A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth
85
Weymouth, Dorset, DT4
  • Sleeps18
  • Bedrooms9
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly


for 7 nights From £2519

Last booked 2 days ago
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A window with champagne and glasses overlooking the sea at 123 On The Sea – The Eaves in Weymouth
New property
23
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

123 On The Sea - The Eaves is a charming apartment overlooking the beach in Weymouth, Dorset, boasting off-road parking and ample nearby attractions. Dorchester 7.6 miles; Bridport 21.2 miles. (Ref. 1133964)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly


for 7 nights From £445

Last booked 2 days ago
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A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)

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


for 7 nights From £620

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Backyard with dining table and chairs on patio and grass lawn at Lightkeepers Cottage in Lyme Regis
28
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

An outstanding family holiday home close to Lyme Regis in Dorset. Family-friendly. Well-presented. Spacious. WiFi. Open-plan. Lyme Regis 0.4 miles; Axminster 5.3 miles; Seaton 7.9 miles; Weymouth 28.6 miles. (Ref. 1106632)

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


for 7 nights From £1142

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A house with garden and seating area at Harbins Farm in Glanvilles Wootton Nr. Sherborne
64
Glanvilles Wootton Nr. Sherborne, Dorset, DT9
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. Sherborne 8.3 miles; Yeovil 12.9 miles; Weymouth 21.4 miles. (Ref. 1200098)

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


for 7 nights From £1104

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The exterior of a multi-story house with two curved bay windows and a balcony above an entrance surrounded by bushes at Number 10 The Penthouse in Swanage
34
Swanage, Dorset, BH19
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

This fabulous duplex apartment is perched in Swanage, Dorset. Roof terrace. Close to amenities and a beach. In an AONB. Pretty views. Wareham 9.6 miles; Poole 19.5 miles. (Ref. 1125701)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £760

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A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

This cottage boast style, character, and a fabulously contemporary interior. Central location. Surrounded by history. WiFi. Rodwell 0.9 miles. (Ref. 1005313)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £684

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A house with stone and plaster exterior and a thatched roof surrounded by plants and trees at Bucket & Spade in Lyme Regis
33
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

A contemporary detached house resting in Lyme Regis, Dorset. Sea views. Family-friendly. Welcome hamper. Charmouth 3.2 miles; Beer 9.54 miles; West Bay 11.4 miles. (Ref. 1105796)

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


for 7 nights From £1011

Last booked 2 days ago
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A backyard view of a brick two-story house with patio furniture and a pond in front at Agua de Plata 16 Wakeling Island Silverlake in Dorchester
42
Dorchester, Dorset, DT2
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

16 Wakeling Island is a stylish, detached home resting in Crossways, Dorset. On-site facilities. Family-friendly. Lakeside views. Woodburning stove. Puddletown 5.3 miles; Dorchester 5.6 miles; Weymouth 10 miles. (Ref. 1138508)

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


for 7 nights From £810

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A living room with a fireplace and seating area at The Beach House in Bournemouth
Offer
51
Bournemouth, Dorset, BH4
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

The Beach House is a pleasant, three-storey house near the beach in Bournemouth, Dorset, featuring off-road parking, spacious garden, and open-plan living. Poole 5.1 miles; Christchurch 9.4 miles; Milford on Sea 19 miles. (Ref. 1190933)

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

  • 10% off - Wed 30th Sep to 23rd Oct 2026


for 7 nights From £1325

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A brick barn with black door and large windows and a bench outside at Meadow View Barn in Bere Regis
29
Bere Regis, Dorset, BH20
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Charming, modern barn located in the Dorset village of Bere Regis. WiFi. Close to shop and pub. Off-road parking. Courtyard garden. Wareham 6 miles. (Ref. 1000906)

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


for 7 nights From £507

Last booked yesterday
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A balcony view overlooking the ocean and harbor at 3 Harbour Heights Lyme Regis
29
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

3 Harbour Heights, a delightful second-floor apartment resting in the seaside town of Lyme Regis in Dorset. Near beach. Balcony. Sea views. Close to pub. Charmouth 3.4 miles; Axmouth 6.3 miles; Seaton 7.8 miles. (Ref. 1159292)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £617

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An outdoor patio with a dining table and chairs in front of a stone house at Polly's Folly in Swanage
39
Swanage, Dorset, BH19
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

  • Sykes rating

A well-positioned four-bedroom cottage resting centrally in Swanage, Dorset. Family-friendly. Close to beach and amenities. Woodburning stove. Stylish. Wareham 10.5 miles; Poole 20.4 miles. (Ref. 1090156)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights From £1243

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A wooden house with brick foundation surrounded by trees and plants at Willow Brook in Okeford Fitzpaine
12
Okeford Fitzpaine, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0★

    Perfect

  • Sykes rating

A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. Smart TV. Garden patio. WiFi. Sturminster Newton 3.6 miles. (Ref. 1137516)

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


for 7 nights From £697

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