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Dorset Holiday Cottages

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Your Dorset search returned 1,030 cottages

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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
  • PetsNo

    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

  • $442 off - Mon 22nd Dec to 29th Dec 2025

  • $442 off - Mon 29th Dec 2025 to 5th Jan 2026


for 7 nights $872

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A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

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


for 7 nights $1574

Last booked yesterday
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A patio with outdoor dining furniture and hot tub next to a lawn and wooden house at The Gully in Sherborne
45
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A superb four-bedroom barn conversion resting in Hummer, Dorset. Pet-friendly. Hot tub. Off-road parking. Woodburning stove. Sherborne 4.6 miles; Shaftesbury 20.3 miles; West Bay 23.9 miles. (Ref. 1086608)

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


for 7 nights $1782

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A gravel driveway in front of a building with large windows and a slate roof at The Courtyard - Hilltop Barn in Winterborne Zelston near Wareham
41
Winterborne Zelston near Wareham, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. Underfloor heating. Countryside views. Character. Wareham 8.3 miles; Wimborne Minster 8.7 miles; Poole 11.3 miles. (Ref. 1058078)

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


for 7 nights $1024

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Boats docked in a harbor in front of buildings including Old Coastguard Apartment 2 in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

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

  • 16% off - Thu 30th Oct 2025 to 5th Jan 2026


for 7 nights $1366

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A modern two story house with parking spaces and cars in front at Mary Bowes Terrace in Southbourne
30
Southbourne, Dorset, BH6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A delightful, ground-floor apartment set in the seaside town of Southbourne. Beach 100 yards. TV. Open-plan living. Designated parking space. Christchurch 2.3 miles; Poole 9 miles. (Ref. 1125968)

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


for 7 nights $606

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An outdoor area with gravel path flowers and trees next to a modern house with balcony and glass railing at Blue Neptune in Lyme Regis
24
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A contemporary, detached home set in the delightful seaside town of Lyme Regis, Dorset. Open-plan living. Extensive garden. Pet free. Bridport 10.2 miles; Sidmouth 15.2 miles. (Ref. 1122405)

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


for 7 nights $1105

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A brick house with a balcony and garden with bushes and small trees at Henbury Hide in Corfe Mullen
34
Corfe Mullen, Dorset, BH21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A well-furnished, upside-down cottage in Corfe Mullen, Dorset. Upside-down living. Balcony and decking upstairs. Heart of Corfe Mullen. Ref 962749. (Ref. 962749)

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


for 7 nights $603

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A white house with a glass porch and wooden railings on a paved patio at Village View in Burton Bradstock
17
Burton Bradstock, Dorset, DT6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A brightly decorated property resting within the village of Burton Bradstock. Pet-friendly. WiFi. Pub and shop within 0.2 miles. Weymouth 15.7 miles. (Ref. 1008498)

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


for 7 nights $692

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An exterior view of a stone building with a wooden door and windows surrounded by gravel at The Barn in Chedington near Crewkerne
36
Chedington near Crewkerne, Dorset, DT8
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Charming single-storey, detached barn conversion. Working farm in Area of Outstanding Natural Beauty. Lovely walking country. Woodburning stove. Pub close by. Crewkerne 4 miles. (Ref. 915096)

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


for 7 nights $488

Last booked yesterday
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An outdoor patio with a hot tub sofa and a small fireplace outside a cottage at Pheasant Lodge in Wimborne Minster
41
Wimborne Minster, Dorset, BH21
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A lovely, detached holiday home based on the outskirts of Wimborne Minster, East Dorset. Hot tub. Open-plan living. Fire pit. Wimborne Minster 1.1 miles; Sandbanks 7.4 miles. (Ref. 974603)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher


for 7 nights $1002

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A brick exterior of a cottage with white doors and windows at Rupert Cottage Brewers Quay harbour
27
Brewers Quay harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Sleeping 4 cosy cottage in Weymouth. Close to harbour and all amenities. Gated development. (Ref. 994605)

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


for 7 nights $801

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A garden with various bushes and trees and a wooden fence with hills and cloudy sky in the background at The Cabin in Swanage
33
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsNo

    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 $585

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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
  • PetsNo

    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 $851

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A view of rooftops with chimneys and a cliff by the sea at Seaview in Swanage
58
Swanage, Dorset, BH19
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. Sea views. Family-friendly. Amenities within walking distance. Wareham 11.1 miles; Dorchester 25.9 miles. (Ref. 1012027)

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


for 7 nights $962

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A brick single-story house with a tiled roof a white gate a wooden bench and a flower pot on the patio at Sengador in Highcliffe
36
Highcliffe, Dorset, BH23
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Freshly decorated bungalow in the Dorset town of Highcliffe. En-suite. Dog-friendly. Beach 3 minute walk. (Ref. 973182)

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


for 7 nights $750

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A stone and brick cottage with a slab stone patio and outdoor seating at Willow in Notton near Maiden Newton
38
Notton near Maiden Newton, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A delightful, semi-detached barn conversion resting in Notton, close to Maiden Newton in Dorset. Disabled friendly. Pet friendly. Jurassic coast nearby. Dorchester 7.1 miles; West Bay 15 miles. (Ref. 1096952)

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


for 7 nights $1000

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A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth
26
Nottington near Weymouth, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A quaint stone-built cottage resting on the outskirts of Weymouth. Open-plan living. Off-road parking. WiFi. Dorchester 6.4 miles; Fortuneswell 8.2 miles. (Ref. 1061544)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Washing machine


for 7 nights $752

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An outdoor patio area with a wooden table and six wooden chairs in front of a modern concrete structure with large sliding glass doors at Standby Generator Bunker Ringstead near Weymouth
68
Ringstead near Weymouth, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

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


for 7 nights $1449

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2 The Cedars - 1170840 - photo 1
31
Lyme Regis, Dorset, DT7
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Flat 2 The Cedars is an exquisitely renovated split level apartment located in Sherborne Lane, Lyme Regis. Near to beach and welcoming pets. Charmouth 3 miles; Axminster 5.4 miles; Bridport 9.7 miles; Sidmouth 15.7 miles. (Ref. 1170840)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 7 nights $811

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