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Dorset Holiday Cottages

Your Dorset search returned 1,056 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 balcony with two chairs a table with a bottle of champagne and glasses overlooking greenery and water at Waters Edge in Wyke Regis
35
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Modern family house located on the edge of Weymouth, with sea views. Short drive to town centre. Welcomes two dogs. Garden. Pub and shop 10 min. Beach 2 min. Bridport 19 miles. (Ref. 994759)

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


for 7 nights £674

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A brick terraced house with a white front door gravel front garden and small plants at Home Waters in Wyke Regis
23
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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


for 7 nights £608

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A small building with a red tiled roof white walls white double doors and climbing plants next to a gravel path and grass at Oke Apple Cottage in Okeford Fitzpaine
11
Okeford Fitzpaine, Dorset, DT11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Charming, detached single storey barn conversion. Lovely Dorset cottage in rural location. Open plan accommodation. Use of swimming pond. Sturminster Newton 4 miles. (Ref. 20119)

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


for 7 nights £358

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Exterior view of a brick cottage with green front door and multiple white windows at Millers Cottage in Puddletown
32
Puddletown, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Miller’s Cottage is a snug and romantic dwelling located in the village of Puddletown, nearby a river in Dorset, with a woodburning stove and welcoming one pet. Dorchester 5.5 miles. (Ref. 1160443)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £422

Last booked yesterday
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The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery
52
Dottery, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. Two bedrooms with en-suite facilities. Bridport 1.5 miles. (Ref. 16387)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £454

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A street view of a row of attached brick houses with dormer windows and a sidewalk at Marina Reach in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. Open plan living kitchen diner. (Ref. 1091449)

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


for 7 nights £537

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A kitchen area with a wooden countertop with fruit bowl wine bottle and glasses a small dining table with a bench seat by a window and a bar stool seating area at The Coach House - Trinity Lodge in Godmanstone near Cerne Abbas
25
Godmanstone near Cerne Abbas, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Trinity Lodge is a striking rural holiday home with great attention to detail, within the Dorset National Landscape, in Goodmanstone, near Cerne Abbas. Dorchester 5.3 miles; Weymouth 14 miles; Sherborne 14.3 miles; Yeovil 17.4 miles. (Ref. 1149594)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £431

Last booked 2 days ago
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A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle
38
Cove Castle, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Comfortable Spanish style holiday home in Weymouth. Off road parking for two cars. Patio garden with furniture. Sea views. Beach 5 min. Pub and shop 10 min. Dorchester 9 miles. (Ref. 994352)

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


for 7 nights £690

Last booked yesterday
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A brick house with white windows and door surrounded by green bushes and trees with a hill in the background at The Beach House in West Bay
32
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A splendid property, situated in West Bay, Dorset. Electric fire. Off-road parking. Enclosed garden. Bridport 1.4 miles; West Bexington 6 miles; Lyme Regis 7 miles. (Ref. 1099309)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £516

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A dining and living area with a round table set for four near large windows and a glass door overlooking an outdoor area with a lighthouse visible beyond at Coastguard View in Portland Bill
27
Portland Bill, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Coastguard View is a lovely holiday cottage resting near the coast in Portland Bill on the Isle of Portland, Dorset with a Smart TV and open-plan space. Easton 2.6 miles; Fortuneswell 3.6 miles; Weymouth 9.1 miles. (Ref. 1169819)

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


for 7 nights £600

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The exterior of a modern white apartment building with balconies and a pathway surrounded by grass and plants at 1 Blue Waters in Southbourne
29
Southbourne, Dorset, BH6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A lovely, single level lower-ground-floor apartment resting in Southbourne, Dorset. Near the beach and coast. Open-plan. Close to amenities. Bournemouth 4.3 miles; Poole 9.7 miles; Milford-on-Sea 11.2 miles. (Ref. 1095373)

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


for 7 nights £928

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A two-story house with stone and brick exterior a paved driveway and flowering bushes at The Brewery in Brewers Quay Harbour
24
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A beautifully presented property just moments from Weymouth harbour and Netwon's Cove in Dorset. Near amenities. WiFi. Off-road parking. En-suite. Isle of Portland 6.1 miles; Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1056258)

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


for 7 nights £666

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A coastal landscape with a building on grassy land overlooking the sea at Siesta Chalet in Eype Mouth Chalet Park
30
Eype Mouth Chalet Park, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A single-storey chalet in a wonderful location on the Eype Holiday Park, Dorset. Sea views. Off-road parking. Beach nearby. Bridport 1.9 miles; West Bay 2.8 miles. (Ref. 1134626)

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


for 7 nights £469

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A brick house with white framed windows a pale green door and parking signs outside at Anchor Cottage in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Anchor Cottage is a delightful, terraced home resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Family-friendly. Dorchester 7.6 miles; West Bay 17.8 miles. (Ref. 1150151)

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


for 7 nights £516

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An exterior view of a stone house with wooden windows and a gate by a roadside at The Old Barn in Harman's Cross near Swanage
29
Harman's Cross near Swanage, Dorset, BH19
  • Sleeps10
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Impressive barn conversion in rural Dorset location, close to beaches and Corfe Castle. Converted to an exceptionally high standard. Lovely doorstep walks. Swanage Steam Railway nearby. Swanage 2.5 miles. (Ref. 906024)

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


for 7 nights £709

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An outdoor area with brick walls and pathways at The Cottage in Wimborne Minster
44
Wimborne Minster, Dorset, BH21
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A delightful single-storey holiday home resting in Wimborne Minster, Dorset. Dog-friendly. Ground-floor living. Countryside. Near Cranborne Chase AONB. Poole 5.3 miles; Bournemouth 7.5 miles; Blandford Forum 12.3 miles. (Ref. 1111758)

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


for 7 nights £585

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Exterior of a single story stone and brick cottage with black windows and doors and two flower pots at Keepers Cottage in Winterborne Stickland
Offer
42
Winterborne Stickland, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Charming, characterful, single-storey barn conversion. Attractive lawned courtyard in Area of Outstanding Natural Beauty. Family accommodation with en-suite, woodburner, shared games room on site. Blandford Forum 4 miles. (Ref. 905895)

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

  • 10% off - Tue 5th May to 30th Jun 2026


for 7 nights £465

Last booked 3 hours ago
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The exterior of a yellow building with white window frames and a dark blue door in Lyme Regis
52
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A spacious, double-fronted, Grade II listed historic townhouse with garden in the heart of Lyme Regis, a minute's walk from the sea. Charmouth 3.4 miles; Bridport 10.2 miles. (Ref. 1142151)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £1887

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Stone cottages with gravel courtyard and greenery at Coombe Orchard in Swanage
17
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. Excellent location for local coastal walks. (Ref. 994113)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly


for 7 nights £439

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White two story house with gated front garden and wooden bench at Charmouth Lodge in Charmouth
50
Charmouth, Dorset, DT6
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close tot he beach and amenities. Lyme Regis 3.1 miles; Bridport 6.8 miles; Axminster 5.7 miles. (Ref. 1142797)

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


for 7 nights £949

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