Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 257 cottages

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An outdoor patio with a round wooden table and six chairs next to a garden and stone wall overlooking the sea at Beach View Apartment 2 in Greenhill
35
Greenhill, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Sykes Rating

Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away. (Ref. 993988)

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

7 nights from £1043

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A white semi detached house with blue doors and a blue fence under a clear sky at Ashwood Brewers Quay Harbour
22
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    Sykes Rating

Modern 3 Storey house. Close to the Harbour, Newton’s Cove and Brewers Quay. WIFI. Parking for one car. 5 minutes to local shop. 15 minute walk to town centre. (Ref. 993939)

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

7 nights from £765

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A living room with a beige sectional sofa and colorful cushions a wicker coffee table a small round white table with baked goods a lamp a chair with a pillow a dining area with wooden chairs and a table at Winkle Cottage in Weymouth
Offer
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. Dorchester 8.5 miles; Bridport 19.3 miles. (Ref. 1140944)

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

  • 10% off - Tue 1st Jul to 11th Oct 2025

7 nights from £615

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Front view of a brick terraced house with bay windows and a black front door at Pedaller's Cottage in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Sykes Rating

Located in a quiet residential street in Weymouth, Pedaller’s cottage is a delightful home for families. Short walk to town. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8.6 miles. (Ref. 994539)

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

7 nights from £791

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A street view of brick terraced houses with windows and front doors under a blue sky at Victoria House in Weymouth
37
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

Victoria House is a pleasant holiday home resting in the coastal town of Weymouth in Dorset. Public car parking. Over three floors. Near amenities. Dorchester 8 miles; Bridport 20.2 miles. (Ref. 1148491)

  • Wi-fi

7 nights from £459

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A house with plants in the front at Farthings in Weymouth
New property
23
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    Sykes Rating

Farthings is a homely, semi-detached holiday cottage located along the coast in Weymouth, Dorset, with off-road parking and a short walk to a beach. Dorchester 7.6 miles; Bridport 19.7 miles. (Ref. 1174458)

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

7 nights from £667

Last booked 8 hours ago
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A street with parked cars stone wall and houses overlooking the sea at Bowleaze View in Weymouth
Offer
30
Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Sykes Rating

Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

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

  • 10% off - Sat 12th Jul to 26th Jul 2025

7 nights from £842

Last booked 2 hours ago
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Exterior view of a stone house with white framed windows a white garage door and a small porch at Fisherbridge Cottage Weymouth
39
Weymouth, Dorset, DT3
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.8

    Sykes Rating

This pretty, detached cottage lies in Preston, Dorset. Smart TV. En-suite master bedroom. Close to amenities. Woodburning stove. Weymouth 3.6 mile. (Ref. 1119018)

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

7 nights from £706

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A harbor with sailboats docked near a quay and buildings along the waterfront at Mutiny House in Brewers Quay Harbour
Offer
24
Brewers Quay Harbour, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.3

    Sykes Rating

Mutiny House is situated in a harbourside location in Weymouth. Perfect for a family or group of friends. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994414)

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

  • £262 off - Sat 12th Jul to 19th Jul 2025

  • £304 off - Sat 19th Jul to 26th Jul 2025

  • £422 off - Sat 9th Aug to 16th Aug 2025

7 nights from £940

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A living room with sofas a patterned rug a TV and a fireplace at Brewers House in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

A tasteful, three-storey Victorian terrace cottage in the popular Dorset resort of Weymouth. Central location. WiFi. Near Dorset AONB. (Ref. 1002126)

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

7 nights from £825

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A street view showing the old boathouse and new boathouse buildings with the inner harbour and boats in the background at New Boathouse in Weymouth
Offer
18
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

    Sykes Rating

Enjoyable holiday home close to the Old Harbour in Weymouth for large groups. Beach 10 min. WiFi. Roadside parking. Shop and pub 5 min. Poole 32.5 miles. (Ref. 994432)

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

  • 5% off - Sat 6th Sep to 30th Sep 2025

7 nights from £842

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A row of attached houses with brick and beige facades on a street with sidewalks at Globe Cottage in Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.4

    Sykes Rating

Three bedroom terraced property in central Weymouth. Open plan living area. (Ref. 1095056)

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

7 nights from £763

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A brick townhouse with two bay windows a gray door and a black door at 15 Hardwick Street Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.6

    Sykes Rating

A end-terrace house resting in Weymouth, Dorset. Close to beach. Enclosed garden. TVs in all bedrooms. Dorchester 7.4 miles; Bridport 19 miles. (Ref. 1049744)

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

7 nights from £912

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Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
51
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.8

    Sykes Rating

A stunning, detached home resting in Weymouth, Dorset. Enclosed garden. Near beach. Pet-friendly. Dorchester 7 miles; Bridport 19.7 miles; Poole 30.9 miles. (Ref. 1022573)

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

7 nights from £1016

Last booked yesterday
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A living room with sofas a coffee table a fireplace a television and wall art at Victorian Town House in Weymouth
36
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms5
  • PetsYes

    4.6

    Sykes Rating

Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Large property. Dorchester 7.5 miles; West Bay 17.5 miles. (Ref. 1035186)

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

7 nights from £638

Last booked 2 days ago
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A row of colorful waterfront houses with windows and doors along a stone wall with wooden docks in front at Stanley House in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3

    Sykes Rating

Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. Sea views. Near amenities and beach. Near AONB. Stylish. Dorchester 8.4 miles; Bridport 19.9 miles. (Ref. 1138865)

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

7 nights from £1353

Last booked 2 days ago
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The entrance to a brick house with a black door a welcome mat a potted plant and a white bay window
New property
42
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms5
  • PetsYes

    Sykes Rating

Weymouth Seaside House is a wonderful property in the town of Weymouth, Dorset, that welcomes pets and is close to the beach as well as several amenities. Dorchester 7.6 miles; Bridport 20.4 miles. (Ref. 1172322)

  • Wi-fi

7 nights from £1167

Last booked 4 hours ago
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A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
50
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.8

    Sykes Rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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

7 nights from £1010

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A brick exterior with white doors windows hanging plants and a sculpture at Barley Mews Brewers Quay Harbour
50
Brewers Quay Harbour, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.3

    Sykes Rating

A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. Sleeps 9, WIFI, stylish curved kitchen. Games Room (Ref. 993976)

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

7 nights from £1176

Last booked 5 hours ago
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A pedestrian street with terraced houses featuring bay windows and doors with plants in pots along the pavement at Picardy Cottage in Weymouth
43
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.3

    Sykes Rating

A contemporary three-storey holiday home settled in the heart of Weymouth, Dorset. Enclosed courtyard. Close to the beach. Pet-free. Dorchester 7.9 miles; Bridport 20.1 miles. (Ref. 1088903)

  • Wi-fi
  • Dishwasher

7 nights from £795

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