Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 254 cottages

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An outdoor area with a wooden building and gravel pathway at Dirdale in Weymouth
45
Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Dirdale is a tasteful lodge resting in rural Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105458)

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

7 nights from £677

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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

    4.7★

    Outstanding

  • 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

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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★

    Good

  • 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 £749

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A row of colorful waterfront houses with docks in front at The Boat House in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps10
  • Bedrooms5
  • PetsYes

    3.9★

    Good

  • Sykes rating

A superb, Grade II listed house set on the harbour side in Weymouth. Sleeps 10. WiFi. Close to shop, café and pub. Dorchester 8.5 miles. (Ref. 1005020)

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

7 nights from £1420

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A row of brick houses with blue and turquoise front doors and white windows on a street at Chapelhay Cottage in Weymouth
40
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms3
  • PetsYes

    3.4★

  • Sykes rating

Chapelhay Cottage is a lovely, terraced cottage nestled into the seaside town of Weymouth, Dorset. Close shop and a pub. Close to a beach. Jurassic Coast. Portland 5.9 miles; Dorchester 8.4 miles; Lyme Regis 28.3 miles. (Ref. 1131030)

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

7 nights from £615

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A living room with a blue sofa orange cushions a floral armchair green curtains a black fireplace and a wooden TV cabinet at Georgian Hideaway in Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

  • Sykes rating

Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. Near beach. Near shop. Near pub. Enclosed garden. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1154207)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 5% off - Fri 21st Feb to 31st Dec 2025

7 nights from £533

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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
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 £1055

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Row of three connected houses with two having painted facades and one with pebble dash exterior
19
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.5★

    Good

  • Sykes rating

Ocean Swell is a lovely cottage for families or friends in Weymouth. Close to the town centre. WiFi. Shop and pub 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994710)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £628

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A corner with two purple chairs and a round glass table by windows with shutters overlooking the beach at High Tide in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.3★

    Good

  • Sykes rating

Beautiful, Georgian seafront house, nestled in the lively town of Weymouth. Sea views. En-suite bedrooms. WiFi. Beach less than 50 metres away. (Ref. 1006583)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £1479

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A row of cottages with wooden fences and outdoor furniture at Emminster in Nottington near Weymouth
33
Nottington near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Emminster is a lovely abode resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105445)

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

7 nights from £584

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A row of terraced houses with colorful doors and windows along a street with railings and street lamps at Belvedere Cottage in Weymouth
43
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    3.9★

    Good

  • Sykes rating

Belvedere Cottage is a delightful holiday home nestled in the town of Weymouth, Dorset. Enclosed garden. En-suite. Close to beach. Near amenities. Dorchester 8.2 miles; Bridport 20.3 miles. (Ref. 1147966)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £782

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A dining area with a table set with plates and a bowl and a kitchen with stools and a blue brick fireplace at Harbour Lights Apartment in Weymouth
20
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Harbour Lights Apartment, a nicely-decorated apartment in the seaside town of Weymouth, Dorset. Stunning harbour views. Couple's getaway. Dorchester 8.7 miles; Bridport 20.8 miles. (Ref. 1145701)

  • Wi-fi
  • Washing machine

7 nights from £438

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A street view of two attached brick houses with windows and a trimmed hedge at 18 Chamberlaine Road in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

18 Chamberlaine Road is a lovely and welcoming abode, near a beach, situated in the heart of Weymouth, Dorset, only a short walk to a local shop and pub. Dorchester 9.3 miles; Bridport 17.8 miles. (Ref. 1161457)

  • Wi-fi
  • Washing machine

7 nights from £476

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Exterior view of a multi-story building with beige brick walls and blue glass balconies at Nautica in Weymouth
15
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.9★

    Good

  • Sykes rating

A contemporary second-floor apartment set within the town of Weymouth, Dorset. Close to the close. Balcony with views. Dorchester 8.4 miles; Bridport 19.2 miles; Bournemouth 37.1 miles. (Ref. 1052595)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £522

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