Weymouth Holiday Cottages

Your Weymouth, Dorset search returned 269 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 red brick residential building with multiple windows and a paved driveway near a tree at Flat 6 Thornlow Heights in Weymouth
1 of 31
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

A well-appointed, first-floor apartment resting in Weymouth, Dorset. Sea glimpses. Close to amenities, attractions and beach. Stylish. Off-road parking. Open-plan living. Near AONB. Dorchester 8.6 miles; Bridport 18.6 miles. (Ref. 1123245)

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


for 7 nights From £486

Last booked yesterday
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Front view of a brick house with decorated windows and a black door with red steps and a driveway at Gone Fishing in Brewers Quay Harbour
1 of 32
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio. (Ref. 994226)

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


for 7 nights From £933

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A living room with sofas a patterned rug a TV and a fireplace at Brewers House in Weymouth
1 of 38
5
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • Pet FriendlyNo

    4.2★

    Good

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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


for 7 nights From £848

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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
1 of 40
5
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.0★

    Good

  • 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)

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


for 7 nights From £610

Last booked yesterday
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An outdoor view of a house with a table and chairs at Driftwood in Weymouth
1 of 27
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.4★

    Good

  • Sykes rating

Driftwood is a delightful, terraced holiday home situated in the popular coastal town of Weymouth in Dorset, set just a short walk from the beach. Dorchester 8.1 miles; Bridport 20.2 miles. (Ref. 1173824)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights From £511

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A view of the beach and sea with boats anchored offshore and greenery in the foreground at Castle Cove Cottage in Weymouth
1 of 41
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.0★

    Good

  • Sykes rating

A coastal cottage resting in Weymouth, Dorset. Close to the beach. Sea views. Balcony. Isle of Portland 5.4 miles; Dorchester 8.7 miles; Bridport 19 miles. (Ref. 1092544)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From £761

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A brick house with white framed windows a white garage door and a paved driveway at Portside Greenhill Weymouth
1 of 24
5
Greenhill Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.4★

    Good

  • Sykes rating

This plush, two-storey property is located in the Greenhill suburb of Weymouth, Dorset. Bedroom with en-suite. Off-road parking. Pet-friendly. Close to amenities. Close to beach. Dorchester 7 miles; Abbotsbury 9 miles; Bridport 19.9 miles. (Ref. 1093991)

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


for 7 nights From £559

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A blue painted two storey building with bay windows and white doors with black railings in front at Harbour Watch Apartment 1 Brewers Quay Harbour
1 of 22
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.2★

    Good

  • Sykes rating

A lovely apartment perfect for couples in Weymouth. Close to the town centre. Off-road parking for one car. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994289)

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


for 7 nights From £590

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An outdoor area with a building featuring windows and doors at Lulstead Nottington near Weymouth
1 of 39
5
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Lulstead is a lovely cottage resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105451)

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


for 7 nights From £672

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Terraced houses with bay windows and colored doors on a street at 26 High West in Weymouth
1 of 27
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.1★

    Good

  • Sykes rating

26 High West is a beautifully-presented townhouse located near the harbour in the lovely town of Weymouth, Dorset. Pet-friendly. Near beach. Electric fire. Dorchester 8.2 miles; Bridport 18.9 miles. (Ref. 1135362)

  • Pets go free
  • Wi-fi
  • Dishwasher


for 7 nights From £466

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A living room with two sofas a coffee table a TV and paintings on the wall at Harbour Watch 2 in Weymouth
1 of 18
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.3★

    Good

  • Sykes rating

Located on the harbourside, is this two-bedroom contemporary apartment in Weymouth, Dorset. WiFi. Fortuneswell 4.7 miles; Dorchester 9.3 miles. (Ref. 1017563)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From £831

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A white brick exterior of two adjacent houses with black and green doors and windows at Wey Cottage in Weymouth
1 of 17
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.3★

    Good

  • Sykes rating

Traditional terraced cottage, 3 minutes' walk to the harbour, shop and café. WiFi. Pet-friendly. Enclosed courtyard garden. Dorchester 7 miles. (Ref. 998260)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £511

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A brick house with a red door and white framed windows behind a stone wall at Weybury Cottage in Brewers Quay Harbour
1 of 18
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.2★

    Good

  • Sykes rating

A period three-storey terraced property resting in Weymouth, Dorset. In walking distance of amenities and beach. Pet-friendly. Isle of Portland 6.1 miles; Dorchester 8.7 miles. (Ref. 1055214)

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


for 7 nights From £650

Last booked 2 days ago
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A street with parked cars stone wall and houses overlooking the sea at Bowleaze View in Weymouth
1 of 30
5
Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.3★

    Good

  • 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


for 7 nights From £837

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A blue building with bay windows and two white doors behind a black metal fence at Brewers Quay Harbour
1 of 23
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

All second floor. Two bedrooms: 1 x double bed with en-suite shower, basin and WC, 1 x twin single. Bathroom with bath, basin and WC. Open plan living area with kitchen, dining area and sitting area. (Ref. 994293)

  • Wi-fi


for 7 nights From £638

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An exterior view of Shepherd Oak near Weymouth with plants and a wooden wall
1 of 51
5
Upwey near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.3★

    Good

  • Sykes rating

Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. Very high standard of accommodation with en-suite facilities and vaulted ceiling. Dog-friendly, plenty to see and do in the area. Weymouth 3.5 miles. (Ref. 932158)

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


for 7 nights From £604

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An outdoor view of a brick building with windows and a door at Mutiny House, Brewers Quay Harbour
1 of 31
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • Pet FriendlyNo

    4.2★

    Good

  • Sykes rating

Mutiny House is situated in a harbourside location in Weymouth. Perfect for a family or group of friends. WiFi. Pub and shop 1 min. Beach 0.5 mile. Dorchester 8.5 miles. (Ref. 994414)

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


for 7 nights From £696

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A row of three-story houses with balconies and garage doors at Sea King House in Cove Castle
1 of 34
5
Cove Castle, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.1★

    Good

  • Sykes rating

Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people. Welcomes two dogs. Pub and shop 7 min. Beach 1.5 miles. Dorchester 8.7 miles. (Ref. 994638)

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


for 7 nights From £762

Last booked 2 days ago
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A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth
1 of 32
5
Upwey near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. Attractive, well-appointed and modern holiday cottage. Many attractions and activities within reach. Weymouth 3.5 miles. (Ref. 932159)

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


for 7 nights From £593

Last booked 2 days ago
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A brick residential building with white doors and windows next to a small lawn and paved driveway at Lodmoor House in Weymouth
1 of 25
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A lovely two-bedroom house resting in Weymouth, Dorset. Family-friendly. Enclosed garden. Near a beach. Pet-friendly. Dorchester 6.7 miles; Bridport 19.6 miles. (Ref. 1120462)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From £471

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