Weymouth Holiday Cottages

Your Weymouth, Dorset search returned 267 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
An outdoor view of a house with a table and chairs at Driftwood in Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    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)

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


for 7 nights £536

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A large brick house with white framed windows and a red roof surrounded by trees and bushes at Bayview Loft in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A period conversion apartment Bayview Loft is located in an upmarket development in a highly desirable area of Weymouth in Dorset. Renovated early 2023. WiFi. (Ref. 1085793)

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


for 7 nights £504

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An exterior view of a house with pink and white windows at Seahorse Cottage in Weymouth
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Seahorse Cottage, a delightful stone terraced cottage near Old Harbour in Weymouth, Dorset, boasts a garden, a nearby beach and amenities, and allows pets. Dorchester 7 miles. (Ref. 1191297)

  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £516

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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

    4.4★

    Good

  • 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


for 7 nights £1209

Last booked 2 days ago
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A living room with teal sofas a wooden coffee table a television on a corner stand and a dining area with wooden chairs at Louisa Cottage Brewers Quay Harbour
23
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

Beautiful and spacious cottage over three floors in Weymouth. Next to the Old Harbour and close to town centre. Beach 1 mile. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994354)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £602

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A row of terraced houses on a street with paved sidewalk and cobblestone road at Lobster Cottage Brewers Quay Harbour
30
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4★

    Good

  • Sykes rating

Lovely and comfortable cottage next to the harbour in Weymouth. Wifi. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994351)

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


for 7 nights £593

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An outdoor area with a table, bottle and glasses at Sea Spray in Bowleaze
22
Bowleaze, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

Sea Spray is a pleasant, open-plan holiday home perched on the edge of Bowleaze, Dorset, enjoying sea views and a short walk to a beach and a pub. Weymouth 2.1 miles; Dorchester 6.8 miles; Yeovil 27.5 miles. (Ref. 1174075)

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


for 7 nights £536

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A driveway leading to a single-story brick house with a red door and a small front lawn at Sunny Haven in Preston
26
Preston, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A lovely two-bedroom bungalow resting in Preston, Dorset. Dog-friendly. Off-road parking. Private garden. Close to amenities. Weymouth 3.4 mile. (Ref. 1106680)

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


for 7 nights £606

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A row of terraced houses with different colored facades along a street at Old Harbour Townhouse in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. Near coast. Woodburning stove. Open-plan. Near pub. Dorchester 8.7 miles; Bridport 19.4 miles. (Ref. 1159836)

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


for 7 nights £702

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A garden with a table and chairs on a deck at Little Gem in Weymouth
New property
39
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Little Gem, a romantic ground-floor apartment resting in Weymouth, Dorset, boasts stunning coastal views and proximity to the beach and local amenities. Dorchester 9.2 miles; Bridport 20.7 miles. (Ref. 1203646)

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


for 7 nights £734

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An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

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


for 7 nights £511

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An exterior view of a house with steps and a blue door at Corner Cottage in Preston
Offer
31
Weymouth, Dorset, DT3
  • Sleeps5
  • Bedrooms3
  • PetsNo

  • Sykes rating

Ash Corner Cottage is a welcoming three bedroom coastal retreat in Preston near Weymouth Dorset, with sea views from the bedrooms, an enclosed multi-level garden and is a 20 minute walk or short drive to the beach. Weymouth 3.8 miles. (Ref. 1176572)

  • Wi-fi
  • Off-road parking
  • Dishwasher

  • 5% off - Wed 25th Mar to 18th Jul 2026


for 7 nights £749

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A sitting room with sofas chairs and a round coffee table at Marina Vista in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.8★

    Good

  • Sykes rating

Centrally located first floor apartment with views over the marina in Weymouth, close to shops and beach. Wifi, Off road private parking. (Ref. 994383)

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


for 7 nights £660

Last booked 2 days ago
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A house with a garden and stone wall at 12 West Street Weymouth
New property
37
Chickerell, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

September Cottage is a charming cottage in Chickerell, Dorset, featuring a conservatory, gas fire, and a multi-tiered garden with patio near the beach. Weymouth 3.9 miles; Abbotsbury 6 miles; Portland 7.1 miles; Dorchester 8.3 miles. (Ref. 1202453)

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


for 7 nights £555

Last booked 2 days ago
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A window seat with two mugs and a muffin on a tray overlooking a carousel and seaside at Shore View in Weymouth
55
Weymouth, Dorset, DT4
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles. (Ref. 1118900)

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


for 7 nights £1337

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A street view showing the entrance door of Little Gull Cottage with steps and potted plants in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. Patio with furniture. Close to amenities. Smart TV. Dorchester 8.2 miles; Bridport 18.7 miles. (Ref. 1144645)

  • Wi-fi
  • Baby-friendly


for 7 nights £567

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A brick house with a brown door and windows a driveway wooden benches and a garage at Chickerell House Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. Ground-floor living. Near to shop and pub. En-suite. Dorchester 8.5 miles; Bridport 17.5 miles. (Ref. 1152691)

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


for 7 nights £633

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Exterior view of a white house with flower pots near the door and a tree in the foreground at The Little Cottage in Weymouth
27
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A quaint, white-washed cottage resting in Weymouth, Dorset. Off-road parking. Smart TV. Open-plan living. Xbox. Close to beach. Dorchester 5.2 miles; Bridport 17 miles; Lyme Regis 26.3 miles. (Ref. 1113457)

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


for 7 nights £570

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A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
26
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An attractive, Edwardian terraced house situated in Weymouth, Dorset. Woodburner. WiFi. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1001484)

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


for 7 nights £593

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A house with a gate and driveway at Tudor Rose in Weymouth
New property
39
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Tudor Rose is a welcoming, pet-friendly house near the beach in Weymouth, Dorset, with driveway parking, a conservatory, and ground-floor living. Dorchester 6.9 miles; Bridport 20.5 miles. (Ref. 1194203)

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


for 7 nights £654

Last booked 6 hours ago
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