Weymouth Holiday Cottages

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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 garden with a wooden bench surrounded by plants and a brick house in the background at ODYSEA in Weymouth
Offer
1 of 48
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

With off road parking for 2 cars and just a short 3-minute walk to the old harbour, town centre and beach beyond, this fully modernised 1900 cottage with 3 bedrooms, more importantly 3 bathrooms with 2 receptions and a sunny south facing garden is a steal (Ref. 1099795)

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

  • £370 off - Sat 29th Aug to 5th Sep 2026


for 7 nights From £827

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The front exterior of a brick house with several windows a wooden door and a white garage door at Mariners Rest in Weymouth
1 of 15
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

Set in a lovely and quiet residential area of Weymouth, the house is a comfortable getaway for a family. One dog welcome. Wifi. Shop and pub 5 min. Beach 10 min. Dorchester 7 miles. (Ref. 994377)

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


for 7 nights From £608

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A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle
Offer
1 of 38
5
Cove Castle, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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

  • 10% off - Fri 14th Aug to 21st Aug 2026


for 7 nights From £701

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A stone and blue wooden building with external staircases and balconies under a clear sky at Santiago House in Weymouth
1 of 45
5
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

This charming, four-bedroom holiday home rests in Weymouth, Dorset. Over three floors. Open plan. Off-road parking. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1043677)

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


for 7 nights From £1032

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An outdoor balcony with a table set with plates cups a teapot and pastries with buildings in the background at Spindrift Brewers Quay Harbour
1 of 38
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms4
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. Original features. Close to amenities, attractions and the harbour. Balcony. Dorchester 8.5 miles; West Lulworth 15.3 miles. (Ref. 1137640)

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


for 7 nights From £661

Last booked yesterday
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A brick and white building facade with multiple windows on Trinity Road
1 of 34
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

A Grade II listed, spacious maisonette apartment over the first and second floor in the Dorset town of Weymouth. WiFi. One dog welcome. Pub and shop within 0.1 miles. (Ref. 1011525)

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


for 7 nights From £823

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The front view of a two-story brick house with a green door and multiple windows and a paved driveway at Bridge Apartment in Weymouth
1 of 20
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Ground Floor modern accommodation. Near to Weymouth Town centre and nature reserve. Perfect for families or couples. Allocated parking. Modern property. WIFI. (Ref. 994034)

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


for 7 nights From £457

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A backyard with a glass conservatory attached to a stone and tile roof building and wooden outdoor furniture on a patio at Fossil Barn in Weymouth
1 of 18
5
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

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


for 7 nights From £706

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A brick two-story house with balconies and a hedge in front at Harbour Reach 6 in Weymouth
1 of 24
5
Weymouth, Dorset, DT4
  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A wonderful apartment that sleeps up to three people resting in Weymouth, Dorset. Open-plan. Near a beach. Close to amenities. Dorchester 7.8 miles; Bridport 18.5 miles. (Ref. 1057385)

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


for 7 nights From £412

Last booked yesterday
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A row of modern brick and beige townhouses with balconies and large windows behind a green hedge at Kiama in Weymouth
1 of 30
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

A well-positioned, three-storey property resting in Weymouth, Dorset. Sea views. Close to amenities and the beach. Enclosed garden. Elevated position. Dorchester 8.9 miles; Bridport 20.6 miles. (Ref. 1118939)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £647

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An exterior view of Wren Cottage in Weymouth
1 of 16
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9★

    Outstanding

  • Sykes rating

An inviting, mid-terrace house perched on the coast in Weymouth, Dorset. Sea views. Off-road parking. Near the beach. Dorchester 10.2 miles; Bridport 18.8 miles. (Ref. 1082718)

  • Pets go free
  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights From £404

Last booked yesterday
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A blue two-story building with bay windows and white doors on a brick street at Tradewinds Brewers Quay Harbour
1 of 17
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. Walking distance to town centre. Pub, shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994737)

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


for 7 nights From £733

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A brick house with blue door windows and a blue fence at Poppies Brewers Quay Harbour
1 of 24
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

Situated in a gated complex near Weymouth harbour. WiFi. Parking. Close to bars and restaurants. (Ref. 994560)

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


for 7 nights From £670

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Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth
1 of 17
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four in Maltings area of Weymouth, pet friendly. Off road parking. WiFi. Garden. Close to harbour. (Ref. 994596)

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


for 7 nights From £459

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An outdoor patio with a table and chairs overlooking a garden and sea at Blue Yonder in Weymouth
1 of 37
5
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. Sea views. Ground-floor living. Near beach. Close to pub. Dorchester 7.5 miles; Bridport 20.9 miles. (Ref. 1144628)

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


for 7 nights From £616

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Front view of a brick house with white framed windows a white door two black chairs and a palm tree at Reaver Brewers Quay harbour
1 of 27
5
Brewers Quay harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Sleeping four near harbourside in Weymouth. Welcome two dogs. Pubs, restaurants and harbour 5 mins walk. (Ref. 994584)

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


for 7 nights From £695

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The exterior of a brick house with white doors and windows outdoor chairs and plants at Footprint Brewers Quay Harbour
1 of 22
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    Outstanding

  • Sykes rating

Footprint a converted stable located in a gated development in Weymouth close to harbour and beach. En-suite master bedroom. Beach 1 mile. Dorchester 9 miles. (Ref. 994201)

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


for 7 nights From £703

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A brick front house with a white door black door windows a bench and a paved driveway at Jay Cottage in Weymouth
1 of 37
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7★

    Outstanding

  • Sykes rating

A lovely terraced house resting in a quiet residential area of Weymouth, Dorset. Enclosed garden. Pet-friendly. Near to beach. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1053611)

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


for 7 nights From £402

Last booked yesterday
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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
1 of 22
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.4★

    Good

  • 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


for 7 nights From £786

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A house with a driveway and garden at Tudor Rose in Weymouth
1 of 44
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

  • 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)

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


for 7 nights From £654

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