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 stone house with a tiled roof and a paved driveway at Sunningdale Rise in Preston
Offer
1 of 43
5
Preston, Dorset, DT3
  • Sleeps8
  • Bedrooms4
  • Pet FriendlyNo

    4.9★

    Outstanding

  • Sykes rating

Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. Weymouth 2.5 miles. (Ref. 1149947)

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

  • 10% off - Fri 17th Jul to 2nd Oct 2026


for 7 nights From £1362

Last booked yesterday
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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

    4.4★

    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 £832

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A garden with red roses and a metal chair beside a brick house at The Corner House in Weymouth
1 of 39
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7★

    Outstanding

  • Sykes rating

The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. Close to amenities. Near beach. Enclosed courtyard. Dorchester 7.1 miles; Bridport 19.1 miles. (Ref. 1129331)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £581

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A small dining area with a round glass table set for two and wicker chairs by two windows with ocean views at 6 The Beaches in Weymouth
1 of 16
5
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.5★

    Outstanding

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

A modern studio apartment on the seafront on Weymouth, Dorset. Open-plan living. Sea views. Perfect for couples. (Ref. 1003545)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £448

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Boats docked in a harbor in front of buildings including Old Coastguard Apartment 2 in Weymouth
1 of 30
5
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

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


for 7 nights From £2008

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The front exterior of a brick house with a black door and white framed windows surrounded by green bushes at Admirals Quarter Apartment 4 in Weymouth
1 of 30
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes rating

Modern ground floor Apartment. Lovely walks through the Nothe Gardens. Short walk to town centre and the beach. Wi-Fi. Gated Parking. (Ref. 993910)

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


for 7 nights From £482

Last booked 2 days ago
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An exterior view of a house with steps and a blue door at Corner Cottage in Preston
1 of 31
5
Weymouth, Dorset, DT3
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

  • 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


for 7 nights From £749

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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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A row of terraced houses with different colored facades along a street at Old Harbour Townhouse in Weymouth
1 of 31
5
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.5★

    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)

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


for 7 nights From £702

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A living room with a dining table and kitchen appliances at Rodwell Holt in Weymouth
1 of 29
5
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Rodwell Holt, a pleasing first-floor apartment in Weymouth, Dorset, features a balcony and offers easy access to the harbour, beach, and local amenities. Dorchester 8.1 miles; Bridport 21.5 miles. (Ref. 1191754)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights From £519

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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
1 of 23
5
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    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)

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


for 7 nights From £515

Last booked yesterday
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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
1 of 26
5
Preston, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From £606

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A house with a garden and stone wall at 12 West Street Weymouth
Offer New property
1 of 37
5
Chickerell, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • 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

  • 20% off - Fri 24th Jul to 31st Jul 2026

  • 10% off - Fri 31st Jul to 7th Aug 2026


for 7 nights From £555

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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
1 of 55
5
Weymouth, Dorset, DT4
  • Sleeps10
  • Bedrooms5
  • Pet FriendlyYes

    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)

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


for 7 nights From £1171

Last booked 2 days ago
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A two-story brick house with a white enclosed porch shrubs in front and a driveway leading to a detached garage at Casa Carmen in Weymouth
1 of 18
5
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    4.2★

    Good

  • Sykes rating

Modern, detached cottage resting on the edges of Weymouth in Dorset. Off-road parking. Garden. WiFi. Close to harbour, shops, restaurants and pubs. (Ref. 1001584)

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


for 7 nights From £664

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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 £965

Last booked 3 days ago
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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
1 of 27
5
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 From £570

Last booked 2 days ago
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A two story detached house with bay windows and a central front door with plants on each side at Family House in Weymouth
1 of 46
5
Weymouth, Dorset, DT3
  • Sleeps12
  • Bedrooms6
  • Pet FriendlyNo

    4.5★

    Outstanding

  • Sykes rating

A spacious, detached, three-storey house nestled in Weymouth, Dorset. Close to amenities. Close to beach. Pet-free. Enclosed garden. Dorchester 6.5 miles; Bridport 18 miles. (Ref. 1080182)

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


for 7 nights From £1302

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An entrance area with a door and window at Durbyfield in Nottington near Weymouth
1 of 58
5
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.8★

    Outstanding

  • Sykes rating

Durbyfield is a tasteful property 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. 1105446)

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


for 7 nights From £695

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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 £536

Last booked 2 days ago
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