Weymouth Holiday Cottages

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Your Weymouth, Dorset search returned 263 cottages

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

    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)

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


for 7 nights £824

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A street view of terraced houses with one painted blue and windows and doors visible at Mackerel Cottage in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

Mackerel Cottage is a beautifully-designed, terrace cottage resting in the heart of Weymouth, Dorset. Woodburning stove. Pet-friendly. Near shop and pub. Dorchester 8.4 miles; Bridport 18.9 miles. (Ref. 1141828)

  • Wi-fi
  • Dishwasher


for 7 nights £512

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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
23
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    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 £610

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A building with apartments and boats at Harbourside Apartment Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Harbourside Apartment is a waterfront retreat in Weymouth, Dorset, offering views of the town bridge and harbour with convenient access to amenities. Dorchester 8.4 miles; Bridport 20.4 miles. (Ref. 1189387)

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


for 7 nights £651

Last booked 2 hours ago
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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
18
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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


for 7 nights £672

Last booked yesterday
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A house with plants in the front at Farthings in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Farthings is a homely, semi-detached holiday cottage located along the coast in Weymouth, Dorset, with off-road parking and a short walk to a beach. Dorchester 7.6 miles; Bridport 19.7 miles. (Ref. 1174458)

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


for 7 nights £981

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A white three-story residential building with a black and white tiled walkway leading to a black door at 66 3 Compass Point in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. Near beach and amenities. Contemporary. Open-plan. Private parking. Dorchester 6.7 miles; Bridport 20.5 miles. (Ref. 1129014)

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


for 7 nights £663

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A multi-story brick house with bay windows and greenery in front at The Lobster Pot in Weymouth
28
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

The Lobster Pot, a nicely-presented apartment rests in the gorgeous seaside town of Weymouth in Dorset. Open plan. En-suite. Close to beach and amenities. Dorchester 8.7 miles; Bridport 20.4 miles. (Ref. 1151706)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £494

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An entrance area with a door and window at Durbyfield in Nottington near Weymouth
58
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsNo

    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 £695

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A narrow street with houses and a view of the water at Blanche Cottage Brewers Quay Harbour
45
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A fabulous, three-storey home resting near Weymouth's Old Harbour in Dorset. Close to amenities, beach and attractions. Near AONB. Open-plan living. Stylish. Dorchester 8.8 miles; West Lulworth 15.8 miles. (Ref. 1092575)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £696

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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
41
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.9★

    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)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £791

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

    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)

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


for 7 nights £604

Last booked 2 hours ago
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The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
17
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. WiFi. Pet-friendly. Close to beach. Dorchester 8.4 miles; Bridport 19.2 miles. (Ref. 1043009)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £592

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A rocky jetty and small sandy beach by the sea with a garden and gated walkway in the foreground at Weymouth Bay Apartment B in Greenhill
32
Greenhill, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

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


for 7 nights £605

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A window with binoculars on the sill looking out to buildings a clock tower and a marina at Anchorage View in Weymouth
30
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Anchorage View is a stunning, two-bedroom property resting in Weymouth, Dorset. Pretty views. Near the Dorset AONB. Close to amenities and a beach. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1145912)

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


for 7 nights £555

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A living room with sofas and a television at Weyside in Weymouth
20
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Weyside is a fantastic apartment in the seaside town of Weymouth, located in Dorset, boasting close proximity to the beach as well as several amenities. Dorchester 8.2 miles; Bridport 18.8 miles. (Ref. 1164944)

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


for 7 nights £659

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The front door and window of a brick house with plants growing around the entrance at 11 Beech Road Weymouth
43
Weymouth, Dorset, DT3
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A spacious, semi-detached house resting in Weymouth, Dorset. Pet-friendly. Off-road parking. Open-plan. Bedroom with en-suite. Enclosed garden. Dorchester 4.7 miles; Bridport 17.2 miles. (Ref. 1105244)

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

  • 10% off - Mon 2nd Mar to 3rd Apr 2026


for 7 nights £836

Last booked 2 days ago
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A two-story house with yellow brick facade and bay window with bushes in front at Amaranta Brewers Quay Harbour
33
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

A wonderful, newly renovated three-bedroom house resting in Weymouth, Dorset. Pet-friendly. Near a beach. Family-friendly. Enclosed patio. Dorchester 8.8 miles; Bridport 20.9 miles. (Ref. 1094065)

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


for 7 nights £690

Last booked 2 days ago
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A balcony with a small wooden table and chairs overlooking a waterway and buildings at Harbour Hideaway in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A second-floor apartment resting in Weymouth. Harbour views. WiFi. Garage parking. Dorchester 8.5 miles. (Ref. 1007302)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £587

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A living room with two blue sofas and a wooden coffee table next to a fireplace and dining area in the background at Day Cottage in Weymouth
40
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

A delightful, terraced cottage nestled into the coastal town of Weymouth, Dorset. Open-plan living. Near amenities and beach. Close to attractions. Pet-friendly. Dorchester 8.4 miles; West Bay 18 miles; Lyme Regis 32.6 miles. (Ref. 1124105)

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


for 7 nights £452

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