Dog Friendly Cottages in Weymouth

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Your Weymouth, Dorset search returned 177 cottages

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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

    4.7★

    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

7 nights from £605

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A living room with a blue sofa and television at Saddlers Cottage in Weymouth
17
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A well-positioned, two-bedroom home resting in Weymouth, Dorset. Close to amenities, attractions and beach. Pet-friendly. Near AONB. Enclosed small courtyard. Dorchester 7.5 miles; Bridport 19.2 miles. (Ref. 1132007)

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

7 nights from £446

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The exterior of a pink two-story house with a blue door and large window at Lyme View in Fortuneswell
38
Fortuneswell, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Lyme View, delightful coastal property resting in Fortuneswell on the Isle of Portland, Dorset. Close to a beach. Garden. Pet friendly. Close to a shop and a pub. Weymouth 5.2 miles; Abbotsbury 11.9 miles; Dorchester 12.8 miles. (Ref. 1135049)

  • Wi-fi
  • Electric vehicle charging
  • Washing machine

7 nights from £697

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Exterior view of a stone and brick house with multiple windows and blue doors a patio with chairs a table and an umbrella and plants at The Gables in Brewers Quay Harbour
18
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.4★

    Good

  • Sykes rating

Lovely 4 bedroom house in gated area. Close to Weymouth harbour. Secure gated parking for one car. Welcomes two dogs. WiFi. (Ref. 994213)

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

7 nights from £815

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A row of yellow terraced houses with street lamps and paved walkways at Olympic Cottage in Portland
23
Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Modern and spacious cottage for couples or family in the Isle of Portland. Enclosed garden. Welcomes one dog. Pub and shop 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994497)

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

7 nights from £595

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A living room with a blue sofa and ottoman near a fireplace and television at Owls Rest in Weymouth
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A homely, mid-terrace cottage based in Weymouth. Enclosed decking. Smart TV. Beach nearby. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1094925)

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

7 nights from £567

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Exterior view of a brick cottage with green front door and multiple white windows at Millers Cottage in Puddletown
27
Puddletown, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Miller’s Cottage is a snug and romantic dwelling located in the village of Puddletown, nearby a river in Dorset, with a woodburning stove and welcoming one pet. Dorchester 5.5 miles. (Ref. 1160443)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £441

Last booked 7 hours ago
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A stone house with diamond lattice windows and a green door surrounded by trees at Warmwell Lodge in Warmwell
28
Warmwell, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Lovely early Victorian style Grade II listed cottage set in Warmwell village. Sleeps four guests. Garden. Welcomes two small dogs. Pub 3 miles. Shop 2 miles. Dorchester 6 miles. (Ref. 994760)

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

7 nights from £537

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An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
33
Upwey near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)

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

7 nights from £695

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A stone and brick cottage with a thatched roof surrounded by plants and flowers at Forge Cottage in West Lulworth
30
West Lulworth, Dorset, BH20
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Short description: Ideal stay for walkers and ramblers to explore the Jurassic Coast. Local pubs and restaurants. Wifi. Off road parking. (Ref. 994203)

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

7 nights from £768

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A living room with a TV on a white stand and a black sofa with animal print cushions at Sunny Days in Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Modern refurbished terraced cottage in Weymouth, sleeping 4, short walk to the beach and town, WiFi, Off road parking for 1 car. (Ref. 994696)

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

7 nights from £512

Last booked 2 days ago
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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

    5.0★

    Perfect

  • 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

7 nights from £537

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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

    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)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £741

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A row of houses with white and blue walls and small gardens along a brick pathway at Little Tern Brewers Quay Harbour
31
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A delightful, mid-terrace cottage resting in Brewers Quay Harbour, Dorset. Designated parking. Pet-friendly. Enclosed garden. Weymouth 0.6 miles; Dorchester 8.8 miles; West Lulworth 15.7 miles. (Ref. 1084006)

  • Dishwasher
  • Washing machine

7 nights from £579

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Exterior of a single story cottage with two windows and a wooden door with plants in pots outside at Toll Lodge in Frampton
23
Frampton, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A wonderful cosy 2-bedroom ground floor annex, welcomes 1 dog, Wifi, Wood burner, Close to Country walks, 4 miles to Dorchester, 9 Miles to Weymouth. (Ref. 994729)

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

7 nights from £473

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A brick terraced house with a white front door gravel front garden and small plants at Home Waters in Wyke Regis
23
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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

7 nights from £567

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A stone house with red ivy covering part of the walls and a tiled roof at The Cheesehouse in Litton Cheney
40
Litton Cheney, Dorset, DT2
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

The Cheesehouse is an exceptional, pet-friendly five-bedroom home resting in Litton Cheney, Dorset featuring a games room with pool, darts and bar area. Dorchester 9.9 miles; Yeovil 20.9 miles. (Ref. 1161994)

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

7 nights from £1360

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Terraced houses with bay windows and colored doors on a street at 26 High West in Weymouth
Offer
27
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    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)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

  • 10% off - Fri 20th Jun to 31st Jul 2025

7 nights from £491

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A stone thatched roof cottage with white framed windows and a porch along a quiet street at Cobblers Cottage in Langton Herring
New property
44
Langton Herring, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. Abbotsbury 5 miles; Weymouth 5.5 miles; Portland 9.4 miles; Dorchester 9.9 miles. (Ref. 1171904)

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

7 nights from £443

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The exterior entrance of a white building with potted plants and stone wall at The Town House in Dorchester
Offer
42
Dorchester, Dorset, DT1
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A charming townhouse set over three floors in the centre of Dorchester. Character features. Off-road parking. Central town location. Weymouth 8.8 miles. (Ref. 1077743)

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

  • 10% off - Thu 5th Jun to 1st Aug 2025

7 nights from £827

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