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 row of cottages with wooden fences and outdoor furniture at Emminster in Nottington near Weymouth
33
Nottington near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    3.3★

  • Sykes rating

Emminster is a lovely abode resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105445)

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


for 7 nights From £576

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A living room with a blue sofa orange cushions a floral armchair green curtains a black fireplace and a wooden TV cabinet at Georgian Hideaway in Weymouth
Offer
32
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.3★

    Good

  • Sykes rating

Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. Near beach. Near shop. Near pub. Enclosed garden. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1154207)

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

  • 5% off - Fri 10th Jul to 14th Aug 2026


for 7 nights From £575

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A street view showing the old boathouse and new boathouse buildings with the inner harbour and boats in the background at New Boathouse in Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • Pet FriendlyNo

    4.3★

    Good

  • Sykes rating

Enjoyable holiday home close to the Old Harbour in Weymouth for large groups. Beach 10 min. WiFi. Roadside parking. Shop and pub 5 min. Poole 32.5 miles. (Ref. 994432)

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


for 7 nights From £866

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A brick house exterior with two white garage doors two upper windows and two front doors with canopies at Sea Pebbles in Weymouth
34
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    3.8★

    Good

  • Sykes rating

Close to the harbour in Weymouth, Semi detached house, access to South West Coast path, WIFI, Close to shops, restaurants and café’s, suitable for families. (Ref. 994639)

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


for 7 nights From £733

Last booked yesterday
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A mobile home with a deck and table at Littlesea Holiday Park - Holiday Accommodation 13127 Weymouth
41

Holiday Park

Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms2
  • Pet FriendlyYes

  • Sykes rating

39 Green Lands is a lovely pet-friendly caravan in Weymouth, Dorset, boasting onsite facilities and is close to the beach for a day out. Dorchester 9.2 miles; Bridport 17,6 miles. (Ref. 1185302)

  • Pets go free
  • Wi-fi
  • Swimming pool


for 7 nights From £574

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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
  • Pet FriendlyYes

    4.5★

    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)

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


for 7 nights From £673

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A brick townhouse with two bay windows a gray door and a black door at 15 Hardwick Street Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms4
  • Pet FriendlyYes

    4.5★

    Outstanding

  • Sykes rating

A end-terrace house resting in Weymouth, Dorset. Close to beach. Enclosed garden. TVs in all bedrooms. Dorchester 7.4 miles; Bridport 19 miles. (Ref. 1049744)

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


for 7 nights From £895

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The entrance to a brick house with a black door a welcome mat a potted plant and a white bay window
42
Weymouth, Dorset, DT4
  • Sleeps9
  • Bedrooms5
  • Pet FriendlyYes

    4.0★

    Good

  • Sykes rating

Weymouth Seaside House is a wonderful property in the town of Weymouth, Dorset, that welcomes pets and is close to the beach as well as several amenities. Dorchester 7.6 miles; Bridport 20.4 miles. (Ref. 1172322)

  • Pets go free
  • Wi-fi


for 7 nights From £1045

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An outdoor area with a house and kayaks by the water at Still Waters in Weymouth
42
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms4
  • Pet FriendlyNo

  • Sykes rating

Still Waters is a fine three-storey house in Weymouth, Dorset, offering sea views, off-road parking, a courtyard, and open-plan living. Dorchester 10.6 miles; Bridport 18.8 miles. (Ref. 1195851)

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


for 7 nights From £940

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A stone walkway with plants along the side of a stone house at The Apple Loft at Jordan House in Preston
21
Preston, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.3★

    Good

  • Sykes rating

The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. Off-road parking. Open-plan. Garden. Dorchester 6.1 miles; Abbotsbury 9.8 miles; Bridport 19.3 miles. (Ref. 1149531)

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


for 7 nights From £508

Last booked 2 days ago
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A building exterior with benches and gardens at Corvesgate Nottington near Weymouth
52
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.3★

    Good

  • Sykes rating

Corvesgate is a tasteful property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105456)

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


for 7 nights From £633

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A living room with a gray sofa, green chair, patterned rug, dining table, white chairs, and wall art at The Cottage in Weymouth
28
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.1★

    Good

  • Sykes rating

The Cottage is a charming, two-bedroom townhouse resting in Weymouth, Dorset. Close to amenities. Smart TV. Enclosed balcony. Dorchester 8.5 miles; Bridport 20.6 miles. (Ref. 1137088)

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


for 7 nights From £634

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A building with multiple doors and windows at Egdon Heath, Nottington near Weymouth
44
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

  • Sykes rating

Egdon Heath is a wonderful 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. 1105450)

  • 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 patio with wooden chairs and a table outside a brick building with open double doors at Hide-A-Way in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

  • Sykes rating

Hideaway is a fine, single-storey annex situated in Weymouth, Dorset, with open-plan living, Smart TV, and well-positioned to nearby beaches and amenities. Dorchester 8.8 miles; Bridport 19.5 miles; Bournemouth 38.4 miles. (Ref. 1169910)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly


for 7 nights From £422

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Row of three connected houses with two having painted facades and one with pebble dash exterior
19
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    3.4★

  • Sykes rating

Ocean Swell is a lovely cottage for families or friends in Weymouth. Close to the town centre. WiFi. Shop and pub 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994710)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From £526

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A living room with a brown sofa a coffee table with fruit a television and two light grey cabinets at Old Malthouse Apartment Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.3★

    Good

  • Sykes rating

Old Malthouse Apartment, a practical apartment in the town of Weymouth, Dorset, with a Smart TV and is a short stroll to the beach, harbour, pub and shop. Dorchester 8.1 miles; Bridport 19.3 miles. (Ref. 1175711)

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


for 7 nights From £679

Last booked yesterday
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A building with an outdoor seating area and garden at Overcombe Mill Nottington near Weymouth
47
Nottington near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Overcombe Mill is a wonderful lodge nestled into the countryside of Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105455)

  • 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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A living room with a sofa, coffee table, and dining area at Beachcomb in Weymouth
28
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Beachcomb is a fine third-floor apartment located close to a beach in the town of Weymouth in Dorset, well-positioned to nearby attractions and amenities. Dorchester 7.7 miles; Bridport 21.2 miles; Poole 31.2 miles. (Ref. 1083686)

  • Wi-fi
  • Washing machine


for 7 nights From £582

Last booked yesterday
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A living room with a sofa and dining area at Old Harbour View in Weymouth
20
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

  • Sykes rating

Old Harbour View is a harbourside first-floor apartment with a balcony, resting in Weymouth and located near all bars and restaurants for convenience. Dorchester 8.5 miles; Bridport 20.5 miles. (Ref. 1192728)

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


for 7 nights From £569

Last booked yesterday
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A patio area with a yellow barbecue grill a dining table with chairs and a wooden fence at Mellstock in Nottington near Weymouth
40
Nottington near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.0★

    Good

  • Sykes rating

Mellstock is a charming property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105443)

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


for 7 nights From £556

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