Weekend Breaks in Weymouth

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Your Weymouth, Dorset search returned 332 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

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 3 nights From €675

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 3 nights From €702

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7

    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)

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


for 3 nights From €983

  • Sleeps7
  • Bedrooms4
  • Pet FriendlyYes

    4.7

    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)

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


for 3 nights From €913

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.3

    Good

  • Sykes rating

Seahorse Cottage, a delightful stone terraced cottage near Old Harbour in Weymouth, Dorset, boasts a garden, a nearby beach and amenities, and allows pets. Dorchester 7 miles. (Ref. 1191297)

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


for 3 nights From €604

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

A well-presented property nestled in the heart of Weymouth, Dorset. Roadside parking. Enclosed patio. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1134491)

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


for 3 nights From €647

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

Modern and comfortable holiday house for up to 8 people in the Isle of Portland. Enclosed garden with patio. Pub and shop 5 min. Beach 5 min. Weymouth 5 miles. (Ref. 994310)

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


for 3 nights From €1167

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 3 nights From €655

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

Dairy Cottage is a delightful, three-bedroom thatched cottage resting on a working farm on the outskirts of Abbotsbury, Dorset. Rural views. Pet-friendly. Stylish. Woodburning stove. Weymouth 12.3 miles. (Ref. 1123043)

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


for 3 nights From €622

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.6

    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 3 nights From €516

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 3 nights From €461

Last booked yesterday
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  • Sleeps6
  • Bedrooms4
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Amy Cottage is a beautiful thatched cottage with a toasty gas fire and accepting pets, located in Dorset's West Lulworth on the Jurassic coastline. Wareham 8.7 miles; Weymouth 14.6 miles. (Ref. 1166887)

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


for 3 nights From €854

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

The Elbow is a charming house with period features and a garden, within the picturesque Dorset National Landscape in the village of Frampton in Dorset. Stratton 2 miles; Dorchester 5.3 miles; Bridport 12.8 miles; Weymouth 13.7 miles. (Ref. 1151302)

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


for 3 nights From €646

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Tithe Barn Cottage is a beautifully presented, dog-friendly 2-bedroom detached cottage at Litton Cheney, a village in the heart of the Dorset countryside. Bridport 6.5 miles; Dorchester 13.1 miles; Weymouth 16.4 miles; Yeovil 21.4 miles (Ref. 1174942)

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


for 3 nights From €652

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.8

    Outstanding

  • Tourist Board rating

Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi. (Ref. 12494)

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


for 3 nights From €608

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Bayview is a lovely first-floor apartment in Overcombe, near Preston, in Dorset, welcoming a pet and boasting stunning beach views from a balcony. Weymouth 2.1 miles. (Ref. 1159732)

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


for 3 nights From €760

  • 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 3 nights From €1177