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Weekend Breaks in Weymouth

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Your Weymouth, Dorset search returned 329 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

Harbour Lights Apartment, a nicely-decorated apartment in the seaside town of Weymouth, Dorset. Stunning harbour views. Couple's getaway. Dorchester 8.7 miles; Bridport 20.8 miles. (Ref. 1145701)

  • Wi-fi
  • Washing machine

3 nights from $517

  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.1

    Good

  • Sykes rating

A wonderful holiday home resting on the outskirts of Portesham, Dorset. Countryside views. Open-plan living. Barbecue. Decking. Weymouth 8 miles; Dorchester 8 miles. (Ref. 1127855)

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

3 nights from $504

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A gorgeous cottage nestled in the picturesque village of Upwey in Dorset. Woodburning stove. Family-friendly. Smart TV. Dorchester 4 miles; Weymouth 4.8 miles. (Ref. 1072671)

  • Wi-fi
  • Washing machine
  • Baby-friendly

3 nights from $538

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.2

    Good

  • Sykes rating

Sleeps 10, fully renovated 5 storey Georgian sea front house, Large TV, sea views, 3 en-suite bedrooms, less than 50m to the beach. WiFi. (Ref. 1001820)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

3 nights from $1956

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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)

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

3 nights from $692

  • Sleeps4
  • Bedrooms3
  • PetsYes

    3.4

  • Sykes rating

Chapelhay Cottage is a lovely, terraced cottage nestled into the seaside town of Weymouth, Dorset. Close shop and a pub. Close to a beach. Jurassic Coast. Portland 5.9 miles; Dorchester 8.4 miles; Lyme Regis 28.3 miles. (Ref. 1131030)

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

3 nights from $800

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.9

    Good

  • Sykes rating

Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. Close to beach, shops and amenities. Dishwasher. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1139963)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from $694

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.3

    Good

  • Sykes rating

Beautiful, Georgian seafront house, nestled in the lively town of Weymouth. Sea views. En-suite bedrooms. WiFi. Beach less than 50 metres away. (Ref. 1006583)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

3 nights from $1956

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1

    Good

  • Sykes rating

A charming, two-bedroom holiday home resting in Frome Whitfield, Dorset. Close to amenities. Pet-friendly. Families. Dorchester 2.5 miles; Yeovil 22.4 miles; Bournemouth 29.7 miles (Ref. 1132783)

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

3 nights from $589

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Rural retreat for family or couples in quiet village of West Bexington. Two well-behaved dogs welcome. Beach 5 min. Pub 5 min. Farm shop 5 min. Weymouth 13.5 miles. (Ref. 994791)

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

3 nights from $454

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Crows Nest is a charming, reverse-level cottage in the seaside village of Fortuneswell, Dorset on the Jurassic Coast and close to amenities and a beach. Weymouth 5.7 miles; Dorchester 12.7 miles; West Bay 20.3 miles. (Ref. 1162358)

  • Wi-fi
  • Ground floor bedroom
  • 10% off - Tue 1st Apr to 30th Apr 2025

3 nights from $593

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

Sunny Croft is a delightful 1930s bungalow in Broadmayne, near Dorchester, Dorset. Stunning countryside views. Hot tub. Large garden. Private parking. Dorchester 4 miles; Weymouth 7.5 miles. (Ref. 977681)

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

3 nights from $850

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Monaloe, a lovely three-bedroom house is located in beautiful seaside resort town of Weymouth, Dorset. Pet friendly. Close to beach and amenities. On the Jurassic Coast. Isle of Portland 5.6 miles; Dorchester 8.2 miles. (Ref. 1059916)

  • Wi-fi
  • Dishwasher
  • Washing machine

3 nights from $608

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.1

    Good

  • Sykes rating

Three bedroomed bungalow located just half a mile from Ringstead Beach. A large garden, welcomes 2 dogs, a good base for walking the coast path. (Ref. 994807)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • 20% off - Thu 10th Apr to 2nd May 2025

3 nights from $731

  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.5

    Good

  • 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

3 nights from $817

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

A historic, 18th-century cottage resting in Portland, Dorset. Sea views. Character features. Hot tub. Near a pub. Easton 1.5 miles; Chiswell 3 miles; Weymouth 8 miles. (Ref. 1122551)

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

3 nights from $1003

  • Sleeps5
  • Bedrooms3
  • PetsYes

    3.6

    Good

  • Sykes rating

Neptune cottage situated in the Isle of Portland is very cosy and comfortable. Perfect for dog walks. Beach 2 min. Welcomes two dogs. Pub 5 min, shop 10 min. Weymouth 5 miles. (Ref. 994425)

  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from $736

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

A fantastic semi-detached house resting on the outskirts or Moreton, Dorset. Outdoor swimming pool. Open fire. Tennis court. Off-road parking. Dorchester 6 miles; Weymouth 10.7 miles; Blandford Forum 15.3 miles. (Ref. 1060768)

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

3 nights from $919

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.1

    Good

  • Sykes rating

Tranquil Tides is a well-positioned, ground-floor apartment resting in Weymouth, Dorset. Romantic. Near the beach and amenities. Enclosed courtyard. Pet friendly. Central. Dorchester 7.7 miles; Bridport 20.3 miles. (Ref. 1132772)

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

3 nights from $583

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.9

    Good

  • Sykes rating

A well-presented apartment with views over Portland Marina in Castletown, Dorset. Balcony. En-suite. Beach nearby. Portland 2.1 miles; Weymouth 5 miles. (Ref. 1136982)

  • Wi-fi
  • Washing machine

3 nights from $611