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Dorset Family Holidays

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Your Dorset search returned 780 cottages

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  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful single-storey holiday home resting in Wimborne Minster, Dorset. Dog-friendly. Ground-floor living. Countryside. Near Cranborne Chase AONB. Poole 5.3 miles; Bournemouth 7.5 miles; Blandford Forum 12.3 miles. (Ref. 1111758)

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

7 nights from $739

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. Underfloor heating. Countryside views. Character. Wareham 8.3 miles; Wimborne Minster 8.7 miles; Poole 11.3 miles. (Ref. 1058078)

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

7 nights from $1088

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)

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

7 nights from $820

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A contemporary four-bedroom holiday home resting in Christchurch, Dorset. Open-plan. Enclosed garden. Pet-friendly. Close to the beach. Milford on Sea 7.9 miles; Bournemouth 8.2 miles. (Ref. 1085727)

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

7 nights from $1096

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A character filled property resting in the pretty village of Maiden Netwon in Dorset. Enclosed garden. Pet-friendly. Woodburning stove. Wi-Fi. West Bay 13.3 miles; Weymouth 17.2 miles. (Ref. 1072294)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $952

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A wonderful three-storey holiday cottage settled in the seaside resort of Weymouth in Dorset. Washing machine. Enclosed garden. Close to the beach. Dorchester 7.7 miles; Bridport 19.9 miles. (Ref. 1096129)

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

7 nights from $858

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Modern family house located on the edge of Weymouth, with sea views. Short drive to town centre. Welcomes two dogs. Garden. Pub and shop 10 min. Beach 2 min. Bridport 19 miles. (Ref. 994759)

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

7 nights from $822

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. Sea views. Ground-floor living. Near beach. Close to pub. Dorchester 7.5 miles; Bridport 20.9 miles. (Ref. 1144628)

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

7 nights from $867

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A fabulous three-bedroom holiday home in Wyke Regis, Dorset. Pet-friendly. Sea views. Close to beach and amenities. Open-plan. Contemporary. Weymouth 2.2 miles; Dorchester 9.6 miles. (Ref. 1103441)

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

7 nights from $1000

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A traditional detached cottage nestled in tranquil farmland in the village of Hummer near Trent. Woodburning stove. Hot tub. Yeovil 4.1 miles; Shaftesbury 20.3 miles; West Bay 24.8 miles. (Ref. 1070465)

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

7 nights from $1585

Last booked 2 days ago
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  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Brook Cottage is a charming cottage resting in the countryside of Fifehead St. Quintin near Hazelbury Bryan, Devon. Countryside location. Off-road parking. Woodburning stove. Sherborne 13 miles; Yeovil 18.7 miles; Bournemouth 30 miles. (Ref. 1144485)

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

7 nights from $1395

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away. (Ref. 993988)

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

7 nights from $1374

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A terraced cottage situated in Lyme Regis, Dorset. Close to a beach. Family-friendly. Off-road parking. Charmouth 3 miles; Seaton 8.1 miles; Devon 37.4 miles. (Ref. 1106118)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $1235

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A contemporary, detached home set in the delightful seaside town of Lyme Regis, Dorset. Open-plan living. Extensive garden. Pet free. Bridport 10.2 miles; Sidmouth 15.2 miles. (Ref. 1122405)

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

7 nights from $1098

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A stunning two-bedroom, first-floor apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Smart TV. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982988)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $1445

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 5% off - Sat 11th Oct to 18th Oct 2025

7 nights from $854

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

An exceptional property close to Lyme Regis in Dorset. Swimming pool. Woodburning stove. Gardens. Sea views. Lyme Regis 0.7 miles; Bridport 10.5 miles; Branscombe 10.8 miles; Weymouth 29.3 miles. (Ref. 1106401)

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

7 nights from $2409

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. Dorchester 9 miles; West Lulworth 15.9 miles (Ref. 1173548)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $849

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A detached seaside cottage resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Charmouth 3.2 miles; Seaton 7.7 miles; Beer 9.5 miles. (Ref. 1106625)

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

7 nights from $1172

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. Historic features. Parking permits. Close to a pub and a shop. Weymouth 8.8 miles; Swanage 26.4 miles; Bournemouth 29.5 miles. (Ref. 1025833)

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

7 nights from $857