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Large Holiday Homes in Dorset

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Your Dorset search returned 410 cottages

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  • Sleeps20
  • Bedrooms10
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Combining three charming cottages to offer you a contemporary and homely dwelling, perfect for large gatherings with loved ones in the heart of Dorset. Pet-friendly. Games room. Spacious and stylish. Blandford Forum 3.7 miles. (Ref. 1025183)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • Games room
  • 5% off - Tue 23rd Sep 2025 to 3rd Jan 2026

7 nights from €2813

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Sleeps 10, large open plan living kitchen dining room. 3 bathrooms, central Swanage location close to the beach. WiFi. (Ref. 994706)

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

7 nights from €1394

  • Sleeps5
  • Bedrooms3
  • PetsYes

    3.8

    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

7 nights from €670

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.3

    Good

  • Sykes rating

An impressive, five-bedroom home resting in Lyme Regis, Dorset. Close to amenities and the beach. Sea views. Enclosed garden. Games room. Woodburning stove. Stylish. Charmouth 3.5 miles; Axminster 4.6 miles; Bridport 10.3 miles; Sidmouth 15.6 miles. (Ref. 1133152)

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

7 nights from €1729

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

Groves House is a lavish, reverse-level abode located in Castletown near Fortuneswell in Dorset, with an open-plan layout and only a short walk from a pub. Weymouth 5.6 miles. (Ref. 1166808)

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

7 nights from €653

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Oakwood, a tastefully restored pet-friendly home in Chideock, Dorset, has proximity to Jurassic Coast, West Bay, Burton Bradstock, Seatown and Lyme Regis. Bridport 2.9 miles; West Bay 4.4 miles; Lyme Regis 6.9 miles. (Ref. 1179687)

  • Wi-fi
  • Dishwasher

7 nights from €1021

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A traditional thatched cottage in Whitchurch Canonicorum close to Charmouth in Dorset. Woodburning stove. Dog-friendly. Family-friendly. Rural setting. Whitchurch Canonicorum 0.3 miles; Charmouth 2.4 miles; Lyme Regis 5.3 miles; Bridport 5.4 miles. (Ref. 1106239)

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

7 nights from €788

  • Sleeps15
  • Bedrooms8
  • PetsYes

    4.8

    Outstanding

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Wonderfully appointed barn conversion residing in the sleepy village of Dewlish in Dorset. Dog-friendly. Off-road parking. Shared outdoor heated pool. Dorchester 7 miles. (Ref. 1003646)

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

7 nights from €2675

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Freshwater Beach Holiday Park - Holiday Accommodation 12281 is a splendid caravan in Burton Bradstock, Dorset, boasting onsite swimming pools and bowling. Bridport 2.5 miles; Weymouth 17.5 miles; Dorchester 16.7 miles; Yeovil 21.8 miles (Ref. 1185175)

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

7 nights from €601

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

13 Sunset Terrace is an agreeable, single-storey caravan situated in the town of Poole in Dorset, boasting an electric fire and welcoming one pet. Sandbanks 7 miles; Bournemouth 8.8 miles. (Ref. 1174365)

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

7 nights from €645

  • Sleeps18
  • Bedrooms9
  • PetsNo

    5.0

    Perfect

  • Sykes rating

The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)

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

7 nights from €2956

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A splendid, detached townhouse nestled between Bridport and West Bay in Dorset. Spacious. Dog-friendly. Family-friendly. Enclosed gardens. WiFi. Bridport 0.9 miles; West Bay 1 mile; Lyme Regis 10.3 miles; Axminster 12.8 miles. (Ref. 1106458)

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

7 nights from €1581

Last booked 4 hours ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach. Weymouth 5.5 miles (Ref. 1158103)

  • Wi-fi
  • Washing machine

7 nights from €621

  • Sleeps11
  • Bedrooms5
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

An inviting holiday home situated in the heart of Lyme Regis in Dorset. Family-friendly. Central location. Spacious. WiFi. Lyme Regis 0.3 miles; Charmouth 2.8 miles; Sidmouth 16.4 miles; Weymouth 28.5 miles. (Ref. 1106112)

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

7 nights from €1489

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

An outstanding detached house resting within the village of Burton Bradstock, Dorset. Pet-friendly. Woodburning stove. Near a beach. Weymouth 16 miles; Dorchester 16.1 miles. (Ref. 1021187)

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

7 nights from €1157

  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Old Harry Cottage is a delightful detached holiday home, with off-road parking, resting in the coastal town of Swanage in Dorset close to the beach. Wareham 9.5 miles; Poole 19.5 miles. (Ref. 1162887)

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

7 nights from €1142

Last booked 3 hours ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.9

    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 €901

  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Attractive townhouse in the heart of Lyme Regis in Dorset. Family-friendly. Games room. WiFi. Good location. Garden views. Lyme Regis 0.3 miles; Charmouth 2.7 miles; Sidmouth 16.4 miles; Weymouth 31.8 miles. (Ref. 1105760)

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

7 nights from €688

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

A semi-detached house resting in Lyme Regis, Dorset. Pet-friendly. Close to a beach. Family-friendly. Charmouth 3.2 miles; Seaton 8.2 miles; Beer 10 miles. (Ref. 1106656)

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

7 nights from €739

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles. (Ref. 1118900)

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

7 nights from €1634