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Large Holiday Homes in Dorset

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Your Dorset search returned 403 cottages

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  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A spacious, three-storey house settled in Castletown, Portland, Dorset. Private parking. Bedrooms with en-suite. Smart TVs. Enclosed courtyard. Close to amenities and beach. Pet-free. Weymouth 4.8 miles; Dorchester 12.4 miles. (Ref. 1107230)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 7 nights €1053

  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Greenwell, a delightful house located in the town of Weymouth in Dorset boasting a Smart TV, woodburning stove and proximity to the beach and pub. Dorchester 7 miles; Bridport 17 miles. (Ref. 1128598)

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


for 7 nights €1159

  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

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


for 7 nights €1347

  • Sleeps7
  • Bedrooms4
  • PetsNo

    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 €951

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A characterful terraced south Somerset 16th century cottage. Attractive village of Winsham. Close to local amenities. Wealth of original features with beams, inglenook fireplace and woodburning stove. Axminster 8 miles. (Ref. 27206)

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


for 7 nights €780

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stunning, detached home resting in Weymouth, Dorset. Enclosed garden. Near beach. Pet-friendly. Dorchester 7 miles; Bridport 19.7 miles; Poole 30.9 miles. (Ref. 1022573)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Thu 30th Oct to 22nd Dec 2025


for 7 nights €1161

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A detached stone front house resting in Lyme Regis, Dorset. Welcome hamper. Sea views. Family-friendly. Charmouth 3.1 miles; Seaton 7.9 miles; Beer 9.8 miles. (Ref. 1106077)

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


for 7 nights €1065

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

This lovely mid-terrace cottage lies in West Bexington, Dorset. Near to beach. Jurassic Coast. Off-road parking. West Bay 5.7 miles; Weymouth 13.7 miles. (Ref. 1026857)

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


for 7 nights €760

Last booked yesterday
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  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A contemporary detached house resting in Lyme Regis, Dorset. Family-friendly. Sea views. Off-road parking. Charmouth 2.8 miles; Seaton 8 miles; Devon 36.8 miles. (Ref. 1106049)

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


for 7 nights €853

Last booked 4 hours ago
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  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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


for 7 nights €1153

Last booked 2 days ago
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  • Sleeps13
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A traditional property bursting with character in the heart of Lyme Regis in Dorset. Spacious. Family-friendly. Woodburning stove. Dog-friendly. Lyme Regis 0.3 miles; Charmouth 2.7 miles; Axminster 6 miles; Seaton 8.1 miles. (Ref. 1106651)

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


for 7 nights €2313

  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Attractive semi-detached converted barn in the village of Chideock in the Dorset AONB. Off-road parking. WiFi. Pet-friendly. West Bay 5.4 miles; Weymouth 22.1 miles. (Ref. 967245)

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


for 7 nights €763

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

A surprisingly spacious split-level apartment close to Cobb Harbour in Lyme Regis, Dorset. Family-friendly. WiFi. Good location. Sea views. Lyme Regis 0.5 miles; Seaton 8.1 miles; West Bay 11.7 miles; Sidmouth 16.4 miles. (Ref. 1106624)

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


for 7 nights €1246

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A traditional four-bedroom cottage resting in Talbot Village, Dorset. Woodburning stove. Close to amenities. Enclosed garden. Bournemouth 2.5 miles; Sandbanks 5.7 miles; Poole 5.8 miles. (Ref. 1105314)

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


for 7 nights €1212

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

This picture-perfect, Grade II listed thatched cottage sits in Burton Bradstock, Dorset. Pet-friendly. Large garden. Close to amenities. Near a beach. Bridport 2.8 miles; Weymouth 15.8 miles; Dorchester 15.2 miles. (Ref. 1092014)

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


for 7 nights €904

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Upper Cottage is a fabulous 3 bedroom picture postcard, thatched cottage enjoying a beautiful rural location in Rocombe on the outskirts of Uplyme near Lyme Regis in Dorset. (Ref. 1167559)

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


for 7 nights €915

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A stunning holiday home dating back to 16th century in Lyme Regis, Dorset. Pet-friendly. Central location. Woodburning stove. Feature fireplaces. Bridport 9.5 miles; Dorchester 24.9 miles; Exmouth 28.8 miles (Ref. 1106653)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €1026

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A superb, detached property nestled on a quiet residential estate in West Bay. Off-road parking. Pet-friendly. Enclosed garden. Bridport 1.5 miles; Lyme Regis 10.8 miles. (Ref. 1075057)

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


for 7 nights €1220

  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

An idyllic holiday home lying at the heart of Lyme Regis in Dorset. Expansive sea views. Character features. Close to beach. Private terrace. Axminster 5.5 miles; Bridport 9.6 miles; Sidmouth 15.5 miles. (Ref. 1111805)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €1399

  • Sleeps8
  • Bedrooms4
  • PetsYes

    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)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Sat 6th Sep to 20th Dec 2025


for 7 nights €1122