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Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 660 cottages

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  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

Three @ No36, a delightful, second-floor apartment situated in the town of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. Smart TV. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162204)

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

7 nights from $711

7 nights from $1037

  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

A pretty, three-bedroom cottage resting in Cerne Abbas, Dorset. Woodburning stove. Enclosed garden. Close to amenities. Sherborne 11.9 miles, Yeovil 15.2 miles; Weymouth 16.9 miles. (Ref. 1061862)

  • Wi-fi
  • Washing machine

7 nights from $832

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.3

    Sykes Rating

The Old Portland Courthouse is spacious, comfortable luxury holiday home. Sleeps 8 people. Wifi. Pub and shop 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994487)

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

7 nights from $1491

  • 7 Guests
  • 3 Bedrooms
  • Pets Yes

    4.5

    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

7 nights from $994

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.7

    Sykes Rating

This picturesque cottage, situated in the village of Upwey, with parking. Short drive to Weymouth. Close to pub and tea rooms. Lovely walks nearby. (Ref. 994658)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from $601

Last booked 2 days ago
See more details
  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.7

Beautiful barn conversion positioned in the lovely village of Dewlish in Dorset. Off-road parking. Shared outdoor heated pool. Pet-friendly. Shop 1.8 miles, pub 0.2 miles. (Ref. 1003641)

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

7 nights from $1103

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    Sykes Rating

Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. Weymouth 2.5 miles. (Ref. 1149947)

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

7 nights from $1704

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    3.9

    Sykes Rating

High quality accommodation located in one of Dorset’s popular areas of West Bay. Sea views from the sitting room and front garden. Off road parking, welcomes two well behaved dogs. (Ref. 994629)

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

7 nights from $1057

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    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

7 nights from $755

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    Sykes Rating

A detached, modern cottage in the quiet hamlet of Fifehead Neville. Within Blackmore Vale. Family-friendly. Enclosed garden. Lovely walks close by. Superb touring base. Sturminster Newton 3 miles. (Ref. 1357)

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

7 nights from $588

  • 12 Guests
  • 6 Bedrooms
  • Pets No

    4.9

    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
  • 5% off - Sun 1st Jun to 30th Jun 2025

7 nights from $1634

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A terrace property resting close to the beach and harbour in Weymouth. Allocated parking for two cars. WiFi. Fortuneswell 4.7 miles; Dorchester 8.9 miles. (Ref. 1038344)

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

7 nights from $722

7 nights from $622

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

An attractive, Edwardian terraced house situated in Weymouth, Dorset. Woodburner. WiFi. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1001484)

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

7 nights from $762

Last booked yesterday
See more details
  • 16 Guests
  • 8 Bedrooms
  • Pets Yes

    Sykes Rating

A breath-taking, detached holiday home set on the outskirts of Blandford Forum, Dorset. Dog-friendly. Hot tub. Outdoor pool. Tennis court. Woodburning stove. Thornicombe 3.7 miles; Child Okeford 7.8 miles; Moors Valley Country Park & Forest 15.8 miles. (Ref. 1034684)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room

7 nights from $7737

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    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 $965

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A sea-front two-bedroom apartment fronting Weymouth bay, Dorset. Beautiful views. En-suite bedroom. Woodburning stove. Near beach. Dorchester 7.6 miles; Bridport 21.3 miles; Poole 31.4 miles. (Ref. 1100406)

  • Wi-fi
  • Dishwasher

7 nights from $788

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    Sykes Rating

Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. WIFI, Close to town centre and beach. Parking for one car. (Ref. 1096825)

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

7 nights from $622

  • 3 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A pleasant two-bedroom property based in West Lulworth, Dorset. Enclosed garden. Close to amenities and beach. In an AONB. Wareham 8.5 miles; Weymouth 15.4 miles (Ref. 1117992)

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

7 nights from $662