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Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 659 cottages

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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A delightful, mid-terrace cottage resting in Brewers Quay Harbour, Dorset. Designated parking. Pet-friendly. Enclosed garden. Weymouth 0.6 miles; Dorchester 8.8 miles; West Lulworth 15.7 miles. (Ref. 1084006)

  • Dishwasher
  • Washing machine

7 nights from $722

Last booked yesterday
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  • 7 Guests
  • 3 Bedrooms
  • Pets No

    4.5

    Sykes Rating

A well-positioned, three-storey home resting in Fortuneswell, Dorset. Sea views. Close to amenities and the beach. Family-friendly. Private decked area. Near AONB. Weymouth 5.3 miles. (Ref. 1120221)

  • Wi-fi
  • Off-road parking

7 nights from $701

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Charming 19th century terraced cottage in handy village location. Open fire. Pretty enclosed garden. Good walking and cycling. In Charlton Marshall. (Ref. 976077)

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

7 nights from $588

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Comfortable Spanish style holiday home in Weymouth. Off road parking for two cars. Patio garden with furniture. Sea views. Beach 5 min. Pub and shop 10 min. Dorchester 9 miles. (Ref. 994352)

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

7 nights from $804

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

26 High West is a beautifully-presented townhouse located near the harbour in the lovely town of Weymouth, Dorset. Pet-friendly. Near beach. Electric fire. Dorchester 8.2 miles; Bridport 18.9 miles. (Ref. 1135362)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from $636

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A superb, Grade II listed cottage built of local stone and set deep in the Dorset countryside. WiFi. Pet-friendly. Yeovil 15.8 miles. (Ref. 988951)

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

7 nights from $934

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A second-floor apartment resting in West Bay, Dorset. Family-friendly. Lift access. Off-road parking. Charmouth 8.2 miles; Lyme Regis 11.1 miles; Weymouth 18.1 miles. (Ref. 1106267)

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

7 nights from $582

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.7

    Sykes Rating

Large, modern house nestled on the outskirts of Weymouth, 1 mile from the beach and restaurants. Off-road parking. WiFi. Enclosed garden. (Ref. 1001446)

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

7 nights from $1080

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A charming period cottage positioned in Osmington near Preston. Open fire. Enclosed courtyard. WiFi. Dog-friendly. Weymouth 5.3 miles; West Lulworth 10 miles. (Ref. 1060123)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $1047

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

This homely holiday cottage rests in Wyke Regis in Weymouth in Dorset. Pet-friendly. Nearby beach. Ideal for families. Isle of Portland 4.7 miles; Dorchester 9.4 miles; Bridport 18 miles. (Ref. 1050977)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Baby-friendly
  • 10% off - Sat 1st Mar to 31st Mar 2025

7 nights from $753

  • 14 Guests
  • 7 Bedrooms
  • Pets No

    Sykes Rating

Beachaven is a charming holiday home, set over three floors, located in the popular resort of Weymouth in Dorset resting near the beach and amenities. Dorchester 7.6 miles; Bridport 19.2 miles. (Ref. 1151664)

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

7 nights from $1697

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. Very high standard of accommodation with en-suite facilities and vaulted ceiling. Dog-friendly, plenty to see and do in the area. Weymouth 3.5 miles. (Ref. 932158)

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

7 nights from $775

Last booked yesterday
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  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

Quay Cottage is an opulent, three-storey property resting in the seaside town of Poole, Dorset. Off-road parking. Sea views. Close to local amenities. Bournemouth 6.4 miles; Christchurch 10.9 miles. (Ref. 1136862)

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

7 nights from $1163

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

Traditional terraced cottage, 3 minutes' walk to the harbour, shop and café. WiFi. Pet-friendly. Enclosed courtyard garden. Dorchester 7 miles. (Ref. 998260)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $601

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A charming ground-floor apartment settled in the quaint harbour settlement of West Bay, Dorset. Open-plan. Off-road parking. Close to the beach. Washing machine. Bridport 1.9 miles; Lyme Regis 11.3 miles. (Ref. 1002685)

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

7 nights from $751

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.4

    Sykes Rating

A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. Open-plan living space. Private parking. Close to the coast. Chickerell 3 miles; Dorchester 8.3 miles; Swanage 28.9 miles. (Ref. 1111030)

  • Wi-fi
  • Dishwasher

7 nights from $781

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $722

Last booked yesterday
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  • 7 Guests
  • 4 Bedrooms
  • Pets No

    4.3

    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

7 nights from $1057

Last booked 2 days ago
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7 nights from $804

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.5

    Sykes Rating

A desirable second-floor apartment close to West Bay in the heart of Dorset. Flexible accommodation. Lift access. WiFi. Open-plan. Harbour Views. West Bay 0.1 miles; Bridport 2 miles; Seatown 5.3 miles; Lyme Regis 11.4 miles. (Ref. 1106615)

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

7 nights from $998