24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Dorchester Cottage Holidays

REFINE SEARCH

Your Dorchester, Dorset search returned 660 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

Harbour Retreat is an eclectic first-floor apartment close to the harbour and beach, with roadside parking, in the heart of Weymouth in Dorset. Dorchester 8.3 miles; Bridport 20.5 miles. (Ref. 1164179)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Thu 27th Feb to 4th Apr 2025

7 nights from £521

  • 6 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A superb, detached barn conversion situated on the outskirts of Yeovil. All-ground-floor accommodation. WiFi. Dorchester 18.9 miles. (Ref. 982461)

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

7 nights from £710

Last booked 3 hours ago
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A well-positioned, three-storey property resting in Weymouth, Dorset. Sea views. Close to amenities and the beach. Enclosed garden. Elevated position. Dorchester 8.9 miles; Bridport 20.6 miles. (Ref. 1118939)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £660

  • 7 Guests
  • 4 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

Cartshed Cottage is a pleasant holiday home on a working farm in Shilvinghampton near Portesham, Dorset. Countryside. Pet-friendly. Woodburning stove. Weymouth 6.3 miles; Dorchester 7.8 miles. (Ref. 1153253)

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

7 nights from £619

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A contemporary holiday home residing in Charmouth, Dorset. Smart TV. Enclosed garden. Off-road parking. In East Devon AONB. Lyme Regis 2.4 miles; Axminster 5.4 miles; Bridport 7.7 miles (Ref. 1115837)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher

7 nights from £492

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A thatched end-terrace property, resting within a central location in Burton Bradstock. Off-road parking. Pet-friendly. WiFi. Weymouth 15 miles; Dorchester 16 miles. (Ref. 999154)

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

7 nights from £714

Last booked yesterday
See more details
  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.9

    Sykes Rating

A romantic pied-a-terre in the bustling market town of Bridport. Close to the Jurassic Coast. Parking. WiFi. Open-plan living. (Ref. 1004940)

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

7 nights from £415

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A lovely terraced house resting in a quiet residential area of Weymouth, Dorset. Enclosed garden. Pet-friendly. Near to beach. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1053611)

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

7 nights from £468

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.7

    Sykes Rating

A well-presented single-storey annexe resting in Ibberton near Shillingstone, Dorset. Pet-friendly. Countryside views. Smart TV. Original features. Ground-floor living. Romantic. Sturminster Newton 5.2 miles; Blandford Forum 9.2 miles. (Ref. 1111804)

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

7 nights from £473

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A detached, character cottage nestled in the rural village of Manston near Child Okeford in Dorset. Countryside views. Woodburning stove. Country-style. Shaftesbury 6 miles; Blandford Forum 8.9 miles. (Ref. 1072821)

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

7 nights from £507

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

    5.0

    Sykes Rating

This rustic detached barn conversion rests in Mudford Sock near Yeovil, Somerset. Open-plan. WiFi. Smart TV. Enclosed gardens. Pet-friendly. Ground-floor living. Great views. Sherborne 6.9 miles; Glastonbury 17.7 miles. (Ref. 1053610)

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

7 nights from £441

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

A charming, stone-fronted cottage resting in Shipton Gorge, Dorset. Close to amenities and the beach. Family and dog-friendly. In AONB. Bridport 2.8 miles; Seatown 7.2 miles; Lyme Regis 13.3 miles. (Ref. 1130067)

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

7 nights from £766

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

The Hideaway is a charming, two-bedroom holiday lodge resting in Eype, Dorset. In the Dorset AONB. Close to beach. Close to amenities. Open plan. Bridport 2.1 miles; Lyme Regis 9.6 miles; Seaton 17.6 miles. (Ref. 1139899)

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

7 nights from £693

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.9

    Sykes Rating

This charming two-bedroom property resides in Bridport, Dorset. Gas fire. Close to amenities. Pretty views. West Bay 0.6 miles; Lyme Regis 10.8 miles. (Ref. 1114596)

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

7 nights from £478

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    Sykes Rating

Lodge 11 is a stylish three-bedroom lodge tucked away on the outskirts of Corfe Castle, Dorset. Hot tub. Pet-free. Woodburning stove. Open-plan. Swanage 5.1 miles; Wareham 6.8 miles; Bournemouth 22.6 miles. (Ref. 1124142)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly
  • 30% off - Mon 7th Apr to 31st May 2025

7 nights from £1215

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    Sykes Rating

The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. Close to amenities. Near beach. Enclosed courtyard. Dorchester 7.1 miles; Bridport 19.1 miles. (Ref. 1129331)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £566

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. Two bedrooms with en-suite facilities. Bridport 1.5 miles. (Ref. 16387)

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

7 nights from £450

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    Sykes Rating

Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. Dorchester 8.5 miles; Bridport 19.3 miles. (Ref. 1140944)

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

7 nights from £615

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    Sykes Rating

Mellstock is a charming property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105443)

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

7 nights from £531

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.5

    Sykes Rating

Charming Edwardian terraced cottage located close to Sansfoot castle in Weymouth. Near to shops and town centre. Beach 10 minutes away. WiFi. Dorchester 8.5 miles. (Ref. 994072)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £516

Last booked 2 hours ago
See more details