Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 670 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

An attractive barn conversion sitting in Thornicombe near Blandford Saint Mary, Dorset. Enclosed garden with hot tub. Balcony. Beautiful views. Blandford Forum 3.1 miles; Poole 13.6 miles; Bournemouth 19.3 miles. (Ref. 1062033)

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


for 7 nights £869

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1

    Good

  • Sykes rating

Happiness Cottage is a character cottage with a contemporary style, woodburning stove and enclosed garden resting in the village of Piddlehinton in Dorset. Dorchester 5.9 miles; Weymouth 14.1 miles. (Ref. 1175141)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 10% off - Fri 24th Oct to 12th Dec 2025


for 7 nights £506

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A lovely two-bedroom bungalow resting in Preston, Dorset. Dog-friendly. Off-road parking. Private garden. Close to amenities. Weymouth 3.4 mile. (Ref. 1106680)

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


for 7 nights £590

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Charming single-storey, detached barn conversion. Working farm in Area of Outstanding Natural Beauty. Lovely walking country. Woodburning stove. Pub close by. Crewkerne 4 miles. (Ref. 915096)

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


for 7 nights £356

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Pebbles Foxglove Way is a charming, two-bedroom holiday home resting near West Bay in Dorset. In an AONB. Off-road parking. Enclosed garden. Smart TV. Bridport 1.5 miles; Lyme Regis 10.9 miles. (Ref. 1015390)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Sky TV


for 7 nights £587

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

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A well-presented property resting on the outskirts of Milborne St Andrew. Pet-friendly. WiFi. Pub and shop within 0.4 miles. (Ref. 1017554)

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


for 7 nights £461

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Charming, characterful, single-storey barn conversion. Attractive lawned courtyard in Area of Outstanding Natural Beauty. Family accommodation with en-suite, woodburner, shared games room on site. Blandford Forum 4 miles. (Ref. 905895)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £454

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

Mutiny House is situated in a harbourside location in Weymouth. Perfect for a family or group of friends. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994414)

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


for 7 nights £712

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautifully-presented, single-storey lodge residing in Winterborne Stickland near Blandford Forum, Dorset. Pet-friendly. Ground-floor living. In an AONB. Thornicombe 5.8 miles; Child Okeford 7.3 miles; Moors Valley Country Park & Forest 21.7 miles. (Ref. 1133242)

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


for 7 nights £379

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

An impressively stylish apartment close to picturesque West Bay in Dorset. Stylish. Sea views. Great location. WiFi. West Bay 0.1 miles; Bridport 1.9 miles; Lyme Regis 11.3 miles. (Ref. 1106214)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 20% off - Fri 7th Nov to 31st Dec 2025


for 7 nights £731

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. Patio with furniture. Close to amenities. Smart TV. Dorchester 8.2 miles; Bridport 18.7 miles. (Ref. 1144645)

  • Wi-fi
  • Baby-friendly


for 7 nights £537

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A charming barn conversion on the outskirts of Uploders near Bridport in Dorset. Stylish. Woodburning stove. Open-plan. Great location. Bridport 2.8 miles; West bay 4.2 miles; Lyme Regis 13.3 miles. (Ref. 1106494)

  • Dishwasher
  • Washing machine


for 7 nights £437

  • Sleeps8
  • Bedrooms3
  • PetsNo
  • Sykes rating

The Beach Condo, a quaint duplex apartment over three floors, in the heart of Weymouth in Dorset features stunning sea vistas, and a nearby beach and pub. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1176421)

  • Wi-fi
  • Dishwasher


for 7 nights £911

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Located in the coastal village of West Lulworth is this stunning converted chapel. Stylish and contemporary interior. WiFi. Woodburning stove. Wareham 8.9 miles; Dorchester 12.7 miles; Weymouth 20.7 miles. (Ref. 1055781)

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


for 7 nights £1142

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Located on the harbourside, is this two-bedroom contemporary apartment in Weymouth, Dorset. WiFi. Fortuneswell 4.7 miles; Dorchester 9.3 miles. (Ref. 1017563)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £809

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Single-storey pet-friendly barn conversion in an attractive lawned courtyard. En-suite, woodburning stove, shared games room. Perfect Winterborne Stickland cottage for families. Blandford Forum 4 miles. (Ref. 18978)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £537

Last booked 1 hour ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Comfortable family seaside holiday home in Weymouth. Two dogs welcome. Rear garden. Wifi. Beach 10 min. Shop and pub 5 min. Isle of Portland 8 miles. (Ref. 994187)

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


for 7 nights £801

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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


for 7 nights £698

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A charming single-storey holiday home resting in Cerne Abbas, Dorset. Enclosed garden. Countryside. Washing machine. Views. Dorchester 7.8 miles; Sherborne 12 miles; Yeovil 15.4 miles; Weymouth 16.3 miles. (Ref. 1085121)

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


for 7 nights £396

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A splendid property, situated in West Bay, Dorset. Electric fire. Off-road parking. Enclosed garden. Bridport 1.4 miles; West Bexington 6 miles; Lyme Regis 7 miles. (Ref. 1099309)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £484

Last booked 2 days ago
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