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Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 661 cottages

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  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A splendid, detached townhouse nestled between Bridport and West Bay in Dorset. Spacious. Dog-friendly. Family-friendly. Enclosed gardens. WiFi. Bridport 0.9 miles; West Bay 1 mile; Lyme Regis 10.3 miles; Axminster 12.8 miles. (Ref. 1106458)

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

7 nights from £1520

Last booked 2 days ago
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  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. Wareham 7 miles; Dorchester 11.2 miles; Poole 12.4 miles. (Ref. 1158581)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £702

Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

Find out more. T&Cs apply

  • 6 Guests
  • 4 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

Lovely 4 bedroom house in gated area. Close to Weymouth harbour. Secure gated parking for one car. Welcomes two dogs. WiFi. (Ref. 994213)

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

7 nights from £815

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Norden Cottage is a fine, three-bedroom abode resting in Osmington, Dorset. Woodburning stove. Pet-friendly. Enclosed garden. Close to amenities. Weymouth 4.9 miles. (Ref. 1149647)

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

7 nights from £713

  • 8 Guests
  • 5 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Glyde House is a detached property situated in Dorchester, Dorset. Close to a shop and a pub. Off-road parking. Garden. Near Dorset AONB. Weymouth 8.6 miles; Isle of Portland 14.7 miles. (Ref. 1150284)

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

7 nights from £930

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    5.0

    Sykes Rating

A brightly decorated property resting within the village of Burton Bradstock, Dorset. Couples retreat. Pet-friendly. Close to amenities and beach. Bridport 3.1 miles; Weymouth 15.7 miles; Dorchester 15.5 miles; Yeovil 22.4 miles. (Ref. 1118787)

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

7 nights from £466

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    5.0

    Sykes Rating

Little Haven, a wonderful detached holiday home resting just outside Blandford Forum, Dorset. Smart TV. Single-storey. Family-friendly. Pet friendly. Thornicombe 5.7 miles; Child Okeford 7.6 miles; Moors Valley Country Park & Forest 22.3 miles. (Ref. 1151960)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from £535

Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

Find out more. T&Cs apply

  • 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 £494

  • 3 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    Sykes Rating

Gold Gems Award Winner for Best on the South Coast 2023. A picturesque, reverse level Coach House settled in White Lackington near Piddletrenthide, Dorset. Private parking. Enclosed garden. Woodburning stove. Pet-free. Dorchester 6.7 miles. (Ref. 1087048)

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

7 nights from £683

  • 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 £579

  • 13 Guests
  • 6 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • Sky TV

7 nights from £2124

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A sympathetically converted barn on the outskirts of Uploders near Bridport in Devon. Open-plan. Stylish. Woodburning stove. Uploders 0.9 miles; Bridport 2.8 miles; West Bay 4.2 miles Lyme Regis 13.3 miles. (Ref. 1106581)

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

7 nights from £592

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles. (Ref. 1119638)

  • Wi-fi
  • Swimming pool
  • Dishwasher
  • Washing machine

7 nights from £537

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

The Elbow is a charming house with period features and a garden, within the picturesque Dorset National Landscape in the village of Frampton in Dorset. Stratton 2 miles; Dorchester 5.3 miles; Bridport 12.8 miles; Weymouth 13.7 miles. (Ref. 1151302)

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

7 nights from £603

Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

Find out more. T&Cs apply

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Detached chalet bungalow in West Bexington, Dorset. Large garden with sea views. Close to beach. WiFi. Abbotsbury 4.8 miles; Bridport 6.8 miles. (Ref. 1017936)

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

7 nights from £1275

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    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

7 nights from £869

Last booked yesterday
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    Sykes Rating

Meadow’s End is a delightful, detached cottage, with a toasty woodburning stove, located in the pretty Dorset village of Owermoigne, welcoming pets. Dorchester 6.8 miles; Weymouth 8.6 miles; Swanage 20.3 miles; Bridport 21.7 miles. (Ref. 1162476)

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

7 nights from £925

  • 12 Guests
  • 5 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Luxurious 5 star contemporary property. Games room. Indoor swimming pool. WiFi. Stunning views. Five en-suite bedrooms, one family bathroom. Large sitting room and generous sitting/dining room/kitchen. (Ref. 993982)

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

7 nights from £3309

  • 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

  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.0

    Sykes Rating

Modern, detached cottage resting on the edges of Weymouth in Dorset. Off-road parking. Garden. WiFi. Close to harbour, shops, restaurants and pubs. (Ref. 1001584)

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

7 nights from £642

 

Just show me Dorchester Cottages

 

If you're looking for somewhere with facilities on hand yet close to amazing countryside, our Dorchester cottages make great contenders. Think elegant architecture, historic sites, thriving culture and excellent shopping.

Dorchester's a fantastic place for browsing. Shoppers will find all kinds of specialist shops, high street names and markets, while museums range from dinosaurs, teddies and Chinese Terracotta Warriors, to Roman artefacts and Tutankhamun. And in between shopping and sightseeing, relish delicious snacks and meals in a wide variety of establishments, from pavement cafes to Michelin-starred restaurants.

When it comes to historic sites, Dorchester features a treasure trove of delights. Don't miss the splendid Roman Town House, the home of infamous 'Hanging' Judge Jeffreys, the huge Iron Age hill fort of Maiden Castle and the Roman amphitheatre at Maumbury Rings.

Thomas Hardy's Wessex a stone's throw from your Dorchester cottage

 

Dorset's wonderful landscapes have inspired many writers and most of Hardy's novels are based on Dorset; Dorchester is indeed the legendary town of 'Casterbridge'. The Dorset County Museum displays his works, while you can also visit his birthplace Hardy's Cottage and his Victorian villa Max Gate, designed by Hardy and built by his brother. Discover more of his beloved 'Wessex' on foot and stride out from your Dorchester cottage along the Dorchester to Weymouth Trail (10 miles).

To the west of the town centre you'll find Poundbury, Prince Charles' award-winning residential development built in the traditional architectural style of Dorchester and home to a variety of attractions, including a monthly farmers' market.

If you still haven't found what you're looking for there are plenty of other Dorset cottages to choose from.