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Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 673 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

A fantastic two-bedroom Grade II listed character cottage resting in Bere Regis, Dorset. Dog-friendly. Woodburning stove. Historic. Private garden. Wareham 6.8 miles; Dorchester 12.1 miles; Poole 12.3 miles. (Ref. 1099895)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $606

Last booked yesterday
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  • Sleeps4
  • Bedrooms3
  • PetsNo
  • Sykes rating

A wonderful holiday home resting on the outskirts of Portesham, Dorset. Countryside views. Open-plan living. Barbecue. Decking. Weymouth 8 miles; Dorchester 8 miles. (Ref. 1127855)

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

7 nights from $547

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautifully presented property located in peaceful village of Burton Bradstock. Off-road parking. Woodburning stove. WiFi. Bridport 2.9 miles; Dorchester 14.4 miles; Weymouth 15.8 miles. (Ref. 1069215)

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

7 nights from $1299

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A pretty little modern house just a few minutes walk from the harbourside and local amenities. Close to the South West Coast Path. (Ref. 993929)

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

7 nights from $692

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A charming, two-bedroom holiday home resting in Dorchester, Dorset. Close to amenities. Pet-friendly. Families. Weymouth 9.4 miles. (Ref. 1132783)

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

7 nights from $641

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A pretty, Grade II listed cottage resting in Dorchester, Dorset. Open-fire. Close to amenities. Pet-friendly. Weymouth 9 miles. (Ref. 1089047)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $490

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming reverse-level cottage in the village of Upwey, Dorset. Close to amenities. Woodburning stove. In an Area of Outstanding Natural Beauty. Romantic. Walkers & Cyclists. Weymouth 4.5 miles; Dorchester 4.6 miles. (Ref. 1072756)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • $254 off - Fri 26th Jul to 30th Aug 2024

7 nights from $665

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. Attractive, well-appointed and modern holiday cottage. Many attractions and activities within reach. Weymouth 3.5 miles. (Ref. 932159)

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

7 nights from $769

Last booked 2 days ago
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • 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 $836

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

A charming thatched roof character cottage resting in the village of Osmington, Dorset. Off-road parking. Open-plan living. WiFi. Close to pub. Weymouth 4.4 miles; Dorchester 5.4 miles. (Ref. 1064960)

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

7 nights from $588

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lovely early Victorian style Grade II listed cottage set in Warmwell village. Sleeps four guests. Garden. Welcomes two small dogs. Pub 3 miles. Shop 2 miles. Dorchester 6 miles. (Ref. 994760)

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

7 nights from $667

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Located in countryside village of Piddlehinton, Way’s Forge is a lovely cosy holiday retreat. Sleeps 3 people. Garden. Welcomes 2 dogs. Shop 2-3 miles. Pub 2 min. Dorchester 6 miles. (Ref. 994768)

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

7 nights from $593

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

An enchanting refurbished cottage in the centre of the lovely village of Sutton Poyntz. Fully furnished and comfortable. Sunny patio garden. WiFi. Weymouth 4 miles. (Ref. 994009)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 10% off - Sat 20th Jul to 6th Sep 2024

7 nights from $574

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

Detached property in village of Sutton Poyntz. 3 bedrooms. 2 dogs. Off road parking for two cars. (Ref. 994127)

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

7 nights from $942

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Two bedroomed coastal village location. Accepts two dogs. Lawned garden. Beamed ceilings. (Ref. 994364)

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

7 nights from $842

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

An attractive, converted Victorian school resting within Piddletrenthide. WiFi. Woodburning stove. Pet-friendly. Off-road parking. Dorchester 8 miles. (Ref. 933650)

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

7 nights from $888

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This pretty, detached cottage lies in Preston, Dorset. Smart TV. En-suite master bedroom. Close to amenities. Woodburning stove. Weymouth 3.6 mile. (Ref. 1119018)

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

7 nights from $877

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Link detached modern annex lodge in the Dorset Coastal village of Osmington. Wifi. Parking for two cars. Short drive to Weymouth. (Ref. 994794)

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

7 nights from $548

  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

A delightful, three bed property nestled in the heart of Weymouth, Dorset. Enclosed courtyard. Washing machine. Smart TV. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1132346)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $607

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

The Lobster Pot, a nicely-presented apartment rests in the gorgeous seaside town of Weymouth in Dorset. Open plan. En-suite. Close to beach and amenities. Dorchester 8.7 miles; Bridport 20.4 miles. (Ref. 1151706)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $695

 

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.