Dorchester Cottage Holidays
British Travel Award Winners!
We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.
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.
Your Dorchester, Dorset search returned 656 cottages
- Sleeps8
- Bedrooms5
- PetsYes
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 £1062
- Sleeps2
- Bedrooms1
- PetsYes
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 £349
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).
- Sleeps6
- Bedrooms3
- PetsYes
A charming townhouse set over three floors in the centre of Dorchester. Character features. Off-road parking. Central town location. Weymouth 8.8 miles. (Ref. 1077743)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £805
- Sleeps4
- Bedrooms2
- PetsYes
A charming two-bedroom holiday home settled in Dorchester, Dorset. Washing machine. Enclosed garden. Gas fire. Close to amenities. Weymouth 8.9 miles; West Bay 17.3 miles. (Ref. 1096658)
- Wi-fi
- Off-road parking
- Washing machine
7 nights from £448
- Sleeps2
- Bedrooms1
- PetsNo
This picturesque cottage, situated in the village of Upwey, with parking. Short drive to Weymouth. Close to pub and tea rooms. Lovely walks nearby. (Ref. 994658)
- Wi-fi
- Washing machine
- Baby-friendly
7 nights from £461
- Sleeps4
- Bedrooms2
- PetsYes
A charming, two-bedroom holiday home resting in Frome Whitfield, Dorset. Close to amenities. Pet-friendly. Families. Dorchester 2.5 miles; Yeovil 22.4 miles; Bournemouth 29.7 miles (Ref. 1132783)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £456
- Sleeps4
- Bedrooms2
- PetsYes
A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. Historic features. Parking permits. Close to a pub and a shop. Weymouth 8.8 miles; Swanage 26.4 miles; Bournemouth 29.5 miles. (Ref. 1025833)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £602
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).
- Sleeps2
- Bedrooms1
- PetsNo
Village pubs and tea rooms. Sleeps two. Parking for one car. 10 mins from Weymouth. Patio and garden. (Ref. 994358)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £460
- Sleeps3
- Bedrooms2
- PetsYes
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 £464
- Sleeps8
- Bedrooms4
- PetsNo
16 Wakeling Island is a stylish, detached home resting in Crossways, Dorset. On-site facilities. Family-friendly. Lakeside views. Woodburning stove. Puddletown 5.3 miles; Dorchester 5.6 miles; Weymouth 10 miles. (Ref. 1138508)
- Wi-fi
- Swimming pool
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £725
- Sleeps6
- Bedrooms3
- PetsYes
Beautifully appointed cottage, resting in the quaint village of Sutton Poyntz in Dorset. Pet-friendly. WiFi. Enclosed garden. (Ref. 1008404)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £556
- Sleeps5
- Bedrooms3
- PetsYes
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 £637
- Sleeps4
- Bedrooms2
- PetsYes
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 £522
- Sleeps4
- Bedrooms2
- PetsNo
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 £610
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).
- Sleeps6
- Bedrooms3
- PetsYes
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 £737
- Sleeps4
- Bedrooms2
- PetsNo
A pretty village lodge, close to the seaside town of Weymouth in Dorset. Traditional. Beautiful Mediterranean-style garden. WiFi. Dorset AONB. Dorchester 4.9 miles. (Ref. 1017591)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £358
- Sleeps2
- Bedrooms1
- PetsYes
This stylish ground-floor apartment rests on the outskirts of Weymouth, Dorset. Pet-friendly. Romantic. WiFi. Off-road parking. Dorchester 4.5 miles; Bridport 18.2 miles. (Ref. 1075372)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £497
- Sleeps2
- Bedrooms1
- PetsNo
The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. Off-road parking. Open-plan. Garden. Dorchester 6.1 miles; Abbotsbury 9.8 miles; Bridport 19.3 miles. (Ref. 1149531)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £573
- Sleeps2
- Bedrooms1
- PetsNo
A self-contained annexe resting in the popular resort of Weymouth, Dorset. Romantic. Quiet location. Wi-Fi. Washing machine. Dorchester 4.5 miles; Bridport 18.2 miles. (Ref. 1124162)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
7 nights from £413
- Sleeps4
- Bedrooms2
- PetsYes
Well-presented barn conversion, close to the rural Dorset hamlet of Tincleton. Country views, underfloor heating, woodburner, Frome Valley walks close by. Dorchester 5 miles. (Ref. 20691)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £348
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.