Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 676 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

The View is a charming, three-storey house resting near the beach in Weymouth, Dorset, boasting stunning sea views, a balcony, and off-road parking. Dorchester 8.9 miles; Bridport 19.2 miles. (Ref. 1173086)

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


for 7 nights $926

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A spacious, three-storey house settled in Castletown, Portland, Dorset. Private parking. Bedrooms with en-suite. Smart TVs. Enclosed courtyard. Close to amenities and beach. Pet-free. Weymouth 4.8 miles; Dorchester 12.4 miles. (Ref. 1107230)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 7 nights $1297

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

The Loft @ No36, a contemporary, third-floor apartment situated in the heart of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162205)

  • Wi-fi
  • Off-road parking


for 7 nights $740

  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. Dorchester 7.8 miles; Bridport 19.9 miles. (Ref. 1105510)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights $2108

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This lovely reverse-level, granary conversion resides in South Perrott near Mosterton, Dorset. Electric flame-effect stove. Smart TV. Pet-free. Close to amenities. Beaminster 4.5 miles. (Ref. 1125756)

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


for 7 nights $624

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

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


for 7 nights $1245

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A traditional, thatched cottage situated within the village of Buckland Newton, Dorset. In an AONB. Open fire. Pet-friendly. Sherborne 9.2 miles; Dorchester 10.9 miles. (Ref. 1132784)

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


for 7 nights $969

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

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


for 7 nights $821

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Character cottage in Burton Bradstock, sleeping 5 people. Two dogs. Bridport 3 miles. Lovely garden. Nearby pubs and village shops. (Ref. 994024)

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


for 7 nights $970

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Attractive barn conversion nestled in the small hamlet of Mudford Sock, on the outskirts of Yeovil in Somerset. WiFi. Pet-friendly. Woodburner. Shop and pub 2 miles. (Ref. 1002712)

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


for 7 nights $620

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Chenies is a traditional cottage in the delightful hamlet of Osmington Mills near Preston, Dorset. Sea views. Near a pub. Characterful. Open fire. Preston 2.8 miles; Weymouth 5.9 miles. (Ref. 1149628)

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


for 7 nights $678

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. Sea views. Near amenities and beach. Near AONB. Stylish. Dorchester 8.4 miles; Bridport 19.9 miles. (Ref. 1138865)

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


for 7 nights $1690

  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • 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


for 7 nights $991

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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


for 7 nights $635

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A white painted wooden lodge situated in Morcombelake, Dorset. Pet-friendly. Large garden. Charmouth 3 miles; Lyme Regis 5.8 miles; Beer 16.2 miles. (Ref. 1106153)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 20% off - Sat 14th Feb to 21st Feb 2026

  • 10% off - Sat 28th Mar to 4th Apr 2026

  • 10% off - Sat 4th Apr to 11th Apr 2026


for 7 nights $810

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A delightful and spacious annexe with stunning views over Freshwater Bay in the village of Burton Bradstock. Beach 5 min. Terrace. WiFi. Dorchester 15 miles. (Ref. 994165)

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


for 7 nights $787

Last booked 2 days ago
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  • Sleeps20
  • Bedrooms10
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Combining three charming cottages to offer you a contemporary and homely dwelling, perfect for large gatherings with loved ones in the heart of Dorset. Pet-friendly. Games room. Spacious and stylish. Blandford Forum 3.7 miles. (Ref. 1025183)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • Games room


for 7 nights $3094

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A superb cottage situated in the rural settlement of Farrington in Dorset. Woodburning stove. WiFi. Pizza oven. Shaftesbury 5.6 miles; Blandford Forum 9.5 miles. (Ref. 1003500)

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


for 7 nights $537

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.2

    Good

  • Sykes rating

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


for 7 nights $720

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Wheelchair friendly holiday cottage. Garden, parking, WiFi. Beaminster 5 miles. (Ref. 967289)

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


for 7 nights $559