Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 674 cottages

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A dining area with a long table set with plates glasses and bread surrounded by blue chairs and a kitchen with appliances and plants at Beachaven in Weymouth
48
Weymouth, Dorset, DT4
  • Sleeps15
  • Bedrooms7
  • PetsNo

  • Sykes rating

Beachaven is a charming holiday home, set over three floors, located in the popular resort of Weymouth in Dorset resting near the beach and amenities. Dorchester 7.6 miles; Bridport 19.2 miles. (Ref. 1151664)

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


for 7 nights £1451

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A brick semi detached house with white framed windows and a wooden fence in front at 8 Biddlecombe Orchard in Bridport
22
Bridport, Dorset, DT6
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

8 Biddlecombe Orchard is a contemporary property resting in the town of Bridport, Dorset. Close to a beach. Off-road parking. Jurassic Coast. Smart TV. West Bay 2.4 miles; Axminster 12.4 miles; Seaton 18.3 miles. (Ref. 1152418)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £562

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An outdoor area with a wooden bench and table set on gravel outside a brown wooden house with blue window frames and a tiled roof at Shippon Barn in Yeovil
18
Yeovil, Somerset, BA22
  • 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 £449

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An exterior view of a multi-story residential building with balconies and large windows at Townbridge Apartment in Weymouth
34
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2★

    Good

  • Sykes rating

A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. Open-plan living space. Private parking. Close to the coast. Chickerell 3 miles; Dorchester 8.3 miles; Swanage 28.9 miles. (Ref. 1111030)

  • Wi-fi
  • Dishwasher


for 7 nights £642

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A brick terraced house with bay windows and a front door numbered 7 with adjacent houses at Seahorse Cottage in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

Delightful stone terraced cottage close to Old Harbour in Weymouth, Dorset. Conservatory and garden. Pet-friendly. Beach 1 mile, shop and pub 0.3 miles. Dorchester 7 miles. (Ref. 1000703)

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


for 7 nights £610

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A modern apartment building with balconies and large windows at 2 Driftwood in West Bay
29
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A first-floor apartment situated in West Bay, Dorset. Off-road parking. Family-friendly. Charmouth 8.5 miles; Lyme Regis 11.3 miles; Seaton 19 miles. (Ref. 1106152)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 10% off - Mon 24th Nov to 31st Dec 2025


for 7 nights £588

Last booked yesterday
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A stone building with white framed windows and a door along a paved street in a residential area at Brewers Retreat in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4★

    Good

  • Sykes rating

A lovely one-bedroom holiday home perched on the outskirts of Weymouth, Dorset. Romantic. Near a beach. Pet-free. Close to amenities. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1114655)

  • Wi-fi
  • Washing machine


for 7 nights £556

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A dining room with a table set for dinner at Otter Cottage in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A boutique, period home moments from Weymouth's iconic harbour. Dorchester 8.3 miles; Bridport 18.9 miles (Ref. 1177943)

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


for 7 nights £652

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Stone cottage with thatched roof and white door with windows at Laurel Cottage in Osmington
21
Osmington, Dorset, DT3
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.1★

    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


for 7 nights £494

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Stone cottage with thatched roof behind a metal gate and garden at Lychgate Cottage Osmington
42
Osmington, Dorset, DT3
  • 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


for 7 nights £740

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A brick house with a tiled roof and white doors and windows surrounded by a garden with plants and shrubs at Thorncroft in West Bay
29
West Bay, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A charming chalet-style bungalow resting within the town of West Bay. WiFi. Off-road parking. Weymouth 17.8 miles. (Ref. 1013337)

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


for 7 nights £740

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A stone house with solar panels on the roof surrounded by a garden and bushes at Manor Lodge Burton Bradstock
37
Burton Bradstock, Dorset, DT6 4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

An outstanding, extensive cottage in Burton Bradstock in Dorset. Spacious. Family-friendly. Walled gardens. WiFi. Burton Bradstock 0.2 miles; Abbotsbury 6.6 miles; Lyme Regis 12.3 miles; Seaton 20.2 miles. (Ref. 1106219)

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


for 7 nights £2476

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A brick terraced house with a green front door and front lawn at The Lookout -The House With A View in Weymouth
29
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

A well-presented, mid-terrace property resting within the village of Wyke Regis. Sea views. Pet-friendly. WiFi. Weymouth 2 miles; Dorchester 9 miles. (Ref. 1006910)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £677

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The front entrance of a house with a green door and a window beside it with plants in black pots on a paved area at Sea Gem in Castletown Portland
43
Castletown, Portland, Dorset, DT5
  • 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 £922

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A stone and wood house with a tiled roof and grass in front at The Courthouse in Sutton Poyntz
20
Sutton Poyntz, Dorset, DT3
  • 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


for 7 nights £823

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A living room with a brown sectional sofa armchair and round coffee table near a sliding door at Waterston Cottage in West Lulworth
42
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

This beautiful three-bedroom property resides in West Lulworth, Dorset. Off-road parking. In an AONB. En-suite bedrooms. Close to amenities and a beach. Wareham 8.8 miles; Weymouth 15.3 miles. (Ref. 1126738)

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


for 7 nights £872

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Exterior view of a stone and brick house with windows and a gravel yard at 1 Aplands in Child Okeford
25
Child Okeford, Dorset, DT11
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A well-presented, two-bedroom dwelling residing in Child Okeford, Dorset. Roadside parking. Woodburning stove. Near an AONB. Blandford Forum 7 miles; Shaftesbury 7.9 miles. (Ref. 1137517)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £470

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A balcony with a wooden dining table and chairs overlooking a harbor with boats and buildings at Venezuela West Bay
37
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A desirable second-floor apartment close to West Bay in the heart of Dorset. Flexible accommodation. Lift access. WiFi. Open-plan. Harbour Views. West Bay 0.1 miles; Bridport 2 miles; Seatown 5.3 miles; Lyme Regis 11.4 miles. (Ref. 1106615)

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


for 7 nights £769

Last booked 8 hours ago
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Exterior view of a stone cottage with white-framed windows and a wooden porch surrounded by green foliage at Honeypot Cottage in Shipton Gorge near Burton Bradstock
33
Shipton Gorge near Burton Bradstock, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming holiday home resting near Shipton Bradstock, Dorset. Dog-friendly. Woodburing stove. Close to beach. Bridport 2.7 miles; Dorchester 13.7 miles; Weymouth 19.8 miles; Yeovil 20.7 miles. (Ref. 1074488)

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


for 7 nights £780

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A thatched roof cottage with a path leading through a lawn and a garden at Thatch Cottage in Buckland Newton
27
Buckland Newton, Dorset, DT2
  • 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 £748

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