Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 670 cottages

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A harbor with boats docked near buildings and a raised drawbridge at Harbours Edge in Brewers Quay Harbour
27
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2★

    Good

  • Sykes rating

Perfectly located on the harbour side in the heart of Weymouth. Watch the boats sail by and the daily catch being landed. (Ref. 994172)

  • Wi-fi
  • Washing machine


for 7 nights £497

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A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch
29
Between Milborne St Andrew and Winterborne Whitechurch, Dorset, DT11
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A superb, detached barn conversion set in the countryside near Winterborne Whitechurch. Excellent walking nearby. Great touring base. Dorset Coast easily accessible. Pet-friendly. Winterbourne Whitechurch 0.9 miles; Blandford Forum 6.6 miles. (Ref. 5188)

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


for 7 nights £671

Last booked 2 days ago
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A coastal town with houses along the shoreline and a beach at The View in Portland
29
Portland, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Bright contemporary property perfect groups of guests in the Isle of Portland. Sea views. WiFi. Shop 10 min. Pub 5 min. Beach 5 min. Weymouth 4.9 miles. (Ref. 994754)

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


for 7 nights £766

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A white semi detached house with blue doors and a blue fence under a clear sky at Ashwood Brewers Quay Harbour
22
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4★

    Good

  • Sykes rating

Modern 3 Storey house. Close to the Harbour, Newton’s Cove and Brewers Quay. WIFI. Parking for one car. 5 minutes to local shop. 15 minute walk to town centre. (Ref. 993939)

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


for 7 nights £765

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Front exterior of a cottage with a bench potted plant and a hanging basket at Spring Rose Cottage in Fortuneswell
38
Fortuneswell, Dorset, DT5
  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A charming terraced property resting in Fortuneswell, Dorset. Sea views. WiFi. Terrace garden. Pet-friendly. Weymouth 5.2 miles. (Ref. 1035417)

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


for 7 nights £490

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A brick terraced house with a white front door gravel front garden and small plants at Home Waters in Wyke Regis
23
Wyke Regis, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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


for 7 nights £592

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The exterior of a brick house with white doors and windows outdoor chairs and plants at Footprint Brewers Quay Harbour
22
Brewers Quay Harbour, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Footprint a converted stable located in a gated development in Weymouth close to harbour and beach. En-suite master bedroom. Beach 1 mile. Dorchester 9 miles. (Ref. 994201)

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

  • £357 off - Mon 22nd Dec to 29th Dec 2025

  • £351 off - Mon 29th Dec 2025 to 5th Jan 2026


for 7 nights £695

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A row of attached houses with brick and beige facades on a street with sidewalks at Globe Cottage in Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Three bedroom terraced property in central Weymouth. Open plan living area. (Ref. 1095056)

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


for 7 nights £779

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A balcony with a round table holding a bottle and two wine glasses with two chairs and a sea view at Sunbeach in Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. Excellent location. Smart TV. WiFi. Dorchester 7.4 miles; Bridport 18.8 miles. (Ref. 1123724)

  • Wi-fi


for 7 nights £557

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An outdoor patio with wooden table and chairs in a grassy area beside a brick building at Woodlands Cottage in Ringstead
29
Ringstead, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Three bedroomed bungalow located just half a mile from Ringstead Beach. A large garden, welcomes 2 dogs, a good base for walking the coast path. (Ref. 994807)

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

  • 20% off - Fri 7th Nov to 28th Nov 2025


for 7 nights £524

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A cottage with a patio and garden at Droop Farm Cottage in Droop near Hazelbury Bryan
44
Droop near Hazelbury Bryan, Dorset, DT10
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A superb, Grade II listed cottage built of local stone and set deep in the Dorset countryside. WiFi. Pet-friendly. Yeovil 15.8 miles. (Ref. 988951)

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


for 7 nights £707

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A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers
56
Lytchett Matravers, Dorset, BH16
  • Sleeps10
  • Bedrooms4
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. Near an AONB. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084629)

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

  • 5% off - Fri 19th Dec to 31st Dec 2025


for 7 nights £1579

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A row of terraced houses with different colored facades along a street at Old Harbour Townhouse in Weymouth
31
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. Near coast. Woodburning stove. Open-plan. Near pub. Dorchester 8.7 miles; Bridport 19.4 miles. (Ref. 1159836)

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


for 7 nights £692

Last booked yesterday
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The front exterior of a brick house with several windows a wooden door and a white garage door at Mariners Rest in Weymouth
15
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Set in a lovely and quiet residential area of Weymouth, the house is a comfortable getaway for a family. One dog welcome. Wifi. Shop and pub 5 min. Beach 10 min. Dorchester 7 miles. (Ref. 994377)

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


for 7 nights £609

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Exterior view of a building with black doors and windows a wooden picnic table and umbrella on a patio at Rowdens Barn in Winterborne Stickland
27
Winterborne Stickland, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Beamed, single-storey holiday cottage near Winterborne Stickland. Exceptional barn conversion offering open plan living, woodburning stove, en-suite facilities and on-site games room. Area of Outstanding Natural Beauty. Blandford Forum 4 miles. (Ref. 905898)

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


for 7 nights £442

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A street view of stone and brick houses with white doors and windows in Bell Cottage in Dorchester
39
Dorchester, Dorset, DT1
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2★

    Good

  • 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


for 7 nights £374

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Front view of a brick house with decorated windows and a black door with red steps and a driveway at Gone Fishing in Brewers Quay Harbour
32
Brewers Quay Harbour, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio. (Ref. 994226)

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


for 7 nights £966

Last booked yesterday
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A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash
43
Salwayash, Dorset, DT6
  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Beautiful converted farmhouse. Pet friendly. Games room. Parking, WiFi. Bridport 3 miles. (Ref. 976544)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £1478

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A stone building with a tiled roof and wooden extension next to signs indicating walking routes and a cafe at The Cow Shed in Toller Porcorum
47
Toller Porcorum, Dorset, DT2
  • Sleeps15
  • Bedrooms9
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

The Cow Shed, a welcoming cottage resting in the hamlet of Lower Kingcombe near Maiden Newton in Dorset, with a pet-friendly policy and on-site facilities. West Bay 11.1 miles; Lyme Regis 20.1 miles; Weymouth 20.4 miles. (Ref. 1150218)

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


for 7 nights £1118

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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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