Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 676 cottages

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A brick house with white windows and door surrounded by green bushes and trees with a hill in the background at The Beach House in West Bay
32
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A splendid property, situated in West Bay, Dorset. Electric fire. Off-road parking. Enclosed garden. Bridport 1.4 miles; West Bexington 6 miles; Lyme Regis 7 miles. (Ref. 1099309)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights $712

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An exterior view of Shepherd Oak near Weymouth with plants and a wooden wall
51
Upwey near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. Very high standard of accommodation with en-suite facilities and vaulted ceiling. Dog-friendly, plenty to see and do in the area. Weymouth 3.5 miles. (Ref. 932158)

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


for 7 nights $840

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A living room with a beige sectional sofa and colorful cushions a wicker coffee table a small round white table with baked goods a lamp a chair with a pillow a dining area with wooden chairs and a table at Winkle Cottage in Weymouth
38
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. Dorchester 8.5 miles; Bridport 19.3 miles. (Ref. 1140944)

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

  • 5% off - Fri 3rd Apr to 2nd May 2026


for 7 nights $922

Last booked yesterday
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An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland
24
Winterborne Stickland, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Lovely, well-appointed single-storey cottage near Winterborne Stickland. En-suite. Woodburner. Games room. Area of Outstanding Natural Beauty. Lovely walking country. Blandford Forum 4 miles. (Ref. 905896)

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


for 7 nights $636

Last booked 2 days ago
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An outdoor seating area with a table and chairs in front of a wooden house with a tiled roof and a small garden at Garland in Nottington near Weymouth
31
Nottington near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

Garland is a delightful abode resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105442)

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


for 7 nights $781

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An exterior view of a stone house with wooden windows and door on a gravel ground at The Stables Burton Bradstock
31
Burton Bradstock, Dorset, DT6
  • 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


for 7 nights $1296

Last booked yesterday
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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 $3418

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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 $687

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A street corner with a large rusted anchor and flower pots in front of modern apartment buildings at Sandstones in West Bay
14
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A charming second-floor apartment in the heart of West Bay in Dorset. Spacious, 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. 1106414)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $1024

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A garden with a house in the background at Poppy Cottage Charlton Marshall
38
Charlton Marshall, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Charming 19th century terraced cottage in handy village location. Open fire. Pretty enclosed garden. Good walking and cycling. In Charlton Marshall. (Ref. 976077)

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


for 7 nights $614

Last booked 2 days ago
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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 $1321

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A modern building with curved metal roof and balconies at 8 Driftwood in West Bay
13
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. 1106102)

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


for 7 nights $767

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A living room with a TV on a white stand and a black sofa with animal print cushions at Sunny Days in Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Modern refurbished terraced cottage in Weymouth, sleeping 4, short walk to the beach and town, WiFi, Off road parking for 1 car. (Ref. 994696)

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


for 7 nights $738

Last booked 9 hours ago
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A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland
27
Castletown, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles. (Ref. 1119638)

  • Wi-fi
  • Swimming pool
  • Dishwasher
  • Washing machine


for 7 nights $760

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Stone house with white windows and a garden with outdoor furniture at Pomme Blushe House in Shipton Gorge
40
Shipton Gorge, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Pomme Blushe House, a stunningly-presented stone cottage located outside of the charming town of Bridport, Dorset. Pet-friendly. Garden with hot tub. Lyme Regis 13 miles; West Bay 3.8 miles. (Ref. 1150821)

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


for 7 nights $1336

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A pink house with open double doors and a picnic table on a grass lawn with a stone wall and countryside beyond at Cliff Farm No 2 Cottage Burton Bradstock
23
Burton Bradstock, Dorset, DT6
  • Sleeps5
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A traditional farmhouse on the cliff top in Burton Bradstock, close to Hive Beach and it’s renowned café, West Bay, Wifi. Close to coastal walks. (Ref. 994095)

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


for 7 nights $621

Last booked yesterday
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A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth
36
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Harbour Retreat is an eclectic first-floor apartment close to the harbour and beach, with roadside parking, in the heart of Weymouth in Dorset. Dorchester 8.3 miles; Bridport 20.5 miles. (Ref. 1164179)

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


for 7 nights $758

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A row of terraced houses on a street with paved sidewalk and cobblestone road at Lobster Cottage Brewers Quay Harbour
30
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4★

    Good

  • Sykes rating

Lovely and comfortable cottage next to the harbour in Weymouth. Wifi. Shop and pub 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994351)

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


for 7 nights $781

Last booked yesterday
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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 $725

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A two-story brick house with three chimneys two white doors and small front gardens at Mead Cottage in West Bay
22
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This charming two-bedroom property resides in Bridport, Dorset. Gas fire. Close to amenities. Pretty views. West Bay 0.6 miles; Lyme Regis 10.8 miles. (Ref. 1114596)

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


for 7 nights $690

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