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Dorset Holiday Cottages

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Your Dorset search returned 1,052 cottages

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A living room with black leather sofas a glass coffee table with flowers and a lamp by the window at Harbourside Haven Apartment 3 in Weymouth
17
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An immaculate second-floor apartment resting in the centre of Weymouth. Marina views. Open-plan living room. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059264)

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


for 7 nights €799

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A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth
32
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)

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


for 7 nights €733

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A dining room with wooden chairs a table set with glasses and a bottle with view of garden and sea through open door at The Portland Suite in Lyme Regis
21
Lyme Regis, Dorset, DT7
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A tastefully converted apartment in the centre of Lyme Regis, Dorset. Spacious. Sea views. WiFi. Great location. Lyme Regis 0.1 miles; Charmouth 3.1 miles; Seaton 7.7 miles; Weymouth 28.7 miles. (Ref. 1105919)

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


for 7 nights €936

Last booked yesterday
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A stone cottage with a glass conservatory and a garden with flowers and trees at Grazeland Cottage in Bridport
28
Bridport, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Perfect cottage to base yourself surrounded by the beautiful Dorset countryside. Ideal for elderly and families as all on one level. Off road parking and wifi (Ref. 994231)

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


for 7 nights €638

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A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth
85
Weymouth, Dorset, DT4
  • Sleeps18
  • Bedrooms9
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)

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


for 7 nights €3002

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A stone and brick house with a small patio and table and chairs at Sea Glass in Lyme Regis
15
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

An elegant apartment a short walk from the centre of Lyme Regis in Dorset with Sea views and parking. Stylish. Spacious. WiFi. Parking. Lyme Regis 0.2 miles; Charmouth 3.2 miles; Seaton 7.7 miles; Weymouth 28.7 miles. (Ref. 1105962)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine


for 7 nights €684

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A brick exterior of a cottage with white doors and windows at Rupert Cottage Brewers Quay harbour
27
Brewers Quay harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Sleeping 4 cosy cottage in Weymouth. Close to harbour and all amenities. Gated development. (Ref. 994605)

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


for 7 nights €691

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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
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights €639

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An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland
42
Winterborne Stickland, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. Open plan living with beams and en suite-facilities. Woodburning stove. Blandford Forum 4 miles. (Ref. 19285)

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


for 7 nights €526

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A stone house with a small porch table and chairs next to a gravel driveway surrounded by bushes at Glyde House in Dorchester
55
Dorchester, Dorset, DT1
  • Sleeps8
  • Bedrooms5
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

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


for 7 nights €1361

Last booked 2 days ago
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A balcony with chairs overlooking a crowded beach with umbrellas by the sea at 1 Argyle House in Lyme Regis
14
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A stunning ground-floor apartment resting in Lyme Regis, Dorset. Private terrace. Electric stove fire. Close to a beach. Charmouth 2.9 miles; Axminster 6.2 miles; Bridport 9.6 miles; Sidmouth 16.3 miles. (Ref. 1115573)

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


for 7 nights €1151

Last booked 3 days ago
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A street with pastel colored houses and parked cars under a clear sky at Charleston Cottage in Charmouth
41
Charmouth, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Charleston Cottage is a charming, pet-friendly cottage with parking, located in the coastal village of Charmouth, on the Jurassic Coast of Dorset. Lyme Regis 2.8 miles; Axminster 5.4 miles; Bridport 7.7 miles. (Ref. 1164311)

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


for 7 nights €631

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A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington
Offer
59
Osmington, Dorset, DT3
  • Sleeps12
  • Bedrooms5
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Luxurious 5 star contemporary property. Games room. Indoor swimming pool. WiFi. Stunning views. Five en-suite bedrooms, one family bathroom. Large sitting room and generous sitting/dining room/kitchen. (Ref. 993982)

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

  • €1401 off - Sat 2nd May to 9th May 2026

  • €656 off - Sat 9th May to 16th May 2026

  • €1098 off - Sat 16th May to 23rd May 2026

  • €359 off - Sat 6th Jun to 13th Jun 2026

  • €422 off - Sat 13th Jun to 20th Jun 2026


for 7 nights €4071

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A backyard with a glass conservatory attached to a stone and tile roof building and wooden outdoor furniture on a patio at Fossil Barn in Weymouth
18
Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Contemporary barn conversion, close to the Dorset coast. Secluded garden. Solid oak flooring. Five minute drive to Weymouth. (Ref. 994207)

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


for 7 nights €812

Last booked today
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A brick building with multiple bay windows and doors along a street at The BoBo House in Weymouth
56
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

The BoBo House is a delightful terraced holiday home resting in the popular coastal town of Weymouth in Dorset set over four floors and near the beach. Dorchester 7 miles; Bridport 17 miles. (Ref. 1059621)

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


for 7 nights €1232

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Exterior view of a white timber-clad building with black framed windows and doors on a street with stone walls on either side Captains House Lyme Regis
47
Lyme Regis, Dorset, DT7
  • Sleeps9
  • Bedrooms5
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A contemporary detached house resting in Lyme Regis, Dorset. Sea views. Family-friendly. Charmouth 3.4 miles; Seaton 8 miles; Beer 9.7 miles. (Ref. 1106389)

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


for 7 nights €1729

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Front view of three terraced houses with plants and bushes in front at Kingfisher Cottage in Weymouth
19
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A terrace property resting close to the beach and harbour in Weymouth. Allocated parking for two cars. WiFi. Fortuneswell 4.7 miles; Dorchester 8.9 miles. (Ref. 1038344)

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


for 7 nights €656

Last booked 2 days ago
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A brick house with white framed windows a pale green door and parking signs outside at Anchor Cottage in Weymouth
21
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Anchor Cottage is a delightful, terraced home resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Family-friendly. Dorchester 7.6 miles; West Bay 17.8 miles. (Ref. 1150151)

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


for 7 nights €573

Last booked yesterday
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A white cabin with a wooden deck and furniture overlooking the sea with grassy lawn and trees at The Cabin in Lyme Regis
15
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An outstanding holiday chalet with direct views over Lyme Bay in Lyme Regis in Dorset. Sea views. Great location. WiFi. Parking. Lyme Regis 0.3 miles; Charmouth 3.3 miles; Honiton 14.7 miles; Weymouth 28.9 miles. (Ref. 1105794)

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


for 7 nights €766

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A patio with a table and chairs set outside a house with open glass doors and a large plant at Park Mews Weymouth
34
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stunning holiday home in the bustling seaside town centre of Weymouth in Dorset. Enclosed patio. Near beach. Smart TV. Isle of Portland 6.7 miles; Dorchester 8 miles; Bridport 20.2 miles. (Ref. 1054948)

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


for 7 nights €632

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