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Dorset Holiday Cottages

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Your Dorset search returned 1,039 cottages

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A brick house with a black front door and three windows with gravel and plants in the front garden at The Pines in Weymouth
28
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Tucked in a quiet location in Weymouth, The Pines is a modern holiday home for families or couples. Welcomes two dogs. Pub and shop 10 mins. Beach 1 mile. Dorchester 9 miles. (Ref. 994549)

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

  • $452 off - Mon 22nd Dec to 29th Dec 2025

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


for 7 nights $870

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Exterior of a row of white buildings with balconies and doors including a restaurant named ENZO at Bliss On The Bay Weymouth
24
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A stylish apartment resting on Weymouth's beautiful esplanade. Sleeps 4. Opposite beach. Off road parking. WiFi. Dorchester 7.3 miles; Bridport 20.3 miles. (Ref. 1067722)

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


for 7 nights $794

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An old stone building with multiple windows and a tower under a blue sky at 7 Coram Tower in Lyme Regis
16
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A historic second-floor apartment situated in Lyme Regis, Dorset. Couples’ getaway. Sea views. Off-road parking. Charmouth 3.2 miles; Seaton 7.7 miles; Devon 38 miles. (Ref. 1106024)

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


for 7 nights $633

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A bungalow with a tiled roof and gravel front garden with plants at The Willows in Preston Weymouth
29
Preston, Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This delightful, two-bedroom bungalow rests in Preston, Dorset. Ground-floor living. Enclosed garden. Near an AONB. Weymouth 3.5 miles. (Ref. 1126160)

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


for 7 nights $786

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A street view of two adjoining houses one with a cream exterior and the other with a light blue exterior at 17 Mill Green Lyme Regis
20
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A terraced cottage situated in Lyme Regis, Dorset. Close to a beach. Family-friendly. Off-road parking. Charmouth 3 miles; Seaton 8.1 miles; Devon 37.4 miles. (Ref. 1106118)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights $1226

Last booked yesterday
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Exterior view of three adjacent terraced houses with bay windows and chimneys at Harbourside House in Brewers Quay Harbour
50
Brewers Quay Harbour, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4★

    Good

  • Sykes rating

Beautiful holiday cottage over three floors beside Old Harbour in Weymouth. Harbour views. Patio with furniture. Pubs and shop 5 mins. Beach 10 mins. Bridport 22 miles. (Ref. 994256)

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


for 7 nights $1742

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A stone and brick house with a slate roof and arched doorway by a hedge at St Mary's Chapel in West Lulworth
25
West Lulworth, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Located in the coastal village of West Lulworth is this stunning converted chapel. Stylish and contemporary interior. WiFi. Woodburning stove. Wareham 8.9 miles; Dorchester 12.7 miles; Weymouth 20.7 miles. (Ref. 1055781)

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


for 7 nights $1501

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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 $1470

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The exterior of The Bakehouse with a sign and plants at Lyme Regis
34
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A superb Grade II listed cottage in the centre of Lyme Regis in Dorset. Traditional features. Great location. Attractive gardens. WiFi. Lyme Regis 0.1 miles; Charmouth 3.1 miles; Seaton 8 miles. (Ref. 1106462)

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


for 7 nights $1372

Last booked 2 days ago
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An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
33
Upwey near Weymouth, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)

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


for 7 nights $892

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Exterior view of a white townhouse with blue doors and railings and stone columns at Hops House in Brewers Quay Harbour
25
Brewers Quay Harbour, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4★

    Good

  • Sykes rating

Modern and well-furnished Hops House is an ideal family holiday home in Weymouth. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 9 miles. (Ref. 994277)

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


for 7 nights $996

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A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey
18
Upwey, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

This picturesque cottage, situated in the village of Upwey, with parking. Short drive to Weymouth. Close to pub and tea rooms. Lovely walks nearby. (Ref. 994658)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights $621

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A stone house with green garage doors and white windows next to a building with a boarded-up window at Swanage Driftwood in Swanage
37
Swanage, Dorset, BH19
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Sleeps 10, large open plan living kitchen dining room. 3 bathrooms, central Swanage location close to the beach. WiFi. (Ref. 994706)

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


for 7 nights $1592

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A stone building with multiple windows and a bay window near a road with a stone wall and trees at 6 Coram Tower in Lyme Regis
13
Lyme Regis, Dorset, DT7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A historic second-floor apartment situated in Lyme Regis, Dorset. Couples’ getaway. Sea views. Off-road parking. Charmouth 3.2 miles; Seaton 7.7 miles; Devon 38 miles. (Ref. 1105851)

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


for 7 nights $640

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A street view showing old and new boathouse buildings and inner harbour with boats in the background at Old Boathouse Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Centrally located in Weymouth beautiful holiday home for family or friends. Walking distance to town centre. WiFi. Shop and pub 5 min. Beach 10 min. Dorchester 8.5 miles. (Ref. 994461)

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


for 7 nights $813

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A backyard with a brick house a blue wooden shed a small fenced garden and plants at Sandpiper in Weymouth
41
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A lovely one-bedroom holiday home resting in Weymouth, Dorset. Romantic. Off-road parking. Private garden. Near a beach. Dorchester 10.2 miles; Bridport 18.8 miles. (Ref. 1092449)

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


for 7 nights $632

Last booked yesterday
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A living room with a TV on a stand a coffee table with board games a clock on the wall and large windows showing a sea view at Beach View Apartment 3 in Greenhill
19
Greenhill, Dorset, DT4
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Directly on the seafront. First floor period apartment. Bright and comfortable. Breath-taking sea views. En-suite shower room. WiFi. Off road parking with garage. (Ref. 993989)

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


for 7 nights $875

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A corner seating area with striped and patterned cushions a floor lamp and a window seat overlooking the beach and sea at Starfish in Lyme Regis
18
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

An impressive second-floor apartment in the heart of Lyme Regis. Spacious. Sea views. Open-plan. WiFi. Lyme Regis 0.1 miles; Bridport 9.7 miles; Sidmouth 16.3 miles. (Ref. 1106018)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $946

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A white two-story house with four windows and a blue door surrounded by green grass and pink flowers
22
Bridport, Dorset, DT6
  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A splendid, detached townhouse nestled between Bridport and West Bay in Dorset. Spacious. Dog-friendly. Family-friendly. Enclosed gardens. WiFi. Bridport 0.9 miles; West Bay 1 mile; Lyme Regis 10.3 miles; Axminster 12.8 miles. (Ref. 1106458)

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


for 7 nights $1716

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A living room with a dark blue sofa wooden dining table set with plates and glasses and a television near large windows at Moonbeam View in Lyme Regis
27
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Moonbeam View is a wonderfully presented ground-floor apartment situated in Lyme Regis, Dorset near local amenities, the beach and with en-suites. Charmouth 3.3 miles; Axminster 5 miles; Bridport 10 miles; Sidmouth 15.5 miles. (Ref. 1119814)

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


for 7 nights $713

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