Preston Holiday Cottages

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Your Preston, Dorset search returned 376 cottages

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A brick semi detached house with a driveway garage and stairs leading to a gate at Dotties Retreat in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.8★

    Good

  • Sykes rating

Dotties Retreat, a lovely, three-storey abode located in the seaside town of Weymouth, Dorset. Near beach. Off-road parking. Enclosed garden. Pet-friendly. Dorchester 8.7 miles; Bridport 18.8 miles. (Ref. 1157026)

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


for 7 nights $948

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The Old Post Office - 1127439 - photo 1
33
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Old Post Office, a stylish pet-friendly house nestled in the town Weymouth, Dorset, features a Smart TV, proximity to the beach and marina. Dorchester 8.5 miles; Bridport 20.5 miles. (Ref. 1127439)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $699

Last booked yesterday
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An outdoor hot tub next to a blue house with glass doors and a garden with grass and bushes at Fisherman's Cottage in Southwell
25
Southwell, Dorset, DT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

A historic, 18th-century cottage resting in Portland, Dorset. Sea views. Character features. Hot tub. Near a pub. Easton 1.5 miles; Chiswell 3 miles; Weymouth 8 miles. (Ref. 1122551)

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


for 7 nights $1052

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A white two-story building with a blue door and black framed windows labeled Neptune Cottage in Fortuneswell
20
Fortuneswell, Dorset, DT5
  • Sleeps5
  • Bedrooms3
  • PetsYes

    3.8★

    Good

  • Sykes rating

Neptune cottage situated in the Isle of Portland is very cosy and comfortable. Perfect for dog walks. Beach 2 min. Welcomes two dogs. Pub 5 min, shop 10 min. Weymouth 5 miles. (Ref. 994425)

  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights $809

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A mobile home with a deck and table at Littlesea Holiday Park - Holiday Accommodation 13127 Weymouth
40

Holiday Park

Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms2
  • PetsYes

  • Sykes rating

39 Green Lands is a lovely pet-friendly caravan in Weymouth, Dorset, boasting onsite facilities and is close to the beach for a day out. Dorchester 9.2 miles; Bridport 17,6 miles. (Ref. 1185302)

  • Wi-fi
  • Swimming pool


for 7 nights $819

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A kitchen with a dining table and chairs at Apartment 3 in Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Vista Mare 3 is a delightful apartment located in the centre of Weymouth, a vibrant town in Dorset, with lovely sea views from an open-plan living space. Dorchester 7.5 miles; Bridport 21.1 miles. (Ref. 1164688)

  • Wi-fi
  • Dishwasher


for 7 nights $1569

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A balcony dining setup with plates glassware fruit bowl and bread overlooking a harbor at 65 Ocean View in Castletown Portland
31
Castletown, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.7★

    Good

  • Sykes rating

A well-presented apartment with views over Portland Marina in Castletown, Dorset. Balcony. En-suite. Beach nearby. Portland 2.1 miles; Weymouth 5 miles. (Ref. 1136982)

  • Wi-fi
  • Washing machine


for 7 nights $666

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A living room with a fireplace and kitchen visible at Fisherman’s Cottage
27
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Fisherman’s Cottage, a pleasant house nestled in Weymouth, Dorset, with an open-plan design, an enclosed courtyard and proximity to the beach and amenities. Dorchester 8.4 miles; Bridport 19 miles. (Ref. 1172825)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $651

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A living room with a sofa and dining area at Betty's Buoy Weymouth
29
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Betty’s Buoy is a stylish first-floor apartment in Weymouth, Dorset, with open-plan living and easy access to the beach. Dorchester 7.5 miles; Bridport 18.8 miles. (Ref. 1168986)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $624

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A building with apartments and boats at Harbourside Apartment Weymouth
23
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Harbourside Apartment is a waterfront retreat in Weymouth, Dorset, offering views of the town bridge and harbour with convenient access to amenities. Dorchester 8.4 miles; Bridport 20.4 miles. (Ref. 1189387)

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


for 7 nights $857

Last booked yesterday
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An outdoor view of a house with a table and chairs at Driftwood in Weymouth
27
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

Driftwood is a delightful, terraced holiday home situated in the popular coastal town of Weymouth in Dorset, set just a short walk from the beach. Dorchester 8.1 miles; Bridport 20.2 miles. (Ref. 1173824)

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


for 7 nights $671

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Exterior view of a row of houses with bay windows a blue door and a plant in a pot at The Shambles in Fortuneswell
25
Fortuneswell, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

A well-presented two-bedroom cottage resting in Fortuneswell in Dorset. Near a beach. Close to amenities. Woodburning stove. Wakeham 1.9 miles; Weymouth 5.2 miles; Abbotsbury 11.9 miles. (Ref. 1082838)

  • Wi-fi
  • Dishwasher


for 7 nights $825

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A garden with leafless trees and a small fence next to a stone and white brick building with solar panels on the roof at Carnotze in Owermoigne
18
Owermoigne, Dorset, DT2
  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.7★

    Good

  • Sykes rating

This rustic, single-storey holiday cottage rests in Owermoigne near Broadmayne, Dorset. Private parking. Pet-friendly. Romantic. Dorchester 6.8 miles; Weymouth 9 miles; Swanage 20.2 miles; Bridport 21.6 miles. (Ref. 1126079)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom


for 7 nights $510

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A house with a front door and gravel driveway at Coastguard Lookout in Wyke Regis
43
Wyke Regis, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Coastguard Lookout is a modern, reverse-level house near a beach in Wyke Regis, Dorset, with off-road parking, Juliet balcony, and underfloor heating. Weymouth 2.5 miles; Dorchester 9.6 miles. (Ref. 1169223)

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


for 7 nights $683

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An outdoor view of a cottage with a thatched roof and stone wall at Bracken Cottage in
11
Osmington, Dorset, DT3
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Bracken Cottage is a romantic property resting in the village of Osmington, Dorset, boasting an open-plan living area, is close to the beach and amenities. Weymouth 5.4 miles. (Ref. 1173628)

  • Wi-fi
  • Off-road parking


for 7 nights $609

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A cottage with a patio and chairs at Bubbs Cottage
39
Winfrith Newburgh, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Bubbs Cottage is a charming thatched cottage near Winfrith Newburgh, Dorset, boasting proximity to the Jurassic Coast, WiFi, a garden and allows pets. Dorchester 9 miles; Wareham 8 miles. (Ref. 1183195)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $1004

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A house with windows and a pathway at 1 Fernhill Avenue Weymouth
62
Weymouth, Dorset, DT4
  • Sleeps8
  • Bedrooms4
  • PetsNo

  • Sykes rating

Greenwell, a delightful house located in the town of Weymouth in Dorset boasting a Smart TV, woodburning stove and proximity to the beach and pub. Dorchester 7 miles; Bridport 17 miles. (Ref. 1128598)

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


for 7 nights $1380

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A building facade with multiple windows and a front door at 9 The Esplanade
67
Weymouth, Dorset, DT4
  • Sleeps13
  • Bedrooms7
  • PetsNo

  • Sykes rating

The Warwick is a spacious holiday home in Weymouth, Dorset Coast, with seven TVs, en-suite bedrooms and central location. Dorchester 8.1 miles; Bridport 20.8 miles. (Ref. 1182836)

  • Wi-fi
  • Dishwasher


for 7 nights $2378

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A row of cottages with wooden fences and outdoor furniture at Emminster in Nottington near Weymouth
33
Nottington near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.3★

  • Sykes rating

Emminster is a lovely 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. 1105445)

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


for 7 nights $729

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A house with windows and a garden at June Cottage in Wool
35
Wool, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

June Cottage is a lovely cottage situated on the outskirts of Wool in Dorset, allowing pets and is well-situated to nearby attractions and amenities. East Lulworth 4.3 miles; Wareham 6.3 miles; Weymouth 12.9 miles. (Ref. 1181945)

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


for 7 nights $788

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