Preston Holiday Cottages

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Your Preston, Dorset search returned 376 cottages

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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Sykes Rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $769

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

A stone Fisherman's cottage on Portland, WIFI, ideal location for exploring Portland, sail at the National Sailing academy and the Jurassic Coast. (Ref. 993918)

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

7 nights from $791

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.1

    Sykes Rating

This lovely mid-terrace cottage lies in West Bexington, Dorset. Near to beach. Jurassic Coast. Off-road parking. West Bay 5.7 miles; Weymouth 13.7 miles. (Ref. 1026857)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 10% off - Sat 21st Jun to 24th Jul 2025

7 nights from $848

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Sykes Rating

Beautiful and spacious cottage over three floors in Weymouth. Next to the Old Harbour and close to town centre. Beach 1 mile. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994354)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from $761

Last booked 9 hours ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    Sykes Rating

Anchor Cottage is a traditional 19th-century Portland Stone cottage resting in the charming village of Weston, Portland, Dorset, with off-road parking. Fortuneswell 1.6 miles; Weymouth 7 miles; Dorchester 14.1 miles; West Bay 21.8 miles. (Ref. 1160217)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $720

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

An attractive, converted Victorian school resting within Piddletrenthide. WiFi. Woodburning stove. Pet-friendly. Off-road parking. Dorchester 8 miles. (Ref. 933650)

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

7 nights from $936

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Sykes Rating

Sunny Croft is a delightful 1930s bungalow in Broadmayne, near Dorchester, Dorset. Stunning countryside views. Hot tub. Large garden. Private parking. Dorchester 4 miles; Weymouth 7.5 miles. (Ref. 977681)

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

7 nights from $1041

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.1

    Sykes Rating

Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people. Welcomes two dogs. Pub and shop 7 min. Beach 1.5 miles. Dorchester 8.7 miles. (Ref. 994638)

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

7 nights from $1085

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.2

    Sykes Rating

A wonderful, newly renovated three-bedroom house resting in Weymouth, Dorset. Pet-friendly. Near a beach. Family-friendly. Enclosed patio. Dorchester 8.8 miles; Bridport 20.9 miles. (Ref. 1094065)

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

7 nights from $855

7 nights from $1021

Last booked yesterday
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  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.5

    Sykes Rating

A well-positioned, three-storey home resting in Fortuneswell, Dorset. Sea views. Close to amenities and the beach. Family-friendly. Private decked area. Near AONB. Weymouth 5.3 miles. (Ref. 1120221)

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

7 nights from $747

Last booked 2 days ago
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

Gold Gems Award Winner for Best on the South Coast 2023. A picturesque, reverse level Coach House settled in White Lackington near Piddletrenthide, Dorset. Private parking. Enclosed garden. Woodburning stove. Pet-free. Dorchester 6.7 miles. (Ref. 1087048)

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

7 nights from $910

Last booked 2 days ago
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

A wonderful apartment that sleeps up to three people resting in Weymouth, Dorset. Open-plan. Near a beach. Close to amenities. Dorchester 7.8 miles; Bridport 18.5 miles. (Ref. 1057385)

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

7 nights from $639

Last booked yesterday
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  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8

    Sykes Rating

The Cheesehouse is an exceptional, pet-friendly five-bedroom home resting in Litton Cheney, Dorset featuring a games room with pool, darts and bar area. Dorchester 9.9 miles; Yeovil 20.9 miles. (Ref. 1161994)

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

7 nights from $1839

  • Sleeps10
  • Bedrooms5
  • PetsYes

    3.9

    Sykes Rating

A superb, Grade II listed house set on the harbour side in Weymouth. Sleeps 10. WiFi. Close to shop, café and pub. Dorchester 8.5 miles. (Ref. 1005020)

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

7 nights from $1920

  • Sleeps10
  • Bedrooms5
  • PetsYes

    Sykes Rating

26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. Smart TV. Pet-friendly. Sea views. Close to amenities. Dorchester 7.9 miles; Bridport 20.6 miles. (Ref. 1118900)

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

7 nights from $1664

  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.8

    Sykes Rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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

7 nights from $1367

  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.3

    Sykes Rating

A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. Sleeps 9, WIFI, stylish curved kitchen. Games Room (Ref. 993976)

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

7 nights from $1591

  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.7

    Sykes Rating

Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. Original features. Close to amenities, attractions and the harbour. Balcony. Dorchester 8.5 miles; West Lulworth 15.3 miles. (Ref. 1137640)

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

7 nights from $886

Last booked 9 hours ago
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  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.5

    Sykes Rating

Comfortable renovated cottage with rear garden and close to the town centre. Garden with furniture. Pub 5 mins. Beach 1 mile. Dorchester 9 miles. (Ref. 994191)

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

7 nights from $805