Preston Holiday Cottages

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Your Preston, Dorset search returned 375 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Sunset Lodge is a lovely retreat on Portland, moments from Chesil beach in Fortuneswell, Dorset, enjoying wonderful coastal views from the a balcony. Weymouth 5.3 miles. (Ref. 1173296)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £627

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. Wifi. Close to shops and restaurants. (Ref. 1132245)

  • Wi-fi
  • Washing machine

7 nights from £498

  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. Near beach. Near shop. Near pub. Enclosed garden. Pet-friendly. Dorchester 7 miles; Bridport 17 miles. (Ref. 1154207)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 5% off - Fri 21st Feb to 31st Dec 2025

7 nights from £533

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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 £595

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Tithe Barn Cottage is a beautifully presented, dog-friendly 2-bedroom detached cottage at Litton Cheney, a village in the heart of the Dorset countryside. Bridport 6.5 miles; Dorchester 13.1 miles; Weymouth 16.4 miles; Yeovil 21.4 miles (Ref. 1174942)

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

7 nights from £615

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach. Weymouth 5.5 miles (Ref. 1158103)

  • Wi-fi
  • Washing machine

7 nights from £491

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

Semi-detached lovely holiday home perfect for families. Situated in Osmington Mills village. Garden. Welcomes two dogs. Shop 3 miles. Pub 2 miles. Beach 5 min. Weymouth 6 miles. (Ref. 994764)

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

7 nights from £842

  • Sleeps7
  • Bedrooms4
  • PetsYes
  • Sykes rating

The White House is a fantastic pet-friendly house in Piddletrenthide, Dorset, boasting a BBQ, a Wendy house and a stream in the garden for kids to fish. Dorchester 8.2 miles. (Ref. 1179253)

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

7 nights from £1121

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

Two bedroom cottage close to Weymouth harbour. Dog friendly. Close to all amenities. (Ref. 994236)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £464

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • 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

7 nights from £673

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Driftwood is a delightful, detached 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

7 nights from £487

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

An end-of-terrace, three-storey property nestled just paces from the harbour in Weymouth, Dorset. Child-friendly. Hot tub. Close to amenities and beach. Dorchester 8.2 miles; Bridport 20.4 miles. (Ref. 1097631)

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

7 nights from £803

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A characterful, thatched cottage resting in Langton Herring near Chickerell, Dorset. Original features. Close to amenities. Dorset AONB. Pet-friendly. Abbotsbury 4.5 miles; Weymouth 5.8 miles; Portland 9.3 miles; Dorchester 9.7 miles. (Ref. 1123272)

  • Wi-fi
  • Baby-friendly

7 nights from £524

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Dirdale is a tasteful lodge resting in rural 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. 1105458)

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

7 nights from £677

Last booked yesterday
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  • 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

7 nights from £1204

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Manhattan Beach is an apartment with a balcony with sunning sea and marina vistas, on the edge of the village of Castletown, Isle of Portland, in Dorset. Portland 2.2 miles; Weymouth 5.5 miles; Dorchester 12.5 miles. (Ref. 1161472)

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

7 nights from £596

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.1

    Good

  • 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

7 nights from £637

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.1

    Good

  • Sykes rating

Sleeps 10, fully renovated 5 storey Georgian sea front house, Large TV, sea views, 3 en-suite bedrooms, less than 50m to the beach. WiFi. (Ref. 1001820)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £1479

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. Attractive, well-appointed and modern holiday cottage. Many attractions and activities within reach. Weymouth 3.5 miles. (Ref. 932159)

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

7 nights from £622

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This delightful, one-bedroom holiday hut rests in Piddletrenthide, Dorset. Open-plan. Ground-floor living. Romantic. Countryside views. Dorchester 8.9 miles. (Ref. 1131511)

  • Wi-fi
  • Ground floor bedroom

7 nights from £577