24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Preston Holiday Cottages

REFINE SEARCH

Your Preston, Dorset search returned 372 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 3 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Traditional cute cottage, in the town centre side of Weymouth harbour. WIFI, Close to Shops, restaurants and bars. Perfect for a couples retreat. (Ref. 994240)

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

7 nights from £476

7 nights from £940

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.8

    Sykes Rating

A characterful one-bedroom property resting in Weymouth, Dorset. Close to amenities and a beach. Near an AONB. Couples retreat. Dorchester 6.8 miles; Bridport 18.3 miles. (Ref. 1125691)

  • Wi-fi

7 nights from £307

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.7

    Sykes Rating

A lovely one-bedroom holiday home perched on the outskirts of Weymouth, Dorset. Romantic. Near a beach. Pet-free. Close to amenities. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1114655)

  • Wi-fi

7 nights from £531

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Located in a quiet residential street in Weymouth, Pedaller’s cottage is a delightful home for families. Short walk to town. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8.6 miles. (Ref. 994539)

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

7 nights from £781

  • 7 Guests
  • 4 Bedrooms
  • Pets No

    4.3

    Sykes Rating

Mutiny House is situated in a harbourside location in Weymouth. Perfect for a family or group of friends. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994414)

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

7 nights from £940

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A sea-front two-bedroom apartment fronting Weymouth bay, Dorset. Beautiful views. En-suite bedroom. Woodburning stove. Near beach. Dorchester 7.6 miles; Bridport 21.3 miles; Poole 31.4 miles. (Ref. 1100406)

  • Wi-fi
  • Dishwasher

7 nights from £631

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)

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

7 nights from £675

  • 2 Guests
  • 1 Bedroom
  • Pets No

    Sykes Rating

The Loft @ No36, a contemporary, third-floor apartment situated in the heart of Weymouth in Dorset, enjoying sea views with the bech on your doorstep. Dorchester 7.8 miles; Bridport 19.1 miles. (Ref. 1162205)

  • Wi-fi
  • Off-road parking

7 nights from £485

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A pretty thatched cottage located just a short walk from the beach at Lulworth Cove in Dorset. Sea-views. Woodburning stove. Parking. Wi-Fi. Dorchester 13 miles. (Ref. 1095869)

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

7 nights from £776

7 nights from £556

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A contemporary first-floor apartment overlooking the scenic coast of Weymouth, Dorset. Open-plan. Views. Parking. Fortuneswell 5.6 miles; Dorchester 7.6 miles; Bridport 19 miles. (Ref. 1060926)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • 5% off - Tue 1st Apr to 1st Jul 2025

7 nights from £682

  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

A charming, three-bedroom cottage sitting in Chickerell, Dorset. Close to amenities. Enclosed garden. Off-road parking. Weymouth 3.3 miles; Abbotsbury 5.9 miles; Portland 7.2 miles. (Ref. 1086432)

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

7 nights from £637

7 nights from £499

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    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 £686

7 nights from £567

Last booked 6 hours ago
See more details

7 nights from £645

  • 6 Guests
  • 4 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Bayview Villa is a four-storey townhouse situated in the village of Fortuneswell, Portland. Woodburning stove. Beach views. Courtyard garden. Pet friendly. Near amenities. Weymouth 7.2 miles. (Ref. 1135439)

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

7 nights from £743

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A contemporary first-floor apartment overlooking the coast in Weymouth, Dorset. Open-plan. Sea views. WiFi. Close to amenities. Dorchester 7.4 miles; Bridport 20.2 miles. (Ref. 1097676)

  • Wi-fi

7 nights from £566

Last booked 9 hours ago
See more details

7 nights from £567