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
  • 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 $1181

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Beautiful apartment, that welcomes one well behaved dog, located on the esplanade, perfect for discovering the delights of Weymouth. With wifi and off-road parking for two small to mediums sized cars. (Ref. 994451)

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

7 nights from $964

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.5

    Sykes Rating

This fantastic detached bungalow is located in Portesham, Dorset. Sea views. Open fire. Off-road parking. Weymouth 7.7 miles; Dorchester 7.7 miles. (Ref. 1076553)

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

7 nights from $1306

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.6

    Sykes Rating

A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. Excellent location. Smart TV. WiFi. Dorchester 7.4 miles; Bridport 18.8 miles. (Ref. 1123724)

  • Wi-fi

7 nights from $659

Last booked yesterday
See more details

7 nights from $805

Last booked yesterday
See more details
  • 5 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

Footprint a converted stable located in a gated development in Weymouth close to harbour and beach. En-suite master bedroom. Beach 1 mile. Dorchester 9 miles. (Ref. 994201)

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

7 nights from $796

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    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 $775

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. Patio with furniture. Close to amenities. Smart TV. Dorchester 8.2 miles; Bridport 18.7 miles. (Ref. 1144645)

  • Wi-fi
  • Baby-friendly

7 nights from $735

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. Dorchester 8.2 miles; Bridport 20.1 miles. (Ref. 1156408)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from $698

  • 3 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A pleasant two-bedroom property based in West Lulworth, Dorset. Enclosed garden. Close to amenities and beach. In an AONB. Wareham 8.5 miles; Weymouth 15.4 miles (Ref. 1117992)

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

7 nights from $662

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

Comfortable Spanish style holiday home in Weymouth. Off road parking for two cars. Patio garden with furniture. Sea views. Beach 5 min. Pub and shop 10 min. Dorchester 9 miles. (Ref. 994352)

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

7 nights from $804

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

A pretty village lodge, close to the seaside town of Weymouth in Dorset. Traditional. Beautiful Mediterranean-style garden. WiFi. Dorset AONB. Dorchester 4.9 miles. (Ref. 1017591)

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

7 nights from $496

  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.6

    Sykes Rating

A fabulous, three-storey home resting near Weymouth's Old Harbour in Dorset. Close to amenities, beach and attractions. Near AONB. Open-plan living. Stylish. Dorchester 8.8 miles; West Lulworth 15.8 miles. (Ref. 1092575)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $875

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.6

    Sykes Rating

Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 2 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994499)

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

7 nights from $906

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A wonderful cosy 2-bedroom ground floor annex, welcomes 1 dog, Wifi, Wood burner, Close to Country walks, 4 miles to Dorchester, 9 Miles to Weymouth. (Ref. 994729)

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

7 nights from $601

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.9

    Sykes Rating

A contemporary second-floor apartment resting on the Weymouth Seafront, Dorset. Open-plan living. Sea views. Close to amenities and beach. Pet-free. Stylish. Dorchester 7.8 miles; Bridport 20.3 miles. (Ref. 1092706)

  • Wi-fi
  • Dishwasher

7 nights from $704

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A homely, mid-terrace cottage based in Weymouth. Enclosed decking. Smart TV. Beach nearby. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1094925)

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

7 nights from $707

Last booked yesterday
See more details
  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.5

    Sykes Rating

The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. Off-road parking. Open-plan. Garden. Dorchester 6.1 miles; Abbotsbury 9.8 miles; Bridport 19.3 miles. (Ref. 1149531)

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

7 nights from $662

  • 9 Guests
  • 4 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A end-terrace house resting in Weymouth, Dorset. Close to beach. Enclosed garden. TVs in all bedrooms. Dorchester 7.4 miles; Bridport 19 miles. (Ref. 1049744)

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

7 nights from $1200

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    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

7 nights from $796