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
  • 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 £567

  • 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 £946

  • 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 £521

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

A delightful, semi-detached barn conversion resting in Notton, close to Maiden Newton in Dorset. Disabled friendly. Pet friendly. Jurassic coast nearby. Dorchester 7.1 miles; West Bay 15 miles. (Ref. 1096952)

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

7 nights from £709

  • 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 £638

7 nights from £642

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

Coastguard View is a lovely holiday cottage resting near the coast in Portland Bill on the Isle of Portland, Dorset with a Smart TV and open-plan space. Easton 2.6 miles; Fortuneswell 3.6 miles; Weymouth 9.1 miles. (Ref. 1169819)

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

7 nights from £593

Last booked yesterday
See more details
  • 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 7 hours ago
See more details
  • 6 Guests
  • 4 Bedrooms
  • Pets No

    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 £614

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

This well-presented three-bedroom property resides in Piddletrenthide, Dorset. Hot tub. Private garden. Off-road parking. In an AONB. Dorchester 8.9 miles. (Ref. 1130975)

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

7 nights from £853

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. Walking distance to town centre. Pub, shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994737)

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

7 nights from £717

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    3.6

    Sykes Rating

A lovely three-bedroom cottage perched in Easton, Dorset. Smart TV. Near a beach. Electric fire. Close to amenities. Enclosed garden. Weymouth 7 miles. (Ref. 1122341)

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

7 nights from £659

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

Upper ground floor apartment in the Admiral’s Quarter development. Partial sea views from the full length windows in the sitting rooms. Modern furnishings. Perfect for a family holiday exploring the delights of Weymouth. Wifi. (Ref. 994438)

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

7 nights from £598

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    Sykes Rating

Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. Allocated parking. WiFi. Close to beach and amenities. Dorchester 8.5 miles; West Lulworth 17.4 miles. (Ref. 1146011)

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

7 nights from £709

Last booked 2 days ago
See more details
  • 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

7 nights from £556

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A charming two-bedroom holiday home settled in Dorchester, Dorset. Washing machine. Enclosed garden. Gas fire. Close to amenities. Weymouth 8.9 miles; West Bay 17.3 miles. (Ref. 1096658)

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

7 nights from £449

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.2

    Sykes Rating

The Cottage is a charming, two-bedroom townhouse resting in Weymouth, Dorset. Close to amenities. Smart TV. Enclosed balcony. Dorchester 8.5 miles; Bridport 20.6 miles. (Ref. 1137088)

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

7 nights from £577

  • 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

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.3

    Sykes Rating

Magnolia cottage is situated in Osmington. Pretty, thatched and very well-equipped. High chair and cot. Wifi. Parking for two cars. Pub 5 min. Weymouth 4.5 miles. (Ref. 994367)

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

7 nights from £566