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Preston Holiday Cottages

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Your Preston, Dorset search returned 372 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • 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 €574

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio. (Ref. 994226)

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

7 nights from €1135

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • 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 €370

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • 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 €641

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • 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 €932

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • 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 €1135

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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 €750

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • 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 €814

  • Sleeps2
  • Bedrooms1
  • PetsNo
  • 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 €585

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • 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 €926

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Two bedroom cottage. Close to Weymouth harbour. WiFi. . Outdoor patio. (Ref. 994229)

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

7 nights from €659

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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 €823

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • 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 €757

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4

    Good

  • Sykes rating

Perfect couples retreat with WIFI. Located in The Nothe in Weymouth, surrounded by beauitful walks and moments from the harbour. (Ref. 993912)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €602

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • 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 €827

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

Perfectly located on the harbour side in the heart of Weymouth. Watch the boats sail by and the daily catch being landed. (Ref. 994172)

  • Wi-fi
  • Washing machine

7 nights from €672

Last booked 6 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0

    Good

  • Sykes rating

A modern harbourside apartment with views over the town bridge and harbour from all windows. Close to bars, restaurants and shops, WIFI (Ref. 994242)

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

7 nights from €767

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • 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 €896

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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 €671

Last booked 9 hours ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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

7 nights from €672