Upwey Cottages

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Your search returned 231 cottages.

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  • A rocky shoreline with a small beach a stone wall and garden plants at Weymouth Bay Apartment A in Weymouth
    49
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A lovely two-bedroom, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1083146)

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

    7 nights from £625

    Secure your holiday with a 30% deposit* Book now
  • A blue painted two storey building with bay windows and white doors with black railings in front at Harbour Watch Apartment 1 Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    A lovely apartment perfect for couples in Weymouth. (Ref. 994289)

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

    7 nights from £594

    Secure your holiday with a 30% deposit* Book now
  • A rocky jetty and small sandy beach by the sea with a garden and gated walkway in the foreground at Weymouth Bay Apartment B in Greenhill
    32
    Greenhill, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. (Ref. 994772)

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

    7 nights from £605

    Secure your holiday with a 30% deposit* Book now
  • A living room with an orange armchair green sofa and ottoman wooden bookcase and hanging plants at Harbour Retreat in Weymouth
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. (Ref. 1139963)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £645

    Secure your holiday with a 30% deposit* Book now
  • A stone and wood house with a tiled roof and grass in front at The Courthouse in Sutton Poyntz
    20
    Sutton Poyntz, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Detached property in village of Sutton Poyntz. (Ref. 994127)

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

    7 nights from £766

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a brown door and windows a driveway wooden benches and a garage at Chickerell House Weymouth
    32
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. (Ref. 1152691)

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

    7 nights from £639

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth
    32
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

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

    7 nights from £622

    Secure your holiday with a 30% deposit* Book now
  • A brick terraced house with bay windows and a front door numbered 7 with adjacent houses at Seahorse Cottage in Weymouth
    21
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Delightful stone terraced cottage close to Old Harbour in Weymouth, Dorset. (Ref. 1000703)

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

    7 nights from £594

    Secure your holiday with a 30% deposit* Book now
  • A living room with sofas a patterned rug a TV and a fireplace at Brewers House in Weymouth
    38
    Weymouth, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.3★

      Good

    • Dream Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    A tasteful, three-storey Victorian terrace cottage in the popular Dorset resort of Weymouth. (Ref. 1002126)

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

    7 nights from £825

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • Stone cottage house with white door and windows surrounded by bushes at The Old Reading Room in Langton Herring
    40
    Langton Herring, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    A charming semi-detached cottage in Dorset Village of Langton Herring, close to the Jurassic coast Upside down living, WiFi. (Ref. 994488)

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

    7 nights from £714

    Secure your holiday with a 30% deposit* Book now
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