Upwey Cottages

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Your search returned 231 cottages.

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  • A living room with sofas and cushions near glass doors with curtains and a rug at Admirals Retreat in Weymouth
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Perfect couples retreat with WIFI. (Ref. 993912)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $675

    Secure your holiday with a 30% deposit* Book now
  • The front exterior of a brick house with a black door and white framed windows surrounded by green bushes at Admirals Quarter Apartment 4 in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Modern ground floor Apartment. (Ref. 993910)

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

    7 nights from $630

    Secure your holiday with a 30% deposit* Book now
  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

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

    7 nights from $840

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a brick house with white doors and windows outdoor chairs and plants at Footprint Brewers Quay Harbour
    22
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Footprint a converted stable located in a gated development in Weymouth close to harbour and beach. (Ref. 994201)

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

    7 nights from $848

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
    51
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A stunning, detached home resting in Weymouth, Dorset. (Ref. 1022573)

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

    7 nights from $1375

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A brick terraced house with a black front door two windows with shutters and a street lamp in front at Harbour Catch Cottage in Weymouth
    18
    Weymouth, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Traditional cute cottage, in the town centre side of Weymouth harbour. (Ref. 994240)

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

    7 nights from $644

    Secure your holiday with a 30% deposit* Book now
  • A backyard patio with a glass table and chairs purple flowers a wooden bench and a wooden swing at Anchors Away in Weymouth
    34
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A wonderful three-storey holiday cottage settled in the seaside resort of Weymouth in Dorset. (Ref. 1096129)

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

    7 nights from $877

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A patio with a table and chairs set outside a house with open glass doors and a large plant at Park Mews Weymouth
    34
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A stunning holiday home in the bustling seaside town centre of Weymouth in Dorset. (Ref. 1054948)

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

    7 nights from $711

    Secure your holiday with a 30% deposit* Book now
  • A waterfront with moored boats and stone and modern buildings at Harbourside Apartment in Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.9★

      Good

    • Dream Cottages rating

    A modern harbourside apartment with views over the town bridge and harbour from all windows. (Ref. 994242)

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

    7 nights from $859

    Secure your holiday with a 30% deposit* Book now
  • A small garden patio with a black table and four chairs in front of a blue house with open double doors at Gone Sailing Brewers Quay Harbour
    26
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Two bedroom cottage. (Ref. 994229)

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

    7 nights from $747

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
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