Osmington Cottages

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Your search returned 198 cottages.

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  • A white brick exterior of two adjacent houses with black and green doors and windows at Wey Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Traditional terraced cottage, 3 minutes' walk to the harbour, shop and café. (Ref. 998260)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $650

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a brick building with balconies windows and surrounding garden at Ocean Watch 5 in Greenhill
    17
    Greenhill, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Modern, bright apartment with sea views over to Weymouth Bay. (Ref. 1098447)

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

    7 nights from $868

    Secure your holiday with a 30% deposit* Book now
  • A living room with a beige sectional sofa and colorful cushions a wicker coffee table a small round white table with baked goods a lamp a chair with a pillow a dining area with wooden chairs and a table at Winkle Cottage in Weymouth
    38
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. (Ref. 1140944)

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

    7 nights from $767

    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 $706

    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

      4.9★

      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 $782

    Secure your holiday with a 30% deposit* Book now
  • A harbor with boats docked near buildings and a raised drawbridge at Harbours Edge in Brewers Quay Harbour
    27
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    Perfectly located on the harbour side in the heart of Weymouth. (Ref. 994172)

    • Wi-fi
    • Washing machine

    7 nights from $654

    Secure your holiday with a 30% deposit* Book now
  • Front of a white building with black door and window frames flowers in front at Harbour Reach Brewers Quay Harbour
    36
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. (Ref. 1058438)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $801

    Secure your holiday with a 30% deposit* Book now
  • A street view of a blue painted building with white framed windows and two white doors in a row of attached houses
    18
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Located on the harbourside, is this two-bedroom contemporary apartment in Weymouth, Dorset. (Ref. 1017563)

    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from $1053

    Secure your holiday with a 30% deposit* Book now
  • A row of houses with white and blue walls and small gardens along a brick pathway at Little Tern Brewers Quay Harbour
    31
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A delightful, mid-terrace cottage resting in Brewers Quay Harbour, Dorset. (Ref. 1084006)

    • Dishwasher
    • Washing machine

    7 nights from $782

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A building with apartments and boats at Harbourside Apartment Weymouth
    New property
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Harbourside Apartment is a waterfront retreat in Weymouth, Dorset, offering views of the town bridge and harbour with convenient access to amenities. (Ref. 1189387)

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

    7 nights from $834

    Secure your holiday with a 30% deposit* Book now
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