Osmington Cottages

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Your search returned 207 cottages.

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  • A beachfront with a stone barrier green garden and a small gate at Weymouth Bay Apartment C in Greenhill
    19
    Greenhill, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Second floor comfy apartment sleeping 7 guests close to the sea in Weymouth. (Ref. 994773)

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

    7 nights from £607

    Secure your holiday with a 30% deposit* Book now
  • A stone building with white framed windows and a door along a paved street in a residential area at Brewers Retreat in Weymouth
    22
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A lovely one-bedroom holiday home perched on the outskirts of Weymouth, Dorset. (Ref. 1114655)

    • Wi-fi
    • Washing machine

    7 nights from £556

    Secure your holiday with a 30% deposit* Book now
  • Stone cottage with thatched roof and white door with windows at Laurel Cottage in Osmington
    21
    Osmington, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

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

    7 nights from £494

    Secure your holiday with a 30% deposit* Book now
  • A street view of brick buildings including Bay View Hotel and a pop-up pizza shop at The Loft @ No36 in Weymouth
    31
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    The Loft @ No36, a contemporary, third-floor apartment situated in the heart of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. (Ref. 1162205)

    • Wi-fi
    • Off-road parking

    7 nights from £536

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • Stone cottage with thatched roof behind a metal gate and garden at Lychgate Cottage Osmington
    Property has offers
    42
    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Two bedroomed coastal village location. (Ref. 994364)

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

    • 5% off - Sat 14th Mar to 2nd May 2026

    7 nights from £740

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  • An outdoor patio with wooden table and chairs in a grassy area beside a brick building at Woodlands Cottage in Ringstead
    29
    Ringstead, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Three bedroomed bungalow located just half a mile from Ringstead Beach. (Ref. 994807)

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

    7 nights from £599

    Secure your holiday with a 30% deposit* Book now
  • A stone building with a conical roof and blue chimney pipes next to brick and blue wooden sections at The Oast House in Brewers Quay Harbour
    45
    Brewers Quay Harbour, Dorset
    • Sleeps10
    • Bedrooms4
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Electronically gated property. (Ref. 994443)

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

    7 nights from £1365

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  • A brick house facade with a black door and five windows at Pixie Cottage in Weymouth
    26
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. (Ref. 1132245)

    • Wi-fi
    • Washing machine

    7 nights from £535

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  • A row of colorful waterfront houses with windows and doors along a stone wall with wooden docks in front at Stanley House in Weymouth
    38
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. (Ref. 1138865)

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

    7 nights from £1224

    Secure your holiday with a 30% deposit* Book now
  • A white three-story residential building with a black and white tiled walkway leading to a black door at 66 3 Compass Point in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1129014)

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

    7 nights from £663

    Secure your holiday with a 30% deposit* Book now
Most relevant
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