Osmington Cottages

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A brick house exterior with white framed windows a door a mailbox and a small outdoor table with a bench at Goliath in Brewers Quay Harbour
    24
    Brewers Quay Harbour, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. (Ref. 1096825)

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

    7 nights from £525

    Book now
  • A living room with a wooden coffee table two patchwork chairs a fireplace and a window with an ocean view at Beach Retreat in Weymouth
    40
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A sea-front two-bedroom apartment fronting Weymouth bay, Dorset. (Ref. 1100406)

    • Wi-fi
    • Dishwasher

    7 nights from £648

    Book now
  • An outdoor area with seating and plants at Melanie's Cottage in Brewers Quay Harbour
    Property has offers
    24
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. (Ref. 1146011)

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

    • 5% off - Sat 15th Aug to 29th Aug 2026

    7 nights from £703

    Last booked 2 days ago
    Book now
  • A brick building with multiple bay windows and doors along a street at The BoBo House in Weymouth
    56
    Weymouth, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    The BoBo House is a delightful terraced holiday home resting in the popular coastal town of Weymouth in Dorset set over four floors and near the beach. (Ref. 1059621)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Games room

    7 nights from £1089

    Last booked 2 days ago
    Book now
  • A marina with boats docked and buildings in the background at Harbourside Haven Apartment 2 in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. (Ref. 1059263)

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

    7 nights from £620

    Book now
  • A street view of terraced houses with white doors and windows at Angel Cottage in Weymouth
    Property has offers
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A characterful one-bedroom property resting in Weymouth, Dorset. (Ref. 1125691)

    • Wi-fi

    • 10% off - Sat 30th May to 5th Sep 2026

    7 nights from £362

    Last booked yesterday
    Book now
  • A stone cottage with a thatched roof near the coast with grass and gravel paths at Pitt Cottage Ringstead
    30
    Ringstead, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Large kitchen diner. (Ref. 994553)

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

    7 nights from £1021

    Last booked 2 days ago
    Book now
  • A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington
    Property has offers
    59
    Osmington, Dorset
    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

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

    • £312 off - Sat 6th Jun to 13th Jun 2026

    • £367 off - Sat 13th Jun to 20th Jun 2026

    7 nights from £3550

    Book now
  • A bungalow with a tiled roof and gravel front garden with plants at The Willows in Preston Weymouth
    31
    Preston, Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This delightful, two-bedroom bungalow rests in Preston, Dorset. (Ref. 1126160)

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

    7 nights from £626

    Book now
  • A row of multi-colored buildings along a waterfront with a boat named Top Cat III docked at Safe Harbour Brewers Quay harbour
    38
    Brewers Quay harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Cosy, comfortable and luxurious three storey house in Weymouth. (Ref. 994606)

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

    7 nights from £1010

    Last booked yesterday
    Book now
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