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Your search returned 137 cottages.

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  • 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

      4.1★

      Good

    • Dream Cottages rating

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

    • Wi-fi
    • Washing machine

    7 nights from $753

    Secure your holiday with a 30% deposit* Book now
  • A living room with a brown sectional sofa and decorative pillows a wooden coffee table with cups and a teapot two large windows with white shutters and a blue bean bag at Sunrise Apartment in Weymouth
    36
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A contemporary first-floor apartment overlooking the coast in Weymouth, Dorset. (Ref. 1097676)

    • Wi-fi

    7 nights from $752

    Secure your holiday with a 30% deposit* Book now
  • Two beige houses with black doors and windows on a paved street at Jurassic Coast House in Portland
    Property has offers
    42
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Modern and comfortable holiday house for up to 8 people in the Isle of Portland. (Ref. 994310)

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

    • 5% off - Tue 25th Feb to 14th Dec 2025

    7 nights from $1259

    Secure your holiday with a 30% deposit* Book now
  • A brick residential building with multiple windows a gated entrance and a small staircase at Ocean Watch 1 in Greenhill
    20
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Modern one level apartment. (Ref. 994505)

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

    7 nights from $791

    Secure your holiday with a 30% deposit* Book now
  • A blue two-story building with bay windows and white doors on a brick street at Tradewinds Brewers Quay Harbour
    17
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. (Ref. 994737)

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

    7 nights from $956

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  • A balcony with a table and two chairs overlooking a harbor with boats and buildings at Harbourside Penthouse in Brewers Quay Harbour
    21
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A contemporary and spacious third floor apartment on the Old Harbourside in Weymouth. (Ref. 999829)

    • Wi-fi
    • Off-road parking

    7 nights from $871

    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

      4.5★

      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 $769

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  • A small dining area with a round glass table set for two and wicker chairs by two windows with ocean views at 6 The Beaches in Weymouth
    16
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.6★

      Outstanding

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

    A modern studio apartment on the seafront on Weymouth, Dorset. (Ref. 1003545)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $572

    Secure your holiday with a 30% deposit* Book now
  • A three story house with a beige exterior stone and concrete walls at Osprey House Portland
    27
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Detached, large and modern house for large group of friends or big family. (Ref. 994499)

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

    7 nights from $956

    Secure your holiday with a 30% deposit* Book now
  • A coastal landscape with a building on grassy land overlooking the sea at Siesta Chalet in Eype Mouth Chalet Park
    30
    Eype Mouth Chalet Park, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A single-storey chalet in a wonderful location on the Eype Holiday Park, Dorset. (Ref. 1134626)

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

    7 nights from $597

    Secure your holiday with a 30% deposit* Book now
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