Dorset Holiday Cottages

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  • Stone goose sculpture on grass with white buildings and a lighthouse tower in the background at Old Higher Lighthouse Stopes Cottage in Portland Bill
    55
    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. (Ref. 12494)

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

    7 nights from £677

    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 £647

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  • A brick townhouse with multiple windows and green hedges in front at Plain Sailing in Weymouth
    42
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. (Ref. 1153879)

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

    7 nights from £702

    Last booked today
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  • A living room with sofas cushions a wooden coffee table armchairs a television on a cabinet and glass doors at 14 Lyme Mews in Seaton Devon
    25
    Seaton, Devon, Devon
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    This charming three-storey property rests on the coastline of Seaton, in East Devon. (Ref. 1003349)

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

    7 nights from £746

    Last booked yesterday
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  • An outdoor garden area with a gravel path picnic table plastic chairs and trees at Riverhouse Lodge in Upwey
    21
    Upwey, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A pretty village lodge, close to the seaside town of Weymouth in Dorset. (Ref. 1017591)

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

    7 nights from £385

    Last booked today
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  • A row of houses with a white picket fence and small garden in front at Smugglers Cottage in Christchurch
    Property has offers
    32
    Christchurch, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A pretty, one-bedroom cottage resting in Christchurch, Dorset. (Ref. 1098695)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 40% off - Fri 27th Feb to 25th Sep 2026

    7 nights from £639

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  • A house with large glass windows and a stone path leading to it surrounded by a garden at The Cart Barn in Ridge near Chilmark
    28
    Ridge near Chilmark, Wiltshire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Fabulous conversion of a former cart shed set in peaceful surroundings and rolling countryside. (Ref. 988879)

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

    7 nights from £686

    Last booked 4 hours ago
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  • A glass table with sunglasses fruit bowl champagne bottle and glasses overlooking a beach and sea at 123 On The Sea in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    123 On The Sea is a lovely, two-bedroom apartment residing in Weymouth, Dorset. (Ref. 1133961)

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

    7 nights from £532

    Book now
  • 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

      4.5★

      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 £448

    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
    Property has offers
    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

    • 15% off - Mon 23rd Feb to 2nd Apr 2026

    7 nights from £1045

    Book now
Most relevant
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