Dorset Holiday Cottages

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Your search returned 556 cottages.

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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 £764

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a building with a door and windows and flower pots at the entrance at Sandy Haven in Swanage
    37
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Sandy Haven is a delightful, ground-floor apartment resting in Swanage, Dorset. (Ref. 1140492)

    • Wi-fi
    • Ground floor bedroom

    7 nights from £575

    Secure your holiday with a 30% deposit* Book now
  • A stone house with tiled roof four windows and a door with flowerpots outside at Shires Rest in Puxey near Sturminster Newton
    29
    Puxey near Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    A stone-built barn conversion resting in the quiet hamlet of Puxey, Dorset. (Ref. 1066082)

    • Wi-fi
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine

    7 nights from £980

    Secure your holiday with a 30% deposit* Book now
  • Two adjacent houses with black front doors and small porches with awnings and shrubs outside at Anvil House in Brewers Quay Harbour
    25
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A pretty little modern house just a few minutes walk from the harbourside and local amenities. (Ref. 993929)

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

    7 nights from £581

    Secure your holiday with a 30% deposit* Book now
  • 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

    Secure your holiday with a 30% deposit* Book now
  • 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

    • 30% off - Sat 1st Nov 2025 to 28th Feb 2026

    7 nights from £639

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A house exterior with garage doors and flower pots at 8 Church Road Ferndown
    28
    Ferndown, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    The Retreat is a fantastic house in Ferndown, Dorset, boasting an outdoor hot tub, open-plan living, Velux windows and a Smart TV with Sky. (Ref. 1179091)

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

    7 nights from £745

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a house with a glass balcony and patio surrounded by trees and bushes at 6 Red Sails in Sandbanks
    47
    Sandbanks, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    6 Red Sails is a magnificent townhouse in Sandbanks, Dorset, with open-plan living, a balcony with garden views and is close to the beach. (Ref. 1175111)

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

    7 nights from £952

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A street view of a row of attached brick houses with dormer windows and a sidewalk at Marina Reach in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. (Ref. 1091449)

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

    7 nights from £536

    Secure your holiday with a 30% deposit* Book now
  • A coastal town with houses along the shoreline and a beach at The View in Portland
    29
    Portland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Bright contemporary property perfect groups of guests in the Isle of Portland. (Ref. 994754)

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

    7 nights from £787

    Secure your holiday with a 30% deposit* Book now
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