Holiday Cottages in Dorset Sleeps 8

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Your search returned 67 cottages.

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  • A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington
    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

    7 nights from €3869

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a tiled roof and a paved driveway at Sunningdale Rise in Preston
    46
    Preston, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. (Ref. 1149947)

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

    7 nights from €1604

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a small porch table and chairs next to a gravel driveway surrounded by bushes at Glyde House in Dorchester
    55
    Dorchester, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Glyde House is a detached property situated in Dorchester, Dorset. (Ref. 1150284)

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

    7 nights from €1060

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth
    Property has offers
    55
    Weymouth, Dorset
    • Sleeps13
    • Bedrooms6
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

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

    • 20% off - Sun 9th Nov to 1st Dec 2025

    • 20% off - Mon 1st Dec to 21st Dec 2025

    7 nights from €1858

    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

      4.7★

      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 €821

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  • A two-story house surrounded by trees and shrubs with a grass lawn in front at The Old Post Office Cottage in Wareham
    46
    Wareham, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A delightful detached house, set in large gardens, that will evoke feelings of being in an Enid Blyton Story. (Ref. 994562)

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

    7 nights from €1081

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  • A stone house with red ivy covering part of the walls and a tiled roof at The Cheesehouse in Litton Cheney
    40
    Litton Cheney, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    The Cheesehouse is an exceptional, pet-friendly five-bedroom home resting in Litton Cheney, Dorset featuring a games room with pool, darts and bar area. (Ref. 1161994)

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

    7 nights from €1715

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  • A brick and flint house with a slate roof and an outdoor patio area with wooden table and chairs surrounded by flowering plants at Churn House in Dewlish
    15
    Dewlish, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

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

    Beautiful barn conversion positioned in the lovely village of Dewlish in Dorset. (Ref. 1003641)

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

    7 nights from €906

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
    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

    7 nights from €1169

    Secure your holiday with a 30% deposit* Book now
  • Front view of a brick house with decorated windows and a black door with red steps and a driveway at Gone Fishing in Brewers Quay Harbour
    32
    Brewers Quay Harbour, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Four bedroom semi-detached property in Weymouth. (Ref. 994226)

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

    7 nights from €1112

    Secure your holiday with a 30% deposit* Book now
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