Dorset Holiday Cottages for 2026

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  • A house with a fence and trees beside the road at Greenwich Cottage in Burton Bradstock
    New property
    36
    Burton Bradstock, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

    • Dream Cottages rating

    Greenwich Cottage is a welcoming, pet-friendly house near the beach in Burton Bradstock, Dorset, boasting off-road parking and ground-floor living. (Ref. 1206672)

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

    7 nights from From $987

    Last booked 8 hours ago
    Book now
  • A red brick building with multiple windows and a sign on Trinity Road at Monarch Brewers Quay Harbour
    36
    Brewers Quay Harbour, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. (Ref. 1078324)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From $736

    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
    59
    Osmington, Dorset
    • Sleeps12
    • Bedrooms5
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

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

    7 nights from From $4653

    Book now
  • A small bay with several boats on the water a sandy beach and people near the shore with bushes and flower pots in the foreground at Beach View House in Wyke Regis
    28
    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. (Ref. 1091445)

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

    7 nights from From $1043

    Last booked yesterday
    Book now
  • A row of attached houses with multiple windows and doors along a street at Quay Cottage Sea View in Poole
    33
    Poole, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Quay Cottage is an opulent, three-storey property resting in the seaside town of Poole, Dorset. (Ref. 1136862)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from From $1059

    Book now
  • A small brick and stone building with a slate roof surrounded by trees and bushes in a garden at The Folly at Castlebridge in Mere
    21
    Mere, Wiltshire
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Dream Cottages rating

    Enchanting and unusual folly in an idyllic private setting. (Ref. 988942)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from From $764

    Book now
  • A fenced swimming pool with chairs and lawn in front of a brick and wood house at Manor Farm Barn in Dewlish
    42
    Dewlish, Dorset
    • Sleeps15
    • Bedrooms8
    • Pet FriendlyYes

      4.7★

      Outstanding

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

    Wonderfully appointed barn conversion residing in the sleepy village of Dewlish in Dorset. (Ref. 1003646)

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

    7 nights from From $2992

    Book now
  • An outdoor area with a house, plants, and pathway at Brookfield Lodge in Drimpton
    42
    Drimpton, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Wheelchair friendly holiday cottage. (Ref. 967289)

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

    7 nights from From $522

    Book now
  • A row of brick terraced houses with white doors and windows along a street at Castle Cove View in Castle Cove
    26
    Castle Cove, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Wonderfully positioned townhouse just moments from Sandsfoot beach and the South West Coast path. (Ref. 1059103)

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

    7 nights from From $1058

    Book now
  • A garden with a stone table and chairs at Crantock
    36
    Sherborne, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

    • Dream Cottages rating

    Crantock is a welcoming, pet-friendly house in Sherborne, Dorset, featuring a garden patio with barbecue, private driveway parking, and a gas fire. (Ref. 1192425)

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

    7 nights from From $1070

    Book now
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