South West Dorset Accommodation

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  • Exterior of a row of white buildings with balconies and doors including a restaurant named ENZO at Bliss On The Bay Weymouth
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A stylish apartment resting on Weymouth's beautiful esplanade. (Ref. 1067722)

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

    7 nights from From €726

    Book now
  • Quay Cottage - 994576 - photo 1
    28
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Quay cottage is a period terraced property in Weymouth. (Ref. 994576)

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

    7 nights from From €702

    Book now
  • An outdoor area with a house, plants, and pathway at Brookfield Lodge in Drimpton
    Property has offers
    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

    • 10% off - Sat 1st Aug to 8th Aug 2026

    • 10% off - Sat 8th Aug to 15th Aug 2026

    7 nights from From €457

    Last booked 2 days ago
    Book now
  • A stone and brick cottage with a thatched roof surrounded by plants and flowers at Forge Cottage in West Lulworth
    30
    West Lulworth, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Short description: Ideal stay for walkers and ramblers to explore the Jurassic Coast. (Ref. 994203)

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

    7 nights from From €746

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  • 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 €670

    Last booked yesterday
    Book now
  • An outdoor patio with wooden chairs a hot tub a fire pit and a potted plant next to a wooden building at Quantock Barn in Stockland near Honiton
    30
    Stockland near Honiton, Devon
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish ground-floor dwelling lying in a peaceful and secluded area within the village of Stockland, East Devon. (Ref. 1105194)

    • Pets go free
    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From €1607

    Book now
  • An outdoor area with buildings and a sidewalk at Chandlers Nook Portland
    New property
    26
    Portland, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Dream Cottages rating

    Chandlers Nook is a romantic ground-floor studio-style apartment in Portland, Dorset, boasting a harbour view, proximity to the beach and local amenities. (Ref. 1198703)

    • Wi-fi

    7 nights from From €550

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  • A row of terraced houses with white and yellow facades and a sidewalk at Brewers Quay Harbour
    28
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A delightful cottage situated next to Weymouth harbour in Dorset. (Ref. 1061726)

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

    7 nights from From €962

    Book now
  • A wooden cabin with a balcony, outdoor seating, and a hot tub on a grassy area at Swan Lodge Castle Farm in Wedmore
    19
    Wedmore, Somerset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A high-quality, modern lodge sat on the outskirts of charming Wedmore in Somerset. (Ref. 983734)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher

    7 nights from From €857

    Book now
  • A brick exterior of a cottage with white doors and windows at Rupert Cottage Brewers Quay harbour
    27
    Brewers Quay harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Sleeping 4 cosy cottage in Weymouth. (Ref. 994605)

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

    7 nights from From €702

    Book now
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