South West Dorset Accommodation

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A living room with a sofa and dining area at Betty's Buoy Weymouth
    28
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    Betty’s Buoy is a stylish first-floor apartment in Weymouth, Dorset, with open-plan living and easy access to the beach. (Ref. 1168986)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $609

    Last booked 6 hours ago
    Book now
  • A small stone patio with a round table and chairs next to a wooden bench outside a stone house at Tiddlers Cottage in Uploders near Bridport
    45
    Uploders near Bridport, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    This attractive, one-bedroom cottage resides in Uploders near Bridport, Dorset. (Ref. 1117867)

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

    7 nights from $548

    Last booked 2 days ago
    Book now
  • A table with a bottle and glass on a patio at Grass Roots in
    New property
    18
    Henstridge near Stalbridge, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Dream Cottages rating

    Grass Roots is an inviting holiday cabin in Henstridge near Stalbridge, offering a jacuzzi and enclosed decking. (Ref. 1196345)

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

    7 nights from $641

    Last booked 3 hours ago
    Book now
  • Front entrance of Bay View Hotel with brick buildings and ivy on walls in Weymouth
    49
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    One @ No36 is a delightful duplex apartment with the beach on your doorstep, with the convenience of off-road parking, in Weymouth, Dorset. (Ref. 1162201)

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

    7 nights from $1025

    Book now
  • A brick house with six windows and a central door with plants on the pavement at Manor Farm House in Bere Regis
    Property has offers
    43
    Bere Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. (Ref. 1158581)

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

    • $182 off - Fri 10th Jul to 17th Jul 2026

    • $235 off - Fri 31st Jul to 7th Aug 2026

    7 nights from $875

    Last booked yesterday
    Book now
  • A wooden house with brick foundation surrounded by trees and plants at Willow Brook in Okeford Fitzpaine
    12
    Okeford Fitzpaine, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. (Ref. 1137516)

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

    7 nights from $982

    Last booked 2 days ago
    Book now
  • Stone buildings covered with greenery along a street with a white gate at Market House in Abbotsbury
    43
    Abbotsbury, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    This wonderful renovated cottage is situated in the village of Abbotsbury, near the coastal town of Weymouth, Dorset. (Ref. 992021)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $851

    Book now
  • An outdoor area with a ping pong table and a house at The Stable House in Sherborne
    51
    Sherborne, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Unwind in this stylish countryside retreat with a private, screened hot tub, cosy woodburner, pool table and spacious enclosed garden. (Ref. 1070465)

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

    7 nights from $1504

    Last booked 3 hours ago
    Book now
  • A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    This cottage boast style, character, and a fabulously contemporary interior. (Ref. 1005313)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $889

    Book now
  • A single-story house with a tiled roof and a paved driveway near the ocean at Beach Haven in West Bexington
    33
    West Bexington, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Detached chalet bungalow in West Bexington, Dorset. (Ref. 1017936)

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

    7 nights from $1676

    Book now
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