Dog-Friendly Short Breaks in Dorset

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Your search returned 252 cottages.

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  • A cottage with a thatched roof and a garden at Happiness Cottage in Piddlehinton
    Property has offers
    35
    Piddlehinton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Happiness Cottage is a character cottage with a contemporary style, woodburning stove and enclosed garden resting in the village of Piddlehinton in Dorset. (Ref. 1175141)

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

    • 15% off - Wed 18th Feb to 30th Apr 2026

    3 nights from £483

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • A stone cottage with a thatched roof and white windows beside a road at Little Berwick Cottage in Burton Bradstock
    23
    Burton Bradstock, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Full of Character thatched cottage just outside Burton Bradstock. (Ref. 994004)

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

    3 nights from £725

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • A house with ivy on one side a paved driveway and a porch with wooden furniture at Deer Leap House in Moreton
    82
    Moreton, Dorset
    • Sleeps15
    • Bedrooms7
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    A spacious holiday home resting in Moreton, Dorset. (Ref. 1060785)

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

    3 nights from £1494

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • A brick house facade with a black door and five windows at Pixie Cottage in Weymouth
    26
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. (Ref. 1132245)

    • Wi-fi
    • Washing machine

    3 nights from £535

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • An outdoor patio with wooden table and chairs in a grassy area beside a brick building at Woodlands Cottage in Ringstead
    29
    Ringstead, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Three bedroomed bungalow located just half a mile from Ringstead Beach. (Ref. 994807)

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

    3 nights from £599

    Last booked yesterday
    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • A stone cottage with a thatched roof a black door and two windows surrounded by plants and a gravel driveway at Little Ivy in West Lulworth
    18
    West Lulworth, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Pretty thatched cottage sleeping three people in beautiful West Lulworth village. (Ref. 994330)

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

    3 nights from £522

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • The front of a stone building with two doors and multiple windows and a small patio with a chair
    28
    Swanage, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Honeypot Cottage is a conventional, three-storey cottage situated near Swanage Beach in Swanage, Dorset, boasting a Smart TV and enclosed courtyard. (Ref. 1164485)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from £565

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • A front view of a house with windows and door at Guinea Cottage Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Two bedroom cottage close to Weymouth harbour. (Ref. 994236)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from £392

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • A brick cottage with a paved driveway a wooden door and a small lawn at Frome Lodge House in Frome Whitfield
    22
    Frome Whitfield, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    A charming, two-bedroom holiday home resting in Frome Whitfield, Dorset. (Ref. 1132783)

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

    3 nights from £477

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
  • A brick house with white framed windows a white garage door and a paved driveway at Portside Greenhill Weymouth
    24
    Greenhill Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    This plush, two-storey property is located in the Greenhill suburb of Weymouth, Dorset. (Ref. 1093991)

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

    3 nights from £559

    Book now

    How we calculate the "Was" price

    Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
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