Dog Friendly Cottages With Enclosed Garden

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  • The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. (Ref. 1043009)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $756

    Secure your holiday with a 30% deposit* Book now
  • A living room with sofas a coffee table a fireplace a television and wall art at Victorian Town House in Weymouth
    36
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. (Ref. 1035186)

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

    7 nights from $988

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a red door and white framed windows behind a stone wall at Weybury Cottage in Brewers Quay Harbour
    18
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    A period three-storey terraced property resting in Weymouth, Dorset. (Ref. 1055214)

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

    7 nights from $883

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a thatched roof and blue front door on a street at Cornflower Cottage Burton Bradstock
    36
    Burton Bradstock, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    This picture-perfect, Grade II listed thatched cottage sits in Burton Bradstock, Dorset. (Ref. 1092014)

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

    7 nights from $1031

    Secure your holiday with a 30% deposit* Book now
  • A two-story house with yellow brick facade and bay window with bushes in front at Amaranta Brewers Quay Harbour
    33
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    A wonderful, newly renovated three-bedroom house resting in Weymouth, Dorset. (Ref. 1094065)

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

    7 nights from $884

    Secure your holiday with a 30% deposit* Book now
  • A small wooden cabin with a porch and two chairs in a grassy yard at Spindleberry Hut in Piddletrenthide
    31
    Piddletrenthide, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    This delightful, one-bedroom holiday hut rests in Piddletrenthide, Dorset. (Ref. 1131511)

    • Wi-fi
    • Ground floor bedroom

    7 nights from $756

    Secure your holiday with a 30% deposit* Book now
  • A single story house with a tiled roof a chimney and an antenna on a lawn at Broadstones in Bridport
    37
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. (Ref. 1105472)

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

    7 nights from $723

    Secure your holiday with a 30% deposit* Book now
  • A view of the beach and sea with boats anchored offshore and greenery in the foreground at Castle Cove Cottage in Weymouth
    41
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      3.9★

      Good

    • Dream Cottages rating

    A coastal cottage resting in Weymouth, Dorset. (Ref. 1092544)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from $1044

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a two story house with a balcony and tiled roof at Bayview Overcombe near Preston
    Property has offers
    19
    Overcombe near Preston, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Bayview is a lovely first-floor apartment in Overcombe, near Preston, in Dorset, welcoming a pet and boasting stunning beach views from a balcony. (Ref. 1159732)

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

    • 10% off - Mon 22nd Dec to 28th Dec 2025

    • 10% off - Mon 29th Dec 2025 to 4th Jan 2026

    7 nights from $748

    Secure your holiday with a 30% deposit* Book now
  • 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

    7 nights from $695

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
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