Dog-Friendly Short Breaks in Dorset

Your search returned 271 cottages.

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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
  • An exterior view of Shepherd Oak near Weymouth with plants and a wooden wall
    51
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.3★

      Good

    • Dream Cottages rating

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

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

    3 nights from From £570

    Last booked yesterday
    Book now
  • A brick terraced house with a green front door and front lawn at The Lookout -The House With A View in Weymouth
    32
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A well-presented, mid-terrace property resting within the village of Wyke Regis. (Ref. 1006910)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from From £677

    Last booked 2 days ago
    Book now
  • The front exterior of a red brick house with white framed windows and a white front door at 74 Reap Lane Southwell near Weston
    30
    Southwell near Weston, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

    74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. (Ref. 1158199)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from From £462

    Last booked yesterday
    Book now
  • A brick and white semi detached house with bay windows and potted plants outside at Anchor House Weymouth
    Property has offers
    68
    Weymouth, Dorset
    • Sleeps15
    • Bedrooms6
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. (Ref. 1105510)

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

    • 15% off - Mon 13th Jul to 31st Dec 2026

    3 nights from From £1339

    Last booked 2 days ago
    Book now
  • A stone house with brown framed windows a wooden door and a green lawn with bushes at Gabrianne in Burton Bradstock
    38
    Burton Bradstock, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    An outstanding detached house resting within the village of Burton Bradstock, Dorset. (Ref. 1021187)

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

    3 nights from From £1031

    Book now
  • A living room with stone fireplace and wood stove with blue and brown chairs at Craft Cottage Beer near Seaton
    18
    Beer near Seaton, Devon
    • Sleeps6
    • Bedrooms4
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Grade II listed stone cottage in the heart of Beer, just short stroll from the beach. (Ref. 925632)

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

    3 nights from From £998

    Book now
  • Exterior view of a stone and brick house with multiple windows and blue doors a patio with chairs a table and an umbrella and plants at The Gables in Brewers Quay Harbour
    18
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms4
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

    Lovely 4 bedroom house in gated area. (Ref. 994213)

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

    3 nights from From £839

    Last booked today
    Book now
  • Little Ivy - 994330 - photo 1
    22
    West Lulworth, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

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

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

    3 nights from From £522

    Book now
  • A stone cottage with a thatched roof beside a road with trees and bushes in Burton Bradstock
    70
    Burton Bradstock, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.3★

      Good

    • Dream Cottages rating

    Alice's Cottage is a characterful, thatched cottage situated in Burton Bradstock, Dorset. (Ref. 1144638)

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

    3 nights from From £517

    Last booked yesterday
    Book now
  • A row of yellow terraced houses with street lamps and paved walkways at Olympic Cottage in Portland
    22
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Modern and spacious cottage for couples or family in the Isle of Portland. (Ref. 994497)

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

    3 nights from From £638

    Book now
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