Dorset Holiday Cottages

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Your search returned 102 cottages.

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  • Stone cottages with plants in pots outside and a blue door at King Charles Cottage in Broadwindsor
    42
    Broadwindsor, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    This is a mid-terrace cottage in the centre of Broadwindsor, Dorset. (Ref. 1006503)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €708

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a building with black doors and windows a wooden picnic table and umbrella on a patio at Rowdens Barn in Winterborne Stickland
    27
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Beamed, single-storey holiday cottage near Winterborne Stickland. (Ref. 905898)

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

    7 nights from €558

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a stone and brick building with black doors and windows a small lawn and potted plants at The Old Stables in Winterborne Stickland
    30
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Single-storey pet-friendly barn conversion in an attractive lawned courtyard. (Ref. 18978)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €663

    Secure your holiday with a 30% deposit* Book now
  • A street view with stone cottages and a thatched roof at Greenham Cottage in Norton-sub-Hamdon
    31
    Norton-sub-Hamdon, Somerset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A character property, resting within the delightful village of Norton-sub-Hamdon. (Ref. 1000796)

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

    7 nights from €576

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A garden with trees bushes a picnic table with an umbrella and two chairs next to a stone house at Hyde cottage Sutton Bingham near Yeovil Somerset
    Property has offers
    33
    Sutton Bingham near Yeovil, Somerset, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

    • Helpful Holidays rating

    Hyde cottage is a romantic cottage with an en-suite bedrooms set in the Somerset countryside in Sutton Bingham near Yeovil with an enclosed garden. (Ref. 1160119)

    • Wi-fi
    • Off-road parking

    • 10% off - Wed 4th Jun to 30th Jun 2025

    7 nights from €604

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland
    24
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Lovely, well-appointed single-storey cottage near Winterborne Stickland. (Ref. 905896)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €573

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A patio area with a wooden picnic table and umbrella outside a building with black doors at The Old Cart Shed in Winterborne Stickland
    28
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Exceptional, spacious rural barn conversion. (Ref. 905897)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €657

    Secure your holiday with a 30% deposit* Book now
  • A detached house with blue upper walls and red brick lower walls with large bay windows and a paved driveway at 20 Ulwell Road in Swanage
    46
    Swanage, Dorset
    • Sleeps14
    • Bedrooms7
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    This large detached Edwardian House. (Ref. 980319)

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

    7 nights from €1968

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with large triangular windows and a patio with table and chairs on a grassy lawn at Swandown 12A Goldenhaye Cricket St Thomas near Chard
    26
    Cricket St. Thomas near Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A beautiful three-bedroom, detached lodge resting in Cricket St. Thomas, near Chard in Somerset. (Ref. 1112211)

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

    7 nights from €1323

    Secure your holiday with a 30% deposit* Book now
  • A large house with white and black timber framing and red brick sections surrounded by shrubs in Swanage
    15
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Helpful Holidays rating

    A well-appointed second floor flat located in the seaside resort of Swanage, Dorset. (Ref. 982712)

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

    7 nights from €480

    Secure your holiday with a 30% deposit* Book now
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