Dorset Holiday 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
  • A white front door with a narrow vertical window and a doorbell on a red brick wall with a sign reading 5 Captains Retreat Christchurch
    28
    Christchurch, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Helpful Holidays rating

    Delightful and well-appointed modern cottage, quietly situated close to Christchurch town centre and quayside. (Ref. 934482)

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

    7 nights from £742

    Book now
  • A long brick and flint building with multiple doors and windows a grass lawn and flowers at The Old Stables in Winterborne Stickland
    39
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      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 £591

    Book now
  • A modern house with wooden fencing and a large grass lawn at Linden Barn in Wincanton
    53
    Wincanton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    This exquisite, two-bedroom barn conversion rests in Wincanton, Somerset. (Ref. 1129215)

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

    7 nights from £613

    Last booked 6 hours ago
    Book now
  • A stone house with a green front door four windows a grass lawn and a paved pathway at West Bay Holiday Home in West Bay
    Property has offers
    42
    West Bay, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A superb, detached property nestled on a quiet residential estate in West Bay. (Ref. 1075057)

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

    • 10% off - Mon 25th May to 30th Jun 2026

    7 nights from £907

    Book now
  • Exterior view of a brick building with multiple doors and windows and potted plants on gravel at The Apple Shed in Motcombe
    21
    Motcombe, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A homely cottage situated near the village of Motcombe, Dorset. (Ref. 957189)

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

    7 nights from £482

    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

      4.6★

      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 £404

    Last booked 2 days ago
    Book now
  • A house with multiple windows and a gravel path at The Old Bakery in South Perrott near Mosterton
    44
    South Perrott near Mosterton, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Helpful Holidays rating

    A traditional cottage resting in the idyllic village of South Perrott near Mosterton in the Dorset AONB. (Ref. 1058390)

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

    7 nights from £384

    Last booked yesterday
    Book now
  • Stone cottages with plants in pots outside and a blue door at King Charles Cottage in Broadwindsor
    Property has offers
    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

    • 5% off - Fri 19th Jun to 31st Jul 2026

    7 nights from £642

    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
    Property has offers
    36
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      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

    • 5% off - Wed 1st Jul to 31st Aug 2026

    7 nights from £457

    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

      4.8★

      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 £499

    Last booked yesterday
    Book now
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