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
  • An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Helpful Holidays rating

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

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

    7 nights from From £461

    Book now
  • A living room with two black leather sofas, a wood-burning stove, a wooden coffee table, a floor lamp, a small TV on a wooden stand, and glass doors with orange curtains at The Old Cart Shed in Winterborne Stickland
    37
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Helpful Holidays rating

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

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

    7 nights from From £560

    Book now
  • An outdoor patio with a table and chairs in front of a stone cottage with large windows and a glass door at Puffin Cottage in Hawkchurch
    21
    Hawkchurch, Devon
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Romantic single storey cottage in Hawkchurch. (Ref. 1020961)

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

    7 nights from From £469

    Book now
  • A small building with a red tiled roof white walls white double doors and climbing plants next to a gravel path and grass at Oke Apple Cottage in Okeford Fitzpaine
    11
    Okeford Fitzpaine, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Charming, detached single storey barn conversion. (Ref. 20119)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from From £352

    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
    • Pet FriendlyNo

      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 From £368

    Book now
  • An outdoor area with a table and chairs at The Cider Press, Motcombe
    Property has offers
    14
    Motcombe, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A lovely cottage located near the village of Motcombe in Dorset. (Ref. 957188)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    • 10% off - Thu 25th Jun to 31st Aug 2026

    • £42 off - Tue 22nd Dec to 29th Dec 2026

    • £42 off - Tue 29th Dec 2026 to 5th Jan 2027

    7 nights from From £513

    Book now
  • An outdoor patio with wooden furniture and a white umbrella next to a wooden building surrounded by bushes at The Old Cart Shed in Rockbourne near Fordingbridge
    26
    Rockbourne near Fordingbridge, Hampshire
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Holiday cottage sleeping 6, close to New Forest. (Ref. 967949)

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

    7 nights from From £625

    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
    • Pet FriendlyNo

      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 From £476

    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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Helpful Holidays rating

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

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

    7 nights from From £558

    Last booked yesterday
    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
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Helpful Holidays rating

    This large detached Edwardian House. (Ref. 980319)

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

    7 nights from From £1355

    Book now
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