Shaftesbury Holiday Cottages

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  • New Barn

    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Lovely, well-appointed single-storey cottage near Winterborne Stickland. (Ref. 905896)

    7 nights from £397

  • Little Thenford

    Mere, Wiltshire
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A captivating Grade II listed semi-detached cottage in the tranquil settings of Wiltshire. (Ref. 1013592)

    7 nights from £482

  • Lower Pleck Cottage

    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Rural cottage sleeping 4. (Ref. 994356)

    7 nights from £443

  • Corner Barn

    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. (Ref. 19285)

    7 nights from £393

  • The Old Stables

    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Single-storey pet-friendly barn conversion in an attractive lawned courtyard. (Ref. 18978)

    7 nights from £469

  • The Old Chapel

    Huntingford, Dorset
    • Sleeps4
    • Bedrooms1
    • PetsNo
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    Stunning former chapel featured in Dorset Life magazine and on TV's Homes Under The Hammer. (Ref. 2970)

    7 nights from £299

  • Mallards at Rivendell

    Piddletrenthide, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    An all-ground-floor cottage resting in the quaint village of Piddletrenthide, Dorset. (Ref. 1044878)

    7 nights from £372

    Last booked yesterday
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  • Whitey Top Lodge

    Sixpenny Handley, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Log cabin on the owners' farmland in the hamlet of Pentridge. (Ref. 948951)

    7 nights from £618

    Last booked 2 days ago
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  • Apple Tree Cottage

    Blandford Forum, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsNo
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    This wonderful thatched cottage is located in Tarrant Monkton, Dorset. (Ref. 1003180)

    7 nights from £989

  • Shepherd's Hut

    Winterborne Whitechurch near Milborne St Andrew, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A superb, detached barn conversion resting on the outskirts of Winterborne Whitechurch. (Ref. 5188)

    7 nights from £518

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Recognised as one of the highest towns in the UK, Shaftesbury boasts beautiful, Saxon architecture, as well as a collection of fabulous museums, tearooms and shops, which can be enjoyed by all members of the family. Situated in the South West of England, in Dorset, Shaftesbury is a picture perfect location for your next holiday. 

Shaftesbury Holidays

Nestled in the North of Dorset, just outside of Cranborne Chase AONB, Shaftesbury is an idyllic location, with plenty to do in the nearby vicinity.

If you're travelling with children then there is an abundance of both indoor and activities to enjoy, from uncovering history at the Gold Hill Museum & Garden, to exploring Old Wardour Castle.

You can also head South for the day to the coastline and experience the delights of Weymouth, Durdle Door and Chesil Beach. Or enjoy a day trip to Sherborne, to explore the vibrant market town full of historic sights. With so much to see and do, it'll be tricky to choose where to visit first.

Holiday Cottages Shaftesbury

A holiday cottage in Shaftesbury is the perfect base for exploring all of Dorset's hidden gems. Choose from traditional cottages to contemporary conversions with a whole host of fantastic amenities. Our collection of cottages are suited to parties of all sizes, perfect for romantic retreats to big family getaways.

Start browsing today or for more assistance please feel free to call our team of helpful Travel Experts.