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Shaftesbury
Shaftesbury’s elevated position provides wonderful views over three counties, this was once a medieval trading post; today the town offers a lovely picturesque location for a cottage holiday in Dorset.

There are centuries of fascinating history here, independent shops and regular weekly markets and a monthly farmers market. For a glimpse of old England visit Gold Hill with its chocolate box thatched cottages and ancient cobblestones, familiar to thousands as the location for the fondly remembered ‘Hovis’ advert.

Close by there are lots of places to visit and things to do; Shaftesbury Arts Centre puts on a year-round program of plays, films, workshops and exhibitions. Sherbourne Castle dates back to 1594 and was built by Sir Walter Raleigh. This historic house displays 400 years of history and has fascinating interiors and marvellous collections furniture, art and porcelain. Outside is no less impressive with stunning architecture and acres of grounds designed by ‘Capability Brown’.

Shaftesbury is located amongst beautiful tranquil countryside just made for relaxing outdoor activities. The Wessex Ridgeway Trail passes through the heart of the Dorset countryside and due to its ridge-top elevation provides wonderful views. Also close by are numerous excellent cycling routes where you can get out and about and if you don’t bring your own, bicycle hire is available locally.

Other activities within the vicinity include a number of riding stables offering lessons and cross country rides and coarse fishing at Todber Manor Fisheries.

To discover this beautiful corner of Dorset, please take a look at our selection of Cottages in Sherbourne and surrounding area.
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  • Sandley, near Shaftesbury, Dorset×
    Newly Listed
    0 0 reviews
    0 0 reviews

    Sandley, near Shaftesbury, Dorset

    Ref: UKC3701
    Wifi Car parking on site Pub within 1 mile Detached Garden / Patio Rural Location
    2
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    Green Oak Cottages - Green Oak Cottage
    4
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    2
  • Motcombe, near Gillingham, Dorset×
    9.4 14 reviews
    9.4 14 reviews

    Motcombe, near Gillingham, Dorset

    Ref: UKC1414
    Wifi Car parking on site Pub within 1 mile Pets go free Rural Location
    2
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    Bankside and Lakeside Hut - Lakeside Hut
    2
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  • Motcombe, near Gillingham, Dorset×
    9.5 12 reviews
    9.5 12 reviews

    Motcombe, near Gillingham, Dorset

    Ref: W43465
    Wifi Car parking on site Pets go free Detached Rural Location
    2
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  • Compton Abbas, near Shaftesbury, Dorset×
    8 5 reviews
    8 5 reviews

    Compton Abbas, near Shaftesbury, Dorset

    Ref: W8523
    Car parking on site Pub within 1 mile Pets go free Garden / Patio
    2
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  • Fifehead Magdalen, near Gillingham, Dorset×
    8.9 26 reviews
    8.9 26 reviews

    Fifehead Magdalen, near Gillingham, Dorset

    Ref: UKC2279
    Wifi Car parking on site Pets go free Detached Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    2
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  • Sandley, near Shaftesbury, DorsetDorset×
    9.6 13 reviews
    9.6 13 reviews

    Sandley, near Shaftesbury, DorsetDorset

    Ref: W43695
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Garden / Patio Rural Location
    4
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    The Lodge
    2
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  • Sturminster Newton, Dorset×
    10 3 reviews
    10 3 reviews

    Sturminster Newton, Dorset

    Ref: E4133
    Wifi Car parking on site Enclosed Garden / Patio Garden / Patio Rural Location Woodburning Stove
    4
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  • Moorside, near Sturminster Newton, Dorset×
    9.5 6 reviews
    9.5 6 reviews

    Moorside, near Sturminster Newton, Dorset

    Ref: UKC303
    Wifi Car parking on site Garden / Patio Ground Floor Facilities Rural Location
    4
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  • East Orchard, near Shaftesbury, Dorset×
    9.5 2 reviews
    9.5 2 reviews

    East Orchard, near Shaftesbury, Dorset

    Ref: 17134
    Car parking on site Garden / Patio Ground Floor Facilities Rural Location
    4
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    Bowling Green Farm - Tarrant Cottage
    4
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  • Wyke, near Gillingham, Dorset×
    9 4 reviews
    9 4 reviews

    Wyke, near Gillingham, Dorset

    Ref: 27736
    Car parking on site Pub within 1 mile Detached Garden / Patio Rural Location
    4
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    Cherry Orchard Cottages - Barn Owl Cottage
    4
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  • West Stour, near Shaftesbury, Dorset×
    9.2 24 reviews
    9.2 24 reviews

    West Stour, near Shaftesbury, Dorset

    Ref: 27885
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Garden / Patio Ground Floor Facilities
    4
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  • Kington Magna, near Gillingham, Dorset×
    7.3 8 reviews
    7.3 8 reviews

    Kington Magna, near Gillingham, Dorset

    Ref: 26274
    Wifi Car parking on site Detached Garden / Patio Rural Location
    4
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