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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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  • Motcombe, near Gillingham, Dorset
    Motcombe, near Gillingham, Dorset×

    Bankside and Lakeside Hut - Lakeside Hut

    Motcombe, near Gillingham, Dorset

    2
    1
    1
    2
    Ref: W43465
    Key Features:
    - Car parking on site - Pets go free - Detached Property - Rural Location
    Enjoy on-site fishing or exploring the many local attractions from this peaceful retreat. Close to Shaftesbury.
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    Pets go free
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  • Motcombe, near Gillingham, Dorset
    Motcombe, near Gillingham, Dorset×

    Bankside and Lakeside Hut - Bankside

    Motcombe, near Gillingham, Dorset

    2
    1
    1
    3
    Ref: UKC1414
    Key Features:
    - Car parking on site - Pub within 1 mile - Pets go free - Rural Location
    This shepherd’s hut provides idyllic lakeside accommodation, for couples looking to relax, or explore this isolated and rural location.
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    Pets included
    Pets go free
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    Bankside and Lakeside Hut - Lakeside Hut
    2
    1
    1
  • Fifehead Magdalen, near Gillingham, Dorset
    Fifehead Magdalen, near Gillingham, Dorset×
    Newly listed
    The Byre

    The Byre

    Fifehead Magdalen, near Gillingham, Dorset

    2
    1
    1
    1
    Ref: UKC2279
    Key Features:
    - Wifi - Car parking on site - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    The Byre offers a great holiday retreat for couples with a small child to get away from it all and enjoy a superb part of Dorset.
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  • Compton Abbas, near Shaftesbury, Dorset
    Compton Abbas, near Shaftesbury, Dorset×

    Nut Bush

    Compton Abbas, near Shaftesbury, Dorset

    2
    1
    1
    2
    Ref: W8523
    Key Features:
    - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio
    In a rural location, Nut Bush boasts beautiful countryside views where wildlife can be spotted! There are also some great footpaths nearby.
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  • Sandley, near Gillingham, Dorset
    Sandley, near Gillingham, Dorset×

    Green Oak Cottage

    Sandley, near Gillingham, Dorset

    4
    2
    2
    1
    Ref: W43695
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio - Rural Location
    A holiday cottage set in a rural location with a patio area that has some stunning views of the countryside.
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  • Moorside, near Sturminster Newton, Dorset
    Moorside, near Sturminster Newton, Dorset×

    The Acorns

    Moorside, near Sturminster Newton, Dorset

    4
    2
    1
    0
    Ref: UKC303
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Ground Floor Facilities - Rural Location
    Detached from the owners’ home, this annex for four occupies a most desirable spot in Dorset.
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    Pets go free
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  • Kington Magna, near Gillingham, Dorset
    Kington Magna, near Gillingham, Dorset×

    Vale View

    Kington Magna, near Gillingham, Dorset

    4
    2
    2
    1
    Ref: 26274
    Key Features:
    - Wifi - Car parking on site - Detached Property - Garden / Patio - Rural Location
    Providing upside-down accommodation this cottage is ideally located for visiting Longleat Safari Park, Weymouth and even the city of Bath.
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  • Sturminster Newton, Dorset
    Sturminster Newton, Dorset×

    The Kite

    Sturminster Newton, Dorset

    4
    2
    2
    0
    Ref: E4133
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Rural Location - Woodburning Stove
    In beautiful open countryside, and boasting its own small garden, this spacious, converted and tastefully decorated holiday cottage is one of three set midway between Blandford Forum, 10 miles, and Shaftesbury
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  • East Orchard, near Shaftesbury, Dorset
    East Orchard, near Shaftesbury, Dorset×

    Bowling Green Farm - Tarrant Cottage

    East Orchard, near Shaftesbury, Dorset

    4
    2
    1
    2
    Ref: 14557
    Key Features:
    - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location
    All on the ground floor and adapted for assisted wheelchair users this cottage is in the heart of the Blackdown Vale.
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    Bowling Green Farm - Marlott
    4
    2
    2
  • Wyke, near Gillingham, Dorset
    Wyke, near Gillingham, Dorset×
    4
    2
    1
    2
    Ref: 27736
    Key Features:
    - Car parking on site - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location
    Classic car enthusiasts will love the Haynes Motor Museum or see Concorde at Yeovilton Fleet Air Museum both within easy reach.
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    Pets go free
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    Cherry Orchard Cottages - Barn Owl Cottage
    4
    2
    2
  • Wyke, near Gillingham, Dorset
    Wyke, near Gillingham, Dorset×

    Cherry Orchard Cottages - Barn Owl Cottage

    Wyke, near Gillingham, Dorset

    4
    2
    2
    2
    Ref: 27737
    Key Features:
    - Car parking on site - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location
    Children will love Longleat Safari Park and there are beaches galore along the World Heritage Jurassic Coast.
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    Pets included
    Pets go free
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    Cherry Orchard Cottages - The Old Cattle Stall
    4
    2
    2
  • Shaftesbury, Dorset
    Shaftesbury, Dorset×

    Rosina

    Shaftesbury, Dorset

    4
    2
    2
    0
    Ref: 27455
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile
    Super family accommodation within walking distance of the town centre and an easy drive to attractions.
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    Pets included
    Pets go free
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    Accommodation at

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