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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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24 cottages are available
  • 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

    These wonderful shepherd’s huts are located on the edge of a carp lake, and are now delightful holiday...

    Prices from
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    Pets included
    Pets go free
  • Motcombe, near Gillingham, Dorset
    Motcombe, near Gillingham, Dorset×

    Bankside and Lakeside Hut - Bankside

    Motcombe, near Gillingham, Dorset

    2
    1
    1
    2
    Ref: UKC1414
    Key Features:
    - Car parking on site - Pub within 1 mile - Pets go free - Rural Location

    These wonderful shepherd’s huts are located on the edge of a carp lake, and are now delightful holiday...

    Prices from
    0
    Pets included
    Pets go free
  • 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

    Superb country views

    Nestling in a rural location, down a little country lane surrounded by glorious...

    Prices from
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    Pets included
    Pets go free
  • Semley, Shaftesbury, Dorset
    Semley, Shaftesbury, Dorset×
    2
    1
    1
    2
    Ref: B4337
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location

    In an Area of Outstanding Natural Beauty

    Excellent walking and cycling area

    Set in a peaceful...

    Prices from
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    Pets included
    Pets go free
  • Gillingham, near Shaftesbury, Dorset
    Gillingham, near Shaftesbury, Dorset×

    D’Urbervilles

    Gillingham, near Shaftesbury, Dorset

    4
    2
    1
    2
    Ref: 30002
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities


    In Gillingham, north Dorset, near the Somerset and Wiltshire border between the abbey town of Sherborne and...

    Prices from
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    Pets included
    Pets go free
  • 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

    Situated in a courtyard of similar properties, these comfortable cottages are adjacent to the owners home and 8 acres...

    Prices from
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    Pets included
    Pets go free
  • 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

    In delightful north Dorset between Shaftesbury, 7 miles, and Sherborne, 9 miles, and set in the owner’s...

    Prices from
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    Pets included
    Pets go free
  • 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


    This holiday cottage, with an outbuilding between the two properties, has a large, private and secluded patio...

    Prices from
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    Pets included
    Pets go free
  • Shaftesbury, Dorset
    Shaftesbury, Dorset×

    Rosina

    Shaftesbury, Dorset

    4
    2
    2
    0
    Ref: 27455
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile

    This cosy, 300-year old, semi-detached cottage for 4 is situated in Enmore Green, within walking distance of the...

    Prices from
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    Pets included
    Pets go free
  • 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

    Situated on the edge of Gillingham in North Dorset, close to the Wiltshire/Somerset border, these two detached...

    Prices from
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    Pets included
    Pets go free
  • East Orchard, near Shaftesbury, Dorset
    East Orchard, near Shaftesbury, Dorset×

    Bowling Green Farm - Marlott

    East Orchard, near Shaftesbury, Dorset

    4
    2
    1
    3
    Ref: 17134
    Key Features:
    - Car parking on site - Garden / Patio - Ground Floor Facilities - Rural Location

    Situated in a courtyard of similar properties, these comfortable cottages are adjacent to the owners home and 8 acres...

    Prices from
    0
    Pets included
    Pets go free
  • West Stour, near Shaftesbury, Dorset
    West Stour, near Shaftesbury, Dorset×

    The Barn

    West Stour, near Shaftesbury, Dorset

    4
    2
    2
    1
    Ref: 27885
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities

    This lovely single storey semi-detached converted barn is located in the village of West Stour, north west Dorset...

    Prices from
    0
    Pets included
    Pets go free

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