By Wyndham Vacation Rentals
Shortlist

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.
Book 2017 now for only £25 Low Deposit* £50 low deposit on 2016 festive breaks – nothing more to pay until 3rd October 2016* Christmas sale now on - Save £100 on 100's of breaks, book now for only £50 low deposit* Christmas sale now on - Save £100 on 100's of breaks - hurry, offer ends 10pm tonight!* New Year sale now on - Save £100 on 100's of breaks, book now for only £50 low deposit* New Year sale now on - Save £100 on 100's of breaks - hurry, offer ends 10pm tonight!* Save 10% on 1000s of French holiday cottages – Book now for only £25 low deposit* Save over £100 on selected luxury cottages this winter - Book soon, they're going fast!* SALE EXTENDED: £50 off 2017 holidays - Book yours for just £25 low deposit. * WEEKEND SALE: Huge savings available - Hurry, book before Monday 14th November at 10pm* Book now to be automatically entered into today's £500 prize draw.* FLASH SALE: £50 off selected Easter breaks. Offer ends in: * Last chance to book 2017 for just £25 initial deposit* - Offer ends in: Save 10% on your 2017 French break. Offer ends in: - Book for just £35 initial deposit*
default
25 cottages are available
  • Gillingham×

    Lakeside Hut

    Gillingham

    2
    1
    1
    2
    Ref: W43465
    Key Features:
    - Car parking on site - Pets go free - Detached Property - Barbecue - Rural Location


    This extended shepherd’s hut located on the edge of a carp lake, is now a delightful holiday cabin offering...

    Discounted Price Today's Price
    Prices From
  • Semley, Shaftesbury×
    2
    1
    1
    2
    Ref: B4337
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Washing Machine - Ground Floor Facilities - Barbecue - Rural Location

    In an Area of Outstanding Natural Beauty

    Excellent walking and cycling area

    Set in a peaceful...

    Discounted Price Today's Price
    Prices From
  • Shaftesbury×

    Garden Apartment

    Shaftesbury

    2
    1
    1
    0
    Ref: 13049
    Key Features:
    - Wifi - Pub within 1 mile - Garden / Patio - Washing Machine - Ground Floor Facilities - Barbecue - No Pets Allowed

    Spectacular views

    This well-maintained, first floor holiday garden apartment, an addition to the...

    Discounted Price Today's Price
    Prices From
  • Compton Abbas, near Shaftesbury×

    Nut Bush

    Compton Abbas, near Shaftesbury

    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...

    Discounted Price Today's Price
    Prices From
  • Gillingham, near Shaftesbury×

    D’Urbervilles

    Gillingham, near Shaftesbury

    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 - Dishwasher - Washing Machine - Ground Floor Facilities - Barbecue


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

    Discounted Price Today's Price
    Prices From
  • Milton-on-Stour, nr. Gillingham×

    Kelpers Barn

    Milton-on-Stour, nr. Gillingham

    4
    2
    2
    0
    Ref: DEED
    Key Features:
    - Wifi - Enclosed Garden / Patio - Luxury Property - Detached Property - Garden / Patio - Dishwasher - Washing Machine - No Pets Allowed - Rural Location

    Kelpers Barn is located on Whistley Farm in north Dorset on the edge of the Blackmore Vale, in an unspoilt and...

    Discounted Price Today's Price
    Prices From
  • East Orchard, near Shaftesbury×

    Bowling Green Farm - Tarrant Cottage

    East Orchard, near Shaftesbury

    4
    2
    1
    2
    Ref: 14557
    Key Features:
    - Car parking on site - Pub within 1 mile - Garden / Patio - Washing Machine - Ground Floor Facilities - Rural Location

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

    Discounted Price Today's Price
    Prices From
  • Kington Magna, near Gillingham×

    Vale View

    Kington Magna, near Gillingham

    4
    2
    2
    1
    Ref: 26274
    Key Features:
    - Car parking on site - Detached Property - Garden / Patio - Washing Machine - Barbecue - Rural Location

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

    Discounted Price Today's Price
    Prices From
  • West Stour, near Shaftesbury×

    The Barn

    West Stour, near Shaftesbury

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

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

    Discounted Price Today's Price
    Prices From
  • Shaftesbury×

    Rosina

    Shaftesbury

    4
    2
    2
    0
    Ref: 27455
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pub within 1 mile - No Pets Allowed

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

    Discounted Price Today's Price
    Prices From
  • East Orchard, near Shaftesbury×

    Bowling Green Farm - Marlott

    East Orchard, near Shaftesbury

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

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

    Discounted Price Today's Price
    Prices From
  • Moorside, near Sturminster Newton×

    The Acorns

    Moorside, near Sturminster Newton

    4
    2
    1
    0
    Ref: UKC303
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Washing Machine - Barbecue - No Pets Allowed - Rural Location

    Situated between Shaftesbury and Sherborne in the heart of Thomas Hardy country, The Acorns is a characterful annex...

    Discounted Price Today's Price
    Prices From

Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
×