Self catering holiday cottages in Shaftesbury, Dorset, England

holiday in ShaftesburyShaftesbury is an historic market town with breathtaking views of the surrounding Dorset countryside. The "Shaston" of Thomas Hardy's novels, Shaftesbury is one of the oldest and highest towns in England.


Advice on Cottage Holidays in Shaftesbury

Gold Hill is the most famous hill in Shaftesbury. With its worn polished cobbles, it's most recently famous for the Hovis Bread Advertisement back in the 1980's when the young boy struggled to push his bicycle up the steep hill.

Market day is Thursday, with a good Farmers Market on the first Saturday of every month.  Coffee shops and cafes abound, in particular pay a visit to Turnbull's Deli at the top of the High Street for great coffee, cakes and a huge selection of cheese.

Book a Shaftesbury cottage and look forward to discovering some of the best of Dorset on holiday.

16 rental properties

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Price from: £3200
Next available: 30th Jan to 4th Feb 22
sleeps 16 - 18 guests 16 - 18
7 bedrooms 7
5 bathrooms 5
no dogs allowed

7 bedroom Large Country House, Shaftesbury 12 miles away

Stylish and impressive 7 bedroom manor house with stunning country views, private outdoor hot tub and spacious elegant accommodation, half an hour's drive from Yeovil.

Facilities & Features: TVFree WifiOutdoor Hot Tub
Price from: £2720
Next available: 30th Jan to 4th Feb 22
5 star
sleeps 1 - 12 guests 1 - 12
5 bedrooms 5
4 bathrooms 4
dog-friendly cottage, 2 dog(s) welcome2

5 bedroom Farmstay, Shaftesbury 19 miles away

A stunning large luxurious holiday house boasting unspoilt views over the open countryside with a private hot tub and games room complete with pool table and table tennis for fun times.

Facilities & Features: TVGames roomOutdoor Hot Tub
Price from: £680
Next available: 27th Feb to 8th Mar 22
5 star
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2

2 bedroom Country Cottage, Shaftesbury 19 miles away

High quality boutique style holiday home set in a peaceful rural setting with a tranquil garden and private hot tub.

Facilities & Features: Gold Award Winning CottageTVFree WifiOutdoor Hot Tub
Price from: £294
Next available: 4th Feb to 12th Feb 22
3 star
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed

2 bedroom Farm Cottage

Get away from it all with a stay at this idyllic rural retreat near the attractive hillside town of Shaftesbury in Dorset.

Facilities & Features: TV
Price from: £1099
Next available: 30th Jan to 12th Feb 22
5 star
sleeps 6 - 10 guests 6 - 10
5 bedrooms 5
3 bathrooms 3
no dogs allowed

5 bedroom Thatched Cottage, Shaftesbury 10 miles away

Pretty 5 bedroom thatched country cottage, near Blandford Forum, with warm bubbly outdoor hot tub in garden.

Facilities & Features: TVFree WifiOutdoor Hot Tub
Price from: £495
Next available: 31st Jan to 4th Feb 22
5 star
sleeps 2 - 6 guests 2 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2

3 bedroom Holiday Barn, Shaftesbury 15 miles away

Want to stay somewhere with tranquil rural views over fields and pastures where you can relax and unwind in Dorset? This 3 bedroom family-friendly and dog-friendly ban could be perfect, close to Thomas Hardy's Country and within reach of Dorset's Jurassic Coast for day trips.

Facilities & Features: TV
Price from: £386
Next available: 14th Feb to 4th Mar 22
5 star
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2

2 bedroom Barn Conversion, Shaftesbury 11 miles away

This 2 bedroom pet-friendly barn conversion is located within a development of six holiday barns in a tranquil rural setting close to the Purbeck Heritage Coast and the Jurassic Coast, shared facilities on site include a games room with pool table, table football and air hockey, whether for a family holiday or a getaway with friends, there is plenty to keep you entertained here.

Facilities & Features: TVFree WifiGames room
Price from: £582
Next available: 4th Feb to 12th Feb 22
4 star
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed

2 bedroom Farmstay Lodge, Shaftesbury 10 miles away

Modern stylish 2 bedroom holiday lodge with warm bubbly outdoor private hot tub in a rural setting on a dairy farm, within around 30 minutes' drive of Salisbury and the New Forest National Park.

Facilities & Features: TVFree WifiOutdoor Hot Tub
Price from: £454
Next available: 29th Apr to 3rd Jun 22
5 star
sleeps 3 - 6 guests 3 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 1 dog(s) welcome1

3 bedroom Barn Conversion, Shaftesbury 10 miles away

Family-friendly and dog-friendly barn conversion with modern interior, situated within a small development on a working farm, ideal for rural retreat breaks and within reach of the Jurassic Coast.

Facilities & Features: TVFree WifiGames room
Price from: £292
Next available: 28th Feb to 11th Mar 22
5 star
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1

1 bedroom Romantic Retreat, Shaftesbury 5 miles away

Idyllic rural retreat which with its king-size bed is ideal for two, this studio property is complete with a beautiful interior and a lovely countryside location and is situated near to the West Wiltshire Downlands.

Facilities & Features: TVFree Wifi
Price from: £347
Next available: 14th Mar to 29th Mar 22
4 star
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
no dogs allowed

2 bedroom Bungalow, Shaftesbury 18 miles away

Set in the rural countryside of Wiltshire along a country track and only five miles away from Stonehenge, this holiday bungalow with south facing garden and patio is the perfect spot for keen walkers and cyclists with many paths and routes accessible from the front door.

Facilities & Features: TVFree Wifi
Sorry, this owner/agency has not provided full pricing information.
Price from: £2250
Next available: 7th Mar to 11th Mar 22
sleeps 2 - 21 guests 2 - 21
8 bedrooms 8
10 bathrooms 10
dog-friendly cottage, 2 dog(s) welcome2

8 bedroom Large Country House, Shaftesbury 16 miles away

Stylish roomy holiday farmhouse in Wiltshire with 8 ensuite bedrooms, sleeping up to 18 people (an additional 6 can be accommodated by arrangement), complete with excellent leisure facilities including an outdoor heated swimming pool, sauna and hot tub for a relaxing break, plus a games room and cinema room for fun times.

Facilities & Features: TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool