Holiday Cottages Shaftesbury

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Your Shaftesbury, Dorset search returned 79 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Gorgeous, single-storey, barn conversion, one of two on site. Rural location on borders of West Wiltshire and Dorset. En-suite facilities to both bedrooms. Mere 3 miles. (Ref. 1019004)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from €638

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A contemporary first-floor barn conversion resting in Sturminster Newton, Dorset. Open-plan. Balcony. Views. Blandford Forum 9.6 miles. (Ref. 923041)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from €556

Last booked yesterday
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  • Sleeps14
  • Bedrooms7
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Royal Oak House is a striking detached house with a heated swimming pool, barbecue, and 2-acre garden, located in the village of Motcombe in Dorset. Shaftesbury 3.3 miles; Stonehenge 22.9 miles; Salisbury 23.5 miles. (Ref. 1060629)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher
  • Washing machine
  • Games room

7 nights from €2827

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Enchanting and unusual folly in an idyllic private setting. A wonderfully romantic retreat for a couple. (Ref. 988942)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from €691

Last booked yesterday
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  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Brook Cottage is a charming cottage resting in the countryside of Fifehead St. Quintin near Hazelbury Bryan, Devon. Countryside location. Off-road parking. Woodburning stove. Sherborne 13 miles; Yeovil 18.7 miles; Bournemouth 30 miles. (Ref. 1144485)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €926

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This fabulous Grade II listed cottage rests in the Dorset village of Marnhull. Early 19th century building. En-suite. Dog-friendly. Shaftesbury 5 miles. (Ref. 970616)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €532

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This excellent, two-bedroom barn conversion rests in Wincanton, Somerset. Countryside. Bedroom with en-suite. Open-plan. Wet room. Glastonbury 21.8 miles. (Ref. 1052563)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €598

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

An eye-catching stone cottage resting on the outskirts of Shaftesbury, Dorset. Juliet balcony. Open-plan living. Country views. Shaftesbury 2.6 miles; Child Okeford 8.5 miles. (Ref. 1008394)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly

7 nights from €466

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This exquisite, two-bedroom barn conversion rests in Wincanton, Somerset. Countryside. Bedroom with en-suite. Open-plan. Glastonbury 21.8 miles. (Ref. 1129215)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €640

  • Sleeps33
  • Bedrooms14
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

This stunning historic manor nestles in the heart of Milton on Stour, Dorset. Woodburner. Enclosed garden. Hot tub. Pet-friendly. Shaftesbury 7.5 miles. (Ref. 1026929)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • 5% off - Fri 7th Mar 2025 to 30th Apr 2026

7 nights from €5906

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming stone-built barn conversion nestled on a working farm in the hamlet of Puxey, Dorset. Open-plan. En-suite. Views. Sturminster Newton 1.7 miles; Blandford Forum 10.3 miles. (Ref. 1066081)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from €1110

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Stylish, single-storey, holiday let studio barn conversion. Rural and in an AONB in West Wiltshire on the borders to Dorset. Romantic. Pet friendly. En-suite bathroom. Well equipped kitchen. Outdoor seating. Vaulted ceiling. Beams. Mere 3 miles. (Ref. 1019003)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from €438

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. Smart TV. Garden patio. WiFi. Sturminster Newton 3.6 miles. (Ref. 1137516)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from €838

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This charming, two-bedroom holiday lodge rests in Bowerchalke, near Broad Chalke, Wiltshire. Open-plan living. Countryside views. Bedrooms with en-suites. Salisbury 12.3 miles; Shaftesbury 14.8 miles. (Ref. 1111761)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Games room

7 nights from €661

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Little Haven, a wonderful detached holiday home resting just outside Blandford Forum, Dorset. Smart TV. Single-storey. Family-friendly. Pet friendly. Thornicombe 5.7 miles; Child Okeford 7.6 miles; Moors Valley Country Park & Forest 22.3 miles. (Ref. 1151960)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from €698

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A detached, character cottage nestled in the rural village of Manston near Child Okeford in Dorset. Countryside views. Woodburning stove. Country-style. Shaftesbury 6 miles; Blandford Forum 8.9 miles. (Ref. 1072821)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €598

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Exceptional, lovingly restored cottage in Wiltshire's beautiful Chalke Valley. They really don't get better than this in this area. Outstanding! (Ref. 988982)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €1392

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Charming, characterful, single-storey barn conversion. Attractive lawned courtyard in Area of Outstanding Natural Beauty. Family accommodation with en-suite, woodburner, shared games room on site. Blandford Forum 4 miles. (Ref. 905895)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • €61 off - Fri 9th May to 16th May 2025

7 nights from €604

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A superb, detached residence set in huge grounds close to Shaftesbury. Hot tub. Pet-friendly. Off-road parking. Gillingham 6.8 miles; Mere 9.7 miles. (Ref. 1069538)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from €2131

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. Open plan living with beams and en suite-facilities. Woodburning stove. Blandford Forum 4 miles. (Ref. 19285)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from €593

Last booked 2 days ago
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Just Show Me Shaftesbury Cottages

Anyone who was around in 1973 will immediately recognise Shaftesbury as the setting for that famous Hovis Bread TV commercial, where a young boy pushes his bike laden with loaves up a steep, cobbled street (watch it on YouTube if you missed it!). This will give you a good inkling of what to expect when you book a Shaftesbury cottage as nothing much has changed - indeed, not much since the 18th Century.

Brimming with fine historical buildings, the best way to explore this hilltop Saxon settlement is to follow the Shaftesbury Heritage Trail. Start anywhere in town and look out for heritage panels and blue plaques displaying local information. Gold Hill (or 'Hovis Hill') plays its part and you can visit Gold Hill Museum at the top, as well as Shaftesbury Abbey Museum and Garden, set on the site of a Saxon Benedictine Abbey. The views from the top are amazing, sweeping over Blackmore Vale and neighbouring counties of Wiltshire and Somerset.

There are lots of shops to potter and browse, from antiques and second-hand books to quirky gifts, plus a selection of pubs, cafés and restaurants. Thursday is market day and there's a monthly farmers' market. It's also worth checking out any local festivals and carnivals, or plays and exhibitions at the Shaftesbury Arts Centre.

Days out from your Shaftesbury cottage

Bath, Bournemouth, Stourhead, Stonehenge and Longleat are all within an hour's drive, while Compton Abbas Airfield and Aviation Museum is closer still. Or head deep into glorious countryside along the many walking and cycling trails of Cranborne Chase and Blackmore Vale.

Find out for yourself and book a Shaftesbury cottage soon!