Holiday Cottages Shaftesbury

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Your Shaftesbury, Dorset search returned 79 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A well-presented, two-bedroom dwelling residing in Child Okeford, Dorset. Roadside parking. Woodburning stove. Near an AONB. Blandford Forum 7 miles; Shaftesbury 7.9 miles. (Ref. 1137517)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £459

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

This detached cottage is based close to Tisbury, Wiltshire. 4 bedrooms. WiFi. Andover 17 miles; Southampton 23 miles. (Ref. 992129)

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

7 nights from £719

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

8 Rookhaye is a converted agriculture barn, located near the historic village of Coombe Bisset in Wiltshire, within Cranborne Chase National Landscape. Sailsbury 10.3 miles. (Ref. 1153978)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £630

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Quaint, period barn conversion on working farm in peaceful hamlet of Penselwood, one mile from Bourton. Cosy accommodation. Ideal rural retreat. Wincanton 4 miles. (Ref. 1763)

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

7 nights from £414

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Beamed, single-storey holiday cottage near Winterborne Stickland. Exceptional barn conversion offering open plan living, woodburning stove, en-suite facilities and on-site games room. Area of Outstanding Natural Beauty. Blandford Forum 4 miles. (Ref. 905898)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • £62 off - Fri 13th Jun to 20th Jun 2025

7 nights from £461

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Charming single-storey barn conversion constructed over small stream in Milton on Stour. Open plan living, exposed beams. WiFi Area attractions within easy reach. Shaftesbury 7 miles. (Ref. 2362)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly
  • Sky TV

7 nights from £359

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

A charming, well-presented, single-storey barn conversion, one of nine on site, found on the Dorset/Wiltshire border close to Shaftesbury. Courtyard setting. Beamed vaulted ceiling. En-suite facilities. Shaftesbury 2.5 miles. (Ref. 906533)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Baby-friendly

7 nights from £376

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A cosy brick-and-flint terraced cottage, within the pretty Dorset village of Shillingstone. Very well presented throughout. Woodburning stove. Enclosed patio. Lovely walks close by. Sturminster Newton 4 miles. (Ref. 925256)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £410

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Fabulous conversion of a former cart shed set in peaceful surroundings and rolling countryside. (Ref. 988879)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £681

Last booked yesterday
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  • 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

7 nights from £512

Last booked yesterday
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  • 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 £480

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Lovely, well-appointed single-storey cottage near Winterborne Stickland. En-suite. Woodburner. Games room. Area of Outstanding Natural Beauty. Lovely walking country. Blandford Forum 4 miles. (Ref. 905896)

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

7 nights from £508

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Doubletree Cottage, a stylish, single-storey lodge located on a working farm in Swainsford near Mere in Wiltshire, enjoying tranquil countryside views. Shaftesbury 8.3 miles. (Ref. 1156936)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Washing machine

7 nights from £484

  • 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 £576

  • 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 £472

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

(Ref. 1073006)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £430

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A stone-built barn conversion resting in the quiet hamlet of Puxey, Dorset. Open-plan. Hot tub. Views. Sturminster Newton 1.7 miles; Blandford Forum 10.3 miles. (Ref. 1066082)

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

7 nights from £940

  • 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 £507

  • 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 £940

  • 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 £553

Last booked yesterday
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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!