Holiday Cottages Shaftesbury

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Your Shaftesbury, Dorset search returned 80 cottages

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  • Sleeps12
  • 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


for 7 nights €2792

  • 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


for 7 nights €1092

  • 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


for 7 nights €630

  • 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


for 7 nights €523

  • 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


for 7 nights €790

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    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


for 7 nights €535

  • 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


for 7 nights €1862

  • Sleeps9
  • Bedrooms5
  • PetsNo
  • Sykes rating

Underhill House is an exceptional detached holiday home located in the small village of East Knoyle, near Hindon, in Wiltshire, with several en-suites. Shaftesbury 6.6 miles. (Ref. 1178972)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • 5% off - Wed 30th Jul to 31st Dec 2025


for 7 nights €1604

  • 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


for 7 nights €714

  • 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


for 7 nights €780

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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


for 7 nights €630

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A superb cottage situated in the rural settlement of Farrington in Dorset. Woodburning stove. WiFi. Pizza oven. Shaftesbury 5.6 miles; Blandford Forum 9.5 miles. (Ref. 1003500)

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


for 7 nights €411

  • 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


for 7 nights €548

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Clarendon Annex is a lovely holiday annexe, that is perfect for couples, resting in the village of Teffont Magna in Wiltshire with a private patio. Salisbury 11.2 miles; Shaftesbury 13.2 miles. (Ref. 1166485)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Washing machine
  • Baby-friendly


for 7 nights €438

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A pretty, Grade II listed cottage tucked down a quiet lane close to the centre of Sturminster Newton. Pet-friendly. Woodburning stove. WiFi. Blandford Forum 9.3 miles. (Ref. 1075433)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €709

  • Sleeps33
  • Bedrooms14
  • PetsYes

    4.7

    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


for 7 nights €5776

  • 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


for 7 nights €667

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A gorgeous detached cottage nestled in the picturesque village of Donhead St. Mary near Ludwell, Wiltshire. Dog-friendly. Open fire. Idyllic views. Shaftesbury 4.2 miles; Tisbury 5.3 miles; Salisbury 18.2 miles (Ref. 1059254)

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


for 7 nights €980

  • 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


for 7 nights €1216

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Stylish, former Victorian coach house in the grounds of a Victorian rectory, in the village of Buckhorn Weston. Carbon neutral property. Oak floors. WiFi. Enclosed patio. Rural views. Pub nearby. Gillingham 4 miles. (Ref. 921681)

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


for 7 nights €651

 

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!