Holiday Cottages Shaftesbury

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Your Shaftesbury, Dorset search returned 81 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A superb, detached cottage resting in Silton near Gillingham. Enclosed garden. Pet-friendly. Ground-floor living. Wincanton 6.9 miles, Shaftesbury 8.5 miles; Stalbridge 12 miles. (Ref. 1084472)

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

7 nights from £412

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

A well-presented single-storey annexe resting in Ibberton near Shillingstone, Dorset. Pet-friendly. Countryside views. Smart TV. Original features. Ground-floor living. Romantic. Sturminster Newton 5.2 miles; Blandford Forum 9.2 miles. (Ref. 1111804)

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

7 nights from £397

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Very good

  • Sykes rating

A pretty, single storey converted cottage resting in the village of Melbury Abbas near Shaftesbury. Garden patio. Romantic base. Walking location. Salisbury 21.6 miles. (Ref. 1007033)

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

7 nights from £338

Last booked 4 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Very good

  • Sykes rating

Cosy ground floor cottage, half a mile from Shaftesbury. Close to rolling hills, lush green meadows and ancient woodland. Fantastic views. Relaxing base. Poole 27 miles. (Ref. 1113)

  • Wi-fi
  • Ground floor bedroom

7 nights from £297

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A contemporary single-storey cottage resting in Milton on Stour near Gillingham, Dorset. Pet-friendly. Close to amenities. EV charging point. Ground-floor living. Kilmington 6.2 miles; Shaftesbury 7 miles; Brunto 10.1 miles. (Ref. 1051547)

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

7 nights from £762

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Excellent

  • 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
  • Baby-friendly

7 nights from £323

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

This Scandinavian, detached lodge rests in Milton on Stour near Gillingham, Dorset. Dog-friendly. Off-road parking. Enclosed garden. On-site fishing. Rural location. Ground-floor living. Smart TV. Shaftesbury 8.1 miles. (Ref. 960304)

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

7 nights from £722

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

A picturesque barn conversion settled in Milton on Stour near Gillingham, Dorset. Off-road parking. On-site fishing. Smart TV. Woodburning stove. Enclosed garden. Rural location. Shaftesbury 8.1 miles. (Ref. 922750)

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

7 nights from £573

  • 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 £372

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A delightful cottage in the rural setting of Antsy, Wiltshire. Romantic getaway. Outstanding surroundings. Open-plan living. Shaftesbury 7.7 miles; Salisbury 15.8 miles. (Ref. 1035189)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £583

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

A one-bedroom eco-friendly shepherd's hut perched in East Orchard, Dorset. Private garden. Romantic. Near Cranborne Chase AONB. Secluded. Shaftesbury 5.1 miles; Blandford Forum 9.5 miles. (Ref. 1107681)

  • Off-road parking
  • Ground floor bedroom

7 nights from £296

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Excellent

  • 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
  • Electric car charging
  • Dishwasher
  • Washing machine

7 nights from £549

  • 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 £337

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A lovely cottage located near the village of Motcombe in Dorset. Excellent location. Shared use of tennis courts. Tasteful interior. Shaftsbury 2 miles; Salisbury 22 miles. (Ref. 957188)

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

7 nights from £585

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A pretty white-washed cottage nestled in a rural setting on the outskirts of Sedgehill, Wiltshire. All-ground-floor. Romantic retreat. Pet-friendly. Shaftesbury 4 miles, Tisbury 5.5 miles, Warminster 12.2 miles. (Ref. 1063263)

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

7 nights from £303

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

This delightful barn conversion rests in Berwick St. John near Ludwell, Wiltshire. Pet-friendly. Enclosed patio. Electric fire. WiFi. Countryside location. Salisbury 14.8 miles; Blandford Forum 15.1 miles. (Ref. 1046234)

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

7 nights from £393

  • 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 £576

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8

    Excellent

  • 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

7 nights from £1371

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful farm building conversion offering a romantic escape in East Knoyle, Wiltshire. Private garden. Off-road parking. No pets or children. In AONB. Shaftesbury 6.5 miles; Salisbury 18.3 miles. (Ref. 1051281)

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

7 nights from £517

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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A charming semi-detached farm building conversion resting in East Knoyle, Wiltshire. Within AONB. Open-plan. Romantic. Luxury furnishings. Shaftesbury 6.5 miles; Salisbury 18.3 miles. (Ref. 1051819)

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

7 nights from £517

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Map view

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!