24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Holiday Cottages Shaftesbury

REFINE SEARCH

Your Shaftesbury, Dorset search returned 77 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 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

7 nights from £494

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    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
  • Baby-friendly

7 nights from £362

Last booked 2 days ago
See more details
  • 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

7 nights from £348

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    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

7 nights from £830

  • 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 £342

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

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

7 nights from £729

  • 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 £579

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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 £426

  • Sleeps20
  • Bedrooms10
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Combining three charming cottages to offer you a contemporary and homely dwelling, perfect for large gatherings with loved ones in the heart of Dorset. Pet-friendly. Games room. Spacious and stylish. Blandford Forum 3.7 miles. (Ref. 1025183)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly
  • Games room

7 nights from £2386

  • 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 £678

  • 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 £418

Last booked yesterday
See more details
  • 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 vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £484

  • Sleeps10
  • Bedrooms5
  • PetsNo
  • 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 £915

Last booked 2 days ago
See more details
  • 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 £397

  • 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 £372

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A delightful, thatched cottage resting in Purse Caundle near Milborne Port, Dorset. Woodburning stove. Off-road parking. Enclosed garden. Sherborne 4.8 miles; Yeovil 10.1 miles; Gillingham 10.8 miles. (Ref. 1086641)

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

7 nights from £560

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Single-storey pet-friendly barn conversion in an attractive lawned courtyard. En-suite, woodburning stove, shared games room. Perfect Winterborne Stickland cottage for families. Blandford Forum 4 miles. (Ref. 18978)

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

7 nights from £598

  • 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

7 nights from £567

  • 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 £499

  • 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 £1687

 

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!