Holiday Cottages Shaftesbury

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Your Shaftesbury, Dorset search returned 73 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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
  • 10% off - Sun 28th Dec 2025 to 3rd Jan 2026


for 7 nights $668

  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.3

    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


for 7 nights $1014

  • Sleeps9
  • Bedrooms5
  • PetsNo

    5.0

    Perfect

  • 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


for 7 nights $2020

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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


for 7 nights $546

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This sweet semi-detached dairy conversion rests in the village of Cucklington in Somerset. Off-road parking. Countryside views. WiFi. Wincanton 3.5 miles; Yeovil 18.7 miles; Glastonbury 23.9 miles. (Ref. 1021740)

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


for 7 nights $668

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Rural semi-detached dairy conversion. An ideal couples retreat with countryside views and off road parking. WiFi. Wincanton 3.5 miles; Yeovil 18.7 miles. (Ref. 1021741)

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


for 7 nights $553

  • Sleeps16
  • Bedrooms8
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Moles Cottage is a characterful retreat with en-suite bedrooms, a toasty open fire and accepting pets, in the picturesque village of Farnham, Dorset. Pentridge 7.8 miles; Blandford Forum 8.7 miles; Damerham 13.9 miles; Salisbury 17.8 miles. (Ref. 1165807)

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


for 7 nights $2987

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Singletree Cottage is a charming, pet-friendly barn conversion located in the charming village of Swainsford in Wiltshire and is ideal for couples. Shaftesbury 8.3 miles. (Ref. 1156938)

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


for 7 nights $637

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • 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


for 7 nights $579

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Well-appointed bungalow in an Area of Outstanding Natural Beauty, in the hamlet of Norton Ferris. Comfortable, homely accommodation with WiFi. Enclosed garden. Rural views. Close to Stourhead within 2 miles and Longleat 7 miles. Mere 4.5 miles. (Ref. 1040766)

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


for 7 nights $1340

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A pretty, detached home settled in Fifehead Neville near Hazelbury Bryan, Dorset. Open-plan. Large garden. Bedroom with en-suite. Sherborne 11.4 miles; Yeovil 15.6 miles; Bournemouth 31.6 miles. (Ref. 1113639)

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


for 7 nights $477

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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


for 7 nights $485

  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Bugley Pools Hideaway is a gorgeous cottage nestled in the countryside of Bugley near Gillingham in Dorset, enjoying a hot tub and a rural setting. Shaftesbury 6.4 miles. (Ref. 1179336)

  • Wi-fi
  • Off-road parking


for 7 nights $590

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.9

    Good

  • Sykes rating

Charming period cottage with a homely feel, in the centre of Tisbury village - a sweet and thriving location. Pubs nearby too! Excellent value for money. (Ref. 988876)

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


for 7 nights $675

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Delightful single-storey rural North Dorset barn conversion. Set in 10 acres of lovely grounds on the edge of Fontmell Magna village. Woodburning stove and en-suite. Shaftesbury 4 miles. (Ref. 918681)

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


for 7 nights $1176

  • Sleeps5
  • Bedrooms2
  • PetsYes
  • Sykes rating

2 Stroud Bungalows is a fantastic pet-friendly bungalow nestled in Bourton, Dorset, boasting a private hot tub alongside countryside views to admire. Penselwood 2.9 miles; Gillingham 3.7 miles; Wincanton 5.3 miles; Salisbury 27.9 miles. (Ref. 1191375)

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


for 7 nights $912

  • 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


for 7 nights $763


for 7 nights $454

  • Sleeps10
  • Bedrooms5
  • PetsYes
  • Sykes rating

Ash House is a spacious pet-friendly house located in Wincanton, Somerset, boasting a woodburning stove, Japanese sunken bath and a private hot tub. Glastonbury 23 miles. (Ref. 1190793)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • 10% off - Wed 3rd Dec 2025 to 31st Mar 2026


for 7 nights $2873

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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


for 7 nights $676