Holiday Cottages Sherborne

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Holiday Cottages Sherborne

Your Sherborne, Dorset search returned 68 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
A wooden garage with three brown doors and two dormer windows on a tiled roof at Shephard's Retreat in Charlton Mackrell near Somerton
14
Charlton Mackrell near Somerton, Somerset, TA11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Shephard's Retreat is an attractive, self-contained, first-floor eaves apartment, situated in grounds of the owner's thatched cottage in Somerset village of Charlton Mackrell. Furnished and equipped to an extremely good standard. Somerton 3 miles. (Ref. 927897)

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


for 7 nights €365

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A wooden house with three dormer windows a gravel driveway and a fenced grassy area at The Donkey Shed in Sherborne
33
Sherborne, Dorset, DT9
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A wonderful detached property resting on the outskirts of Sherborne. WiFi. Ground-floor bedroom. Parking. Yeovil 8 miles. (Ref. 1003242)

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


for 7 nights €801

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A white brick building with green framed windows a red post box a stone statue of a dog a garden with flowers and a red bicycle at Old Post Office Sherborne
46
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. Pet-friendly. Hot tub. Rural views. Buckland Newton 2.8 miles; Cerne Abbas 5.7 miles; Sherborne 7.1 miles; Dorcesher 12.2 miles. (Ref. 1129395)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €1855

Last booked yesterday
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An outdoor area with a ping pong table and a house at The Stable House in Sherborne
51
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Unwind in this stylish countryside retreat with a private, screened hot tub, cosy woodburner, pool table and spacious enclosed garden. Perfect for families, friends and pets, with wonderful walking, dining, exploring opportunities across Dorset/Somerset (Ref. 1070465)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €1251

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A patio with outdoor dining furniture and hot tub next to a lawn and wooden house at The Gully in Sherborne
47
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Escape to this luxurious countryside retreat with elegant interiors, a private hot tub, games room and an enclosed garden. Perfect for relaxed getaways with family, friends and well‑behaved pets and memorable days out across Dorset and Somerset (Ref. 1086608)

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


for 7 nights €1564

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An outdoor area with a hot tub and seating at Foxes Den in Pendomer near Yeovil, Somerset
62
Pendomer near Yeovil, Somerset, Somerset, BA22
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Fox Den is a fantastic pet-friendly barn conversion in Pendomer near Yeovil, Somerset, boasting a private hot tub, a barbecue and countryside views. Beaminster 10.6 miles; Lyme Regis 23.1 miles. (Ref. 1176732)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €816

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A house with a deck and outdoor furniture at Mallows Byre in Yetminster
51
Yetminster, Dorset, DT9
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Mallows Byre is a delightful barn conversion situated in the historic village of Yetminster in Dorset with an outstanding freestanding bath and Smart TV. Beer Hackett 1.9 miles; Closworth 2.8 miles; Sherborne 6.6 miles (Ref. 955342)

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


for 7 nights €644

Last booked yesterday
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A house with a thatched roof and garden furniture at Thatchers End in Sherborne
31
Sherborne, Dorset, DT9
  • Sleeps2
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Thatchers End is a wonderful cottage near Sherborne, Dorset, boasting a woodburning stove and amazing countryside views to admire throughout the property. Yeovil 4.4 miles (Ref. 1168998)

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


for 7 nights €555

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An outdoor patio with cushioned chairs and a table next to a barbecue grill at Tilia Barn in Wincanton
50
Wincanton, Somerset, BA9
  • 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 €641

Last booked yesterday
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A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan
30
Hazelbury Bryan, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. Stunning spiral staircase. Open plan. Conservatory. Sherborne 10 miles (Ref. 969185)

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


for 7 nights €518

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An outdoor patio area with gravel ground a table with umbrella and chairs next to wooden buildings at Toms Barn in Mudford Sock near Yeovil Somerset
26
Mudford Sock near Yeovil, Somerset, Somerset, BA22
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This rustic detached barn conversion rests in Mudford Sock near Yeovil, Somerset. Open-plan. WiFi. Smart TV. Enclosed gardens. Pet-friendly. Ground-floor living. Great views. Sherborne 6.9 miles; Glastonbury 17.7 miles. (Ref. 1053610)

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


for 7 nights €504

Last booked 2 days ago
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A stone house with a tiled roof and gravel driveway surrounded by green trees at Old Farm Stables South Barrow near Sparkford
24
Sparkford, Somerset, BA22
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A luxurious barn conversion tucked away on the outskirts of the village of South Barrow, Somerset. Off-road parking. Romantic. Woodburning stove. Countryside. Sherborne 9.4 miles; Yeovil 9.5 miles; Bridgwater 24.3 miles. (Ref. 991269)

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


for 7 nights €600

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A single-story dark wooden house with multiple windows and a front door on a lawn at Rectory Farm View in Queen Camel near Yeovil
47
Queen Camel near Yeovil, Somerset, BA22
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Bright, spacious ground floor holiday home on the outskirts of Queen Camel, amongst beautiful Somerset countryside. WiFi. Master room with en-suite. Air source underfloor heating. Patio with views. Short walk to village pub. Yeovil 6 miles. (Ref. 957130)

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


for 7 nights €1022

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A living room with a sofa and television at 40 Raleigh Court in Sherborne
New property
31
Sherborne, Dorset, DT9
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

A stylish and contemporary one bedroom second‑floor apartment in the very heart of Sherborne, Dorset. Available exclusively for guests aged 60 and over (Ref. 1198242)

  • Off-road parking
  • Washing machine


for 7 nights €555

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A house with garden and seating area at Harbins Farm in Glanvilles Wootton Nr. Sherborne
New property
64
Glanvilles Wootton Nr. Sherborne, Dorset, DT9
  • Sleeps10
  • Bedrooms5
  • PetsYes

  • Sykes rating

Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. Sherborne 8.3 miles; Yeovil 12.9 miles; Weymouth 21.4 miles. (Ref. 1200098)

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


for 7 nights €1271

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An exterior view of a single-story wooden building with gravel ground and trees in the background at The Milking Barn in Yeovil Somerset
29
Yeovil, Somerset, Somerset, BA22
  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A superb, detached barn conversion situated on the outskirts of Yeovil. All-ground-floor accommodation. WiFi. Dorchester 18.9 miles. (Ref. 982461)

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


for 7 nights €837

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A garden with a stone table and chairs at Crantock
New property
36
Sherborne, Dorset, DT9
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Crantock is a welcoming, pet-friendly house in Sherborne, Dorset, featuring a garden patio with barbecue, private driveway parking, and a gas fire. Yeovil 6.6 miles. (Ref. 1192425)

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


for 7 nights €923

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An outdoor area with a wooden bench and table set on gravel outside a brown wooden house with blue window frames and a tiled roof at Shippon Barn in Yeovil
18
Yeovil, Somerset, BA22
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Attractive barn conversion nestled in the small hamlet of Mudford Sock, on the outskirts of Yeovil in Somerset. WiFi. Pet-friendly. Woodburner. Shop and pub 2 miles. (Ref. 1002712)

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


for 7 nights €517

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A modern house with wooden fencing and a large grass lawn at Linden Barn in Wincanton
53
Wincanton, Somerset, BA9
  • 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 €694

Last booked 2 days ago
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A modern living room with a wall-mounted TV a gray sofa a wooden coffee table and an open kitchen at Basswood Barn in Lime Tree Barn
Offer
45
Lime Tree Barn, Somerset, BA9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This stunning, two-bedroom barn conversion rests in Wincanton, Somerset. Countryside. Bedroom with en-suite. Open-plan. Wet room. Glastonbury 21.8 miles. (Ref. 1129213)

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

  • 20% off - Wed 17th Jun to 28th Jun 2026


for 7 nights €684

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Map View

 

Just Show Me Sherborne Cottages

Straddling the Dorset/Somerset border amid lush valleys and tree-topped hills, our Sherborne holiday cottages are the perfect rural escape.

Think charming, narrow streets brimming with delightful, medieval buildings. This town is made for browsing and shopping, with all kinds of tempting goods on offer from handmade jewellery and clothing to fine art and antiques. It's also a fantastic place to stock your Sherborne cottage larder, thanks to a family butcher, bakery, delis, twice-weekly market, monthly farmers' market - even locally produced table and sparkling wines from the Sherborne Castle Estate.

Amazing architecture near your Sherborne cottage

Make a beeline for the Abbey, looming high above the honey-coloured town. Admire its spectacular fan vaulting and stained glass windows, and look out for the wonderful 15th Century Almshouse nestling in its shadow. Next stop the 'Old' Castle, with its long and chequered history and the 'New' Castle, built by Raleigh and featuring a fine collection of art, china and furniture.

See a wilder side of Sherborne fossil hunting in the Jurassic cliff faces of Quarr Nature Reserve. Go exploring on foot or in the saddle along miles of way-marked trails weaving their way across glorious countryside. Or enjoy a picnic in the Pageant or Paddock Gardens.

Annual events range from country carnivals and vintage car rallies to antique fairs and lakeside Guy Fawkes' celebrations. Local daytrips, meanwhile, include Fleet Air Museum, Haynes Motor Museum, Cadbury Castle, Sandford Orcas Manor and the Cerne Abbas Giant.

Come evening, choose from a great selection of pubs and restaurants with award-winning menus; then relax in your cosy Sherborne cottage!