Holiday Cottages Sherborne

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Holiday Cottages Sherborne

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Your Sherborne, Dorset search returned 63 cottages

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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

    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

7 nights from $734

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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

    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

7 nights from $1982

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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

    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

7 nights from $533

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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
Offer
24
South Barrow near Sparkford, Somerset, BA22
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    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

  • 5% off - Fri 18th Jul to 6th Aug 2025

  • 5% off - Thu 21st Aug to 31st Aug 2025

7 nights from $796

Last booked yesterday
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A stone house with a tiled roof and multiple windows surrounded by a lawn and trees at The Stable House in Sherborne
43
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Sykes Rating

A traditional detached cottage nestled in tranquil farmland in the village of Hummer near Trent. Woodburning stove. Hot tub. Yeovil 4.1 miles; Shaftesbury 20.3 miles; West Bay 24.8 miles. (Ref. 1070465)

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

7 nights from $1456

Last booked yesterday
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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

    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

7 nights from $567

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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

    5.0

    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

7 nights from $734

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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
45
Lime Tree Barn, Somerset, BA9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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

7 nights from $734

Last booked yesterday
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A wooden two-story house with a balcony and two goats grazing on grass at Cointree in Sturminster Newton
38
Sturminster Newton, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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 $639

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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
45
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Sykes Rating

A superb four-bedroom barn conversion resting in Hummer, Somerset. Pet-friendly. Hot tub. Off-road parking. Woodburning stove. Sherborne 4.6 miles; Shaftesbury 20.3 miles; West Bay 23.9 miles. (Ref. 1086608)

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

7 nights from $2031

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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

    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

7 nights from $580

Last booked yesterday
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Stone cottage exterior with multiple windows a dark wooden door potted plants and a small tree at Tick Tock Cottage in Marnhull
30
Marnhull, Dorset, DT10
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    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 $610

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Exterior view of a stone building with a tiled roof two windows a bench and potted plants at Puddleducks in Sherborne
21
Sherborne, Dorset, DT9
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

A delightful property resting on the outskirts of Sherborne. All-ground-floor accommodation. Pet-friendly. WiFi. Yeovil 10.6 miles. (Ref. 1012120)

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

7 nights from $637

Last booked yesterday
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A wooden exterior building with multiple windows and a central door at The Milking Barn in Yeovil Somerset
30
Yeovil, Somerset, Somerset, BA22
  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.6

    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

7 nights from $945

Last booked 2 days ago
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A single-story brick building with a tiled roof and multiple doors and windows at Swallows Nest in Puxey near Sturminster Newton
38
Puxey near Sturminster Newton, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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

7 nights from $1263

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A single-story house with a tiled roof lawn and paved driveway at Lavender Lodge in Charlton Horethorne near Sherborne
Offer
31
Charlton Horethorne near Sherborne, Somerset, DT9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

Detached single-storey lodge within the village of Charlton Horethorn on the Dorset/Somerset border. Ideal Somerset cottage. High quality furnishings. En-suite facilities. Dog friendly. Lovely walks close by. Sherborne 5 miles. Wincanton 5 miles. (Ref. 12644)

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

  • 5% off - Fri 1st Aug to 31st Aug 2025

7 nights from $597

Last booked yesterday
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A wooden house with brick foundation surrounded by trees and plants at Willow Brook in Okeford Fitzpaine
12
Okeford Fitzpaine, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    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 $927

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A street view with stone cottages and a thatched roof at Greenham Cottage in Norton-sub-Hamdon
31
Norton-sub-Hamdon, Somerset, TA14
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A character property, resting within the delightful village of Norton-sub-Hamdon. Elegant interiors. WiFi. Yeovil 9 miles; Glastonbury 19 miles. (Ref. 1000796)

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

7 nights from $656

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A dark wood cottage with a gravel driveway and potted plants at Belview Cottage Fifehead Neville near Sturminster Newton
35
Sturminster Newton, Dorset, DT10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A detached, modern cottage in the quiet hamlet of Fifehead Neville. Within Blackmore Vale. Family-friendly. Enclosed garden. Lovely walks close by. Superb touring base. Sturminster Newton 3 miles. (Ref. 1357)

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

7 nights from $575

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A house with a deck and outdoor furniture at Mallows Byre in Yetminster
53
Yetminster, Dorset, DT9
  • Sleeps4
  • Bedrooms2
  • PetsNo

    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

7 nights from $634

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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!