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Holiday Homes in Wincanton, Somerset

Self-Catering Holiday Cottages in Wincanton

Experience a self-catering escape in Wincanton, a charming market town nestled in Somerset, close to the borders of Wiltshire and Dorset. Ideal for a cottage holiday, Wincanton offers a delightful mix of antique shops, cozy tea rooms, and dining options housed in 18th-century buildings. Explore the picturesque countryside by foot, bike, or horseback, and visit nearby attractions including the Iron Age hill fort at South Cadbury and the Haynes International Motor Museum. With historic Bath, Salisbury, and iconic gardens like Stourhead within easy reach, Wincanton provides a perfect blend of relaxation and adventure.

Booking your holiday accommodation in Wincanton early is recommended for the best choice of holiday rentals.

Swallow's Orchard, Somerset, England
Viewed 19× this week

Swallow's Orchard

West Bradley, Somerset Self-catering ~11 miles from Wincanton
Sleeps 1–6 3 Bedrooms 🐾 2 Dogs
Next Available 02/11 to 16/11/2026
Facilities
WiFi Woodburner Microwave Dishwasher Washing machine Pool Sauna Garden
Type of Holiday
2 dogs welcome Corporate events
Weekly from £1,400 – £3,310
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Churchill House, Dorset, England
Viewed 15× this week

Churchill House

Minterne Magna, Dorset Self-catering ~16 miles from Wincanton
Sleeps 8–17 8 Bedrooms 🐾 4 Dogs 🎉 Celebrations
Next Available 02/01 to 18/01/2027
Facilities
WiFi Microwave Dishwasher Washing machine BBQ Parking
Type of Holiday
4 dogs welcome Special celebrations Group welcome
Weekly from £3,100 – £7,200
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Lower Hedge Farm , Somerset, England
Viewed 30× this week

Lower Hedge Farm

Shepton Mallet, Somerset Self-catering ~9 miles from Wincanton
Sleeps 5–12 5 Bedrooms 🐾 2 Dogs
Next Available 02/11 to 13/11/2026
Facilities
WiFi Woodburner Open fire Microwave Dishwasher Washing machine Games room Garden
Type of Holiday
2 dogs welcome Group welcome Weddings
Weekly from £2,500 – £4,425
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The Cider Barn, Somerset, England
Viewed 16× this week No booking fee

The Cider Barn

West Pennard, Somerset Self-catering ~11 miles from Wincanton
Sleeps 6–12 6 Bedrooms 🐾 2 Dogs 🎉 Celebrations
Next Available 05/11 to 09/11/2026
Facilities
WiFi Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
2 dogs welcome Special celebrations Hen Parties Group welcome
Weekly from £3,010 – £5,855
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Higher Burrow Farm, Somerset, England
Viewed 27× this week

Higher Burrow Farm

Kingsbury Episcopi, Somerset Self-catering ~19 miles from Wincanton
Sleeps 7–17 7 Bedrooms 🐾 1 Dog
Next Available 02/11 to 06/11/2026
Facilities
WiFi Microwave Dishwasher Washing machine Garden Parking
Type of Holiday
1 dogs welcome Hen Parties Group welcome
Weekly from £3,000 – £5,875
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Woodlands Farmhouse , Somerset, England
Viewed 33× this week

Woodlands Farmhouse

Glastonbury, Somerset Self-catering ~11 miles from Wincanton
Sleeps 7–14 7 Bedrooms 🐾 2 Dogs
Next Available 02/11 to 06/11/2026
Facilities
WiFi Woodburner Open fire Microwave Dishwasher Washing machine Pool Games room
Type of Holiday
2 dogs welcome Group welcome Weddings
Weekly from £3,350 – £6,025
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Little Cheriton House, Somerset, England
Viewed 29× this week

Little Cheriton House

South Cheriton, Somerset Self-catering ~3 miles from Wincanton
Sleeps 7–18 7 Bedrooms 🐾 1 Dog
Next Available 02/11 to 06/11/2026
Facilities
WiFi Open fire Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
1 dogs welcome Hen Parties Group welcome
Weekly from £3,000 – £6,620
View
Apple Cottage Hot Tub Retreat, Somerset, England
Viewed 22× this week

Apple Cottage Hot Tub Retreat

Pylle, Somerset Self-catering ~9 miles from Wincanton
Sleeps 1–4 2 Bedrooms 🐾 2 Dogs
Next Available 02/11 to 07/11/2026
Facilities
WiFi Woodburner Microwave Dishwasher Washing machine Balcony Garden Parking
Type of Holiday
2 dogs welcome
Weekly from £740 – £1,600
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Kings House, Dorset, England
Viewed 21× this week

Kings House

Minterne Parva, Dorset Self-catering ~15 miles from Wincanton
Sleeps 2–4 2 Bedrooms 🐾 2 Dogs
Next Available 31/12 to 16/07/2027
Facilities
Microwave Dishwasher Pool Tennis Garden BBQ Parking
Type of Holiday
2 dogs welcome
Weekly from £700 – £1,495
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Portman House, Somerset, England
Viewed 29× this week

Portman House

Pylle, Somerset Self-catering ~9 miles from Wincanton
Sleeps 8–16 8 Bedrooms 🐾 2 Dogs
Next Available 02/11 to 05/11/2026
Facilities
Open fire Coffee machine Microwave Dishwasher Games room Sauna Garden
Type of Holiday
2 dogs welcome Group welcome
Weekly from £4,175 – £7,480
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The Old Milking Parlour, Somerset, England
Viewed 18× this week

The Old Milking Parlour

Wells, Somerset Self-catering ~13 miles from Wincanton
Sleeps 1–4 2 Bedrooms 🐾 1 Dog
Facilities
WiFi Woodburner Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
1 dogs welcome
Weekly from £395 – £795
View
Cider Barrel Cottage, Somerset, England
Viewed 15× this week No booking fee

Cider Barrel Cottage

Rodney Stoke, Somerset Self-catering ~20 miles from Wincanton
Sleeps 2–4 2 Bedrooms 🚫 No Dogs
Facilities
WiFi Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
No dogs allowed
Weekly from £540 – £700
View


Cottages, Apartments & Lodges in Wincanton, Somerset, England

RuralHomeStays.Com features holiday home(s) within or close to Wincanton, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Wincanton, Somerset.


Discover Wincanton: A Picturesque Market Town in Somerset

Wincanton is an attractive and thriving market town situated just inside Somerset, but almost on the borders of Wiltshire and Dorset. A wealth of interesting small shops purvey everything from antiques and curios, to wholesome local food and fine wines from across the world. Teashops, old coaching inns, and restaurants cater for a broad range of tastes and appetites. Some occupy fine 18th century buildings, and despite modern shopfronts and motorcars, the overall appearance of the town centre has changed little since the mid-19th century.

What Activities Does Wincanton Offer for Outdoor Enthusiasts?

For the active, the countryside around Wincanton is perfect for exploring on foot, bicycle, or horseback.

Explore Historical and Cultural Attractions Near Wincanton

Within easy reach of Wincanton are numerous places of interest easily and quickly accessible, including an Iron Age hill fort at South Cadbury—reputedly King Arthur's Camelot, Haynes International Motor Museum at Sparkford, The Fleet Air Arm Museum at Yeovilton, and Longleat at Warminster.

Visit Classic Gardens and National Trust Properties Near Wincanton

Classic gardens within easy reach include the National Trust-owned properties Stourhead House and Gardens and Montacute House.

Cultural Day Trips From Wincanton to Bath and Salisbury

Historic Bath and Salisbury are an hour's journey away.

Nearby Towns to Explore: Sherborne and Glastonbury

Sherborne and Glastonbury are half an hour away.

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