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Holiday Homes in Winchcombe, Gloucestershire

Self-Catering Holiday Cottages in Winchcombe

Experience the charm of Winchcombe with a self-catering escape in the heart of the Cotswolds. Known for its culinary delights and picturesque walking paths, it is an ideal destination for cottage holidays. Explore the historical allure of Sudeley Castle, once home to Katherine Parr, and enjoy its exquisite gardens and exhibitions. Donโ€™t miss the Railway Museum and the beautifully preserved Gloucestershire Warwickshire Railway. For history enthusiasts, the ruins of Hailes Abbey offer a glimpse into the past with its intriguing tales. Indulge in local produce at Hayles Fruit Farm, where youโ€™ll find fresh fruits and apple juice.

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

Epsom Cottage, Oxfordshire, England
Viewed 17ร— this week

Epsom Cottage

Chipping Norton, Oxfordshire ~16 miles from Winchcombe
Sleeps 3โ€“5 3 Bedrooms ๐Ÿพ 1 Dog
Next Available 10/04 to 01/05/2026
Facilities
WiFi Open fire Microwave Dishwasher Washing machine Pool Garden Parking
Type of Holiday
1 dogs welcome
Rhydd Holiday Barn, Worcestershire, England
Viewed 11ร— this week

Rhydd Holiday Barn

Malvern, Worcestershire ~16 miles from Winchcombe
Sleeps 1โ€“2 1 Bedroom ๐Ÿšซ No Dogs
Next Available 21/03 to 10/04/2026
Facilities
WiFi Microwave Dishwasher Washing machine Balcony Garden Parking
Type of Holiday
No dogs allowed
Stable Cottage, Warwickshire, England
Viewed 8ร— this week

Stable Cottage

Stratford-upon-Avon, Warwickshire ~14 miles from Winchcombe
Sleeps 1โ€“4 2 Bedrooms ๐Ÿšซ No Dogs ๐ŸŽ‰ Celebrations
Next Available 21/03 to 28/03/2026
Facilities
WiFi Coffee machine Microwave Washing machine Pool Games room Garden BBQ
Type of Holiday
No dogs allowed Special celebrations
The Barn, Worcestershire, England
Viewed 18ร— this week No booking fee

The Barn

Worcester, Worcestershire ~16 miles from Winchcombe
Sleeps 3โ€“6 3 Bedrooms ๐Ÿพ 2 Dogs ๐ŸŽ‰ Celebrations
Next Available 21/03 to 03/04/2026
Facilities
WiFi Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
2 dogs welcome Special celebrations
Stanton House, Gloucestershire, England
Viewed 10ร— this week

Stanton House

Stow-on-the-Wold, Gloucestershire ~9 miles from Winchcombe
Sleeps 8โ€“14 6 Bedrooms ๐Ÿพ 2 Dogs
Next Available 16/04 to 24/04/2026
Facilities
WiFi Microwave Dishwasher Washing machine Games room Tennis Garden BBQ
Type of Holiday
2 dogs welcome Group welcome Weddings Corporate events
Broadway House, Gloucestershire, England
Viewed 12ร— this week

Broadway House

Stow-on-the-Wold, Gloucestershire ~11 miles from Winchcombe
Sleeps 7โ€“16 7 Bedrooms ๐Ÿพ 2 Dogs ๐ŸŽ‰ Celebrations
Next Available 22/03 to 27/03/2026
Facilities
WiFi Microwave Dishwasher Washing machine Games room Tennis Garden BBQ
Type of Holiday
2 dogs welcome Special celebrations Hen Parties Group welcome Weddings
The Clock Tower, Herefordshire, England
Viewed 5ร— this week No booking fee

The Clock Tower

Colwall, Herefordshire ~19 miles from Winchcombe
Sleeps 1โ€“2 1 Bedroom ๐Ÿพ 2 Dogs ๐ŸŽ‰ Celebrations
Next Available 22/03 to 03/04/2026
Facilities
WiFi Woodburner Coffee machine Microwave Dishwasher Garden BBQ EV Charging
Type of Holiday
2 dogs welcome Special celebrations Weddings
8 Bedroom Stanway House, Gloucestershire, England
Viewed 13ร— this week

8 Bedroom Stanway House

Stow-on-the-Wold, Gloucestershire ~9 miles from Winchcombe
Sleeps 8โ€“18 8 Bedrooms ๐Ÿšซ No Dogs ๐ŸŽ‰ Celebrations
Next Available 10/04 to 15/04/2026
Facilities
WiFi Microwave Dishwasher Washing machine Games room Tennis Garden BBQ
Type of Holiday
No dogs allowed Special celebrations Group welcome Weddings Corporate events
Barton Court, Herefordshire, England
Viewed 9ร— this week No booking fee

Barton Court

Colwall, Herefordshire ~19 miles from Winchcombe
Sleeps 11โ€“27 11 Bedrooms ๐Ÿพ 4 Dogs ๐ŸŽ‰ Celebrations
Next Available 22/03 to 27/03/2026
Facilities
WiFi Coffee machine Microwave Dishwasher Garden Firepit BBQ EV Charging
Type of Holiday
4 dogs welcome Special celebrations Hen Parties Stag parties Group welcome


Cottages, Apartments & Lodges in Winchcombe, Gloucestershire, England

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


Self-Catering Breaks in Winchcombe, Cotswolds

Winchcombe, nestled in the heart of the Cotswolds, is known for its fine cuisine and is a great place to stop for lunch. The countryside surrounding Winchcombe is crisscrossed with walkers' paths and trails, often discovered by people during rambles from Hailes and Sudeley.

Exploring Sudeley Castle in Winchcombe

Sudeley Castle has enjoyed royal patronage since the 10th century and is a beloved tourist attraction. Tudor Sudeley Castle, once home to Katherine Parr, one of the wives of Henry VIII, offers gardens to explore, a restaurant for refreshments, and a Tudor costume exhibition.

Visit the Railway Museum in Winchcombe

The Railway Museum is a fascinating destination, especially for those interested in railway machinery and engineering. The Gloucestershire Warwickshire Railway line runs steam and diesel trains. Dubbed the โ€˜Friendly Line in the Cotswolds,โ€™ it offers a 20-mile round trip from Toddington to Cheltenham Racecourse, including the 693-yard Greet Tunnel.

Hayles Fruit Farm in Winchcombe

Lord Sudeley planted an orchard in 1880, which is now the thriving Hayles Fruit Farm. Visitors can pop into the farm shop for a wide range of pressed apple juice and fresh fruit, and enjoy a meal at the restaurant.

Discover Hailes Abbey near Winchcombe

Anyone interested in myths and religious traditions should visit the ruins of the 1246 AD Cistercian Hailes Abbey. It was once a place of pilgrimage because of a supposed phial of Christ's blood, endorsed with a papal guarantee. The site includes a small museum and a shop.

What Does Winchcombe Offer for Cottage Breaks?

Winchcombe is an ideal location for cottage breaks, allowing visitors to enjoy the area's historical sites, beautiful countryside, and culinary delights at their own pace. Whether exploring Sudeley Castle, visiting local farms, or enjoying the scenic train rides, Winchcombe provides a delightful and serene retreat in the Cotswolds.

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