Cottages to rent for self-catering breaks in Winchcombe, Gloucestershire, England

Searching for a holiday cottage in Winchcombe and want to know more about what this area of the Cotswolds has to offer?  Let countrycottagesonline.com guide you on the attractions of Winchcombe and the surrounding area.


About Self-Catering Holidays in Winchcombe

This is a beautiful town which is extremely well located for exploring the Cotswolds. Within around half an hour’s drive are some of the Cotswold’s best loved towns and villages including Tewkesbury, Broadway, Chipping Campden, Moreton-in-Marsh, Bourton-on-the-Water and Stow-on-the-Wold. Cheltenham is just 8 miles away and Gloucester is just 17 miles away.

The charming Cotswold town of Winchcombe with gorgeous honey coloured buildings has a rich history and is a charming place in which to enjoy a cottage holiday. Historical sites in the area include Sudeley Castle and Hailes Abbey. There is also a fantastic Steam Railway which runs through town.  Ideal for walkers, easily accessible from town are the Cotswold Way, the Wardens Way, Windrush Way and Gloucestershire Way.  There is a choice of restaurants, tea shops and a deli. All in all, this is a wonderful town for a romantic cottage break or family holiday in the scenic Cotswolds.

Book a Winchcombe cottage and look forward to discovering some of the best of Gloucestershire on holiday.

33 rental properties

Popular destinations in Gloucestershire:

More towns
Middle Stanley complex, Winchcombe, Gloucestershire, Cotswolds, England

13 bedroom Cottage Complex

sleeps 13 - 28 guests
13 - 28
13 bedrooms
13
8 bathrooms
8
no dogs allowed

Middle Stanley offers a choice of self catering accommodation, with great facilities and activities, for groups of up to 28 people.

Special features: free internet access, tennis court, games room.

Weekly Price from: £2500

Priory Cottage, Cheltenham, Gloucestershire, Cotswolds, England

2 bedroom Cottage, Winchcombe 4 miles away

sleeps 2 - 4 guests
2 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed
3 star

Pretty 2 bedroom stone-built holiday cottage with views over nearby orchard and its own private garden, in a great location for discovering some of the best attractions that the Cotswolds area has to offer on days out.

Special features: free internet access.

Weekly Price from: £480

The Lakeside Yurt Dogs-welcome Cottage, Cotswolds , Beckford, Worcestershire, Heart of England , England

1 bedroom Yurt, Winchcombe 5 miles away

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
dog-friendly cottage, 1 dog(s) welcome
1
4 star

Ever stayed in a Yurt? Here is the opportunity to experience a stay in a unique self-catering yurt for two people beside a fishing lake in Beckford in a good location for sightseeing in the Cotswolds and Worcestershire; one pet dog is also welcome.

Special features: outdoor hot tub.

Weekly Price from: £230
Next availability:
from 31 July to 04 August 20 from 06 August to 15 August 20

Lakeside Yurt, Cotswolds, Beckford, Worcestershire, Heart of England , England

1 bedroom Holiday Yurt for Glamping Holidays, Winchcombe 5 miles away

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed
4 star

Stylish and generously sized holiday yurt featuring a romantic bed, a high quality kitchen area, private hot tub and an excellent location right by a lake and sleeping 2, this unique holiday home was made for romantic glamping getaways.

Special features: outdoor hot tub, sauna.

Weekly Price from: £384
Next availability:
from 30 August to 31 August 20 from 16 October to 30 October 20

Island Yurt Glamping Holiday, Cotswolds, Beckford, Worcestershire, Heart of England , England

1 bedroom Holiday Yurt, Winchcombe 5 miles away

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed
4 star

Soak up lakeside views and enjoy a taste of luxury camping at this lakeside Yurt in wonderful Worcestershire, sleeping 2 with a king-size double bed, whirlpool bath, outdoor private hot tub and woodburner-style gas stove, this is a lovely romantic retreat which is ideal for couples.

Special features: outdoor hot tub, sauna.

Weekly Price from: £499
Next availability:
from 09 October to 11 October 20 from 14 October to 19 October 20

Upper Court, Kemerton, Gloucestershire, Cotswolds, England

12 bedroom Cottage Complex, Winchcombe 7 miles away

sleeps 2 - 28 guests
2 - 28
12 bedrooms
12
9 bathrooms
9
dog-friendly cottage

A collection of five Cotswold country cottages with charm and character located in extensive gardens within the grounds of an impressive Georgian Manor House.

Special features: free internet access, pool (outdoor, covered from Sept to May), tennis court, games room.

Weekly Price from: £2100
Next availability:
from 17 July to 24 July 20 from 26 July to 07 August 20

Stanway House, Stow on the Wold, Gloucestershire, Cotswolds, England

8 bedroom Large Country House, Winchcombe 9 miles away

sleeps 8 - 18 guests
8 - 18
8 bedrooms
8
6 bathrooms
6
dog-friendly cottage, 2 dog(s) welcome
2

Lovely large stone-built holiday cottage with 8 bedrooms, 6 bathrooms and country views, ideal for large groups of friends or family, with a lovely rural location only 2 miles from Stow-on-the-Wold in the Cotswolds.

Special features: free internet access, tennis court, games room.

Weekly Price from: £1590


Late availability: from 10 July to 13 July 20

Stanton House, Stow on the Wold, Gloucestershire, Cotswolds, England

6 bedroom Barn Conversion, Winchcombe 9 miles away

sleeps 6 - 14 guests
6 - 14
6 bedrooms
6
5 bathrooms
5
dog-friendly cottage, 2 dog(s) welcome
2

Perfect for large groups or families looking to explore the beautiful Cotswolds, this stone-built holiday cottage is part of the Flagstone Farm development and has 6 bedrooms and 5 bathrooms as well as lovely views of the surrounding countryside.

Special features: free internet access, tennis court, games room.

Weekly Price from: £1290


Late availability: from 10 July to 13 July 20

Broadway House, Stow on the Wold, Gloucestershire, Cotswolds, England

7 bedroom Barn Conversion, Winchcombe 9 miles away

sleeps 1 - 16 guests
1 - 16
7 bedrooms
7
6 bathrooms
6
dog-friendly cottage, 2 dog(s) welcome
2

Fantastic large self-catering house which is both family-friendly and dog-friendly, offering a high standard of accommodation as well as countryside views in a rural location just 2 miles from Stow on the Wold in the Cotswolds.

Special features: free internet access, tennis court, games room.

Weekly Price from: £1390


Late availability: from 10 July to 13 July 20

Crop Vale Lodge near the Malvern Hills and Cotswold Hills, Pershore, Worcestershire, Heart of England , England

2 bedroom Wooden Holiday Chalet, Winchcombe 9 miles away

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed
5 star

Fantastic 2 bedroom holiday lodge with lush countryside views and a stylish, light and airy interior, this idyllic wooden cabin is situated on a farm and is within easy reach of the Cotswolds for days out.

Special features: free internet access.

Weekly Price from: £526
Next availability:
from 24 July to 25 July 20 from 01 August to 08 August 20

Dairy Barn near the Cotswolds and Malvern HIlls, Pershore, Worcestershire, Heart of England , England

1 bedroom Holiday Barn, Winchcombe 9 miles away

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed
5 star

This compact and cosy rural retreat with its one bedroom is perfect for a couple, the warming woodburning stove, king-size bedroom and outdoor hot tub help to make this farm cottage ideal for a romantic break or couple's holiday, enjoy staying next to stunning Worcestershire countryside and discovering the charm of the nearby Cotswolds on days out.

Special features: free internet access, outdoor hot tub.

Weekly Price from: £359

Parlour Rural Retreat near the Malvern Hills and Cotswolds, Pershore, Worcestershire, Heart of England , England

1 bedroom Holiday Barn, Winchcombe 9 miles away

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed
5 star

Good quality 1 bedroom barn conversion with views of the Worcestershire countryside, set on a working farm, this is an ideal place for two people looking to enjoy a rural retreat break conveniently close to the Cotswolds, the super-king size bedroom, warming wood burner and access to an outdoor hot tub help to make this a special place for a relaxing romantic couple's holiday.

Special features: free internet access, outdoor hot tub.

Weekly Price from: £375