Winchcombe Holiday Cottages

25 holiday rentals
Winchcombe 11 miles away

South Hill Farmhouse,

Stow-on-the-Wold, Gloucestershire, England
sleeps  22 sleeps 22
11 bedrooms 11 bedrooms
8 bathrooms 8 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Large Cotswold holiday house in Stow on the Wold, ideal for big groups of friends or family, with 11 bedrooms, 8 bathrooms, sociable living spaces, a games room and a big garden.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £4274
Next available: 29 Apr - 4 nights
book online online booking
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Online Booking Available
Viewed 23 times recently.
Winchcombe 9 miles away

Dairy Barn near the Cotswolds and Malvern HIlls,

Pershore, Worcestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

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.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineOutdoor Hot TubFree WifiGardenParking
7 nights from £479
Next available: 05 May - 4 nights
book online online booking
View
Family-Friendly
Viewed 26 times recently.
Winchcombe 16 miles away

The Barn,

Worcester, Worcestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 dog-friendly cottage
family friendly family friendly

Wonderful rural barn conversion with fantastic views out to the Malvern Hills, situated within its own private fenced garden on a small holding and surrounded by glorious Worcestershire countryside, both family-friendly and dog-friendly.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveTennis courtParkingEnclosed Garden
7 nights from £330
Next available: 26 Apr - 7 nights
Romantic Retreat
Viewed 12 times recently.
no booking fee
Winchcombe 16 miles away

Dairy Cottage (Cotswolds),

Chipping Norton, Oxfordshire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Comfortable stone-built Cotswold Cottage with one bedroom and its own walled herb garden, situated in the village of Churchill in Oxfordshire.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Digital TVWashing machineMicrowaveTennis courtFree WifiEnclosed GardenParking
7 nights from £350
Next available: 06 Jul - 7 nights
Winchcombe 9 miles away

Bankside Cottage,

Blockley, Gloucestershire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Charming 2 bedroom stone-built cottage in the Cotswolds with lovely country views and courtyard, sorry no pets.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherMicrowaveFree WifiGardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £787
book online online booking
View
Online Booking Available
Viewed 46 times recently.
Winchcombe 14 miles away

Stable Cottage,

Stratford-upon-Avon, Warwickshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

2 bedroom rural retreat with country views, private indoor pool access, games room and private courtyard, set on a working farm just 5 miles from the English Cotswolds and 8 miles from Stratford upon Avon.

5 (1 reviews)
country views
Facilities, Features & Awards:
Digital TVWashing machineMicrowaveGames roomHeated poolParkingEnclosed Garden
Sorry, this owner/agency has not provided availability information.
7 nights from £425
book online online booking
View
Family-Friendly
Viewed 20 times recently.
Winchcombe 9 miles away

Stanway House,

Stow-on-the-Wold, Gloucestershire, England
sleeps  18 sleeps 18
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherMicrowaveGames roomTennis courtFree WifiGardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1590
Next available: 20 Jun - 7 nights
Family-Friendly
Viewed 34 times recently.
Winchcombe 9 miles away

Stanton House,

Stow-on-the-Wold, Gloucestershire, England
sleeps  14 sleeps 14
6 bedrooms 6 bedrooms
5 bathrooms 5 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomTennis courtFree WifiEnclosed GardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1290
Next available: 02 Jun - 7 nights
Romantic Retreat
Viewed 11 times recently.
Winchcombe 16 miles away

Rhydd Holiday Barn,

Malvern, Worcestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
2 bathrooms 2 bathrooms
no dogs allowed No pets

4 star Gold Award winning barn conversion near Malvern with stunning views out to the Malvern Hills.

0 ( reviews)
ensuite(s)country views
Facilities, Features & Awards:
Gold Award Winning CottageDigital TVDishwasherWashing machineMicrowaveFree WifiGardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £430
Next available: 24 May - 7 nights
Family-Friendly
Viewed 34 times recently.
Winchcombe 9 miles away

Broadway House,

Stow-on-the-Wold, Gloucestershire, England
sleeps  16 sleeps 16
7 bedrooms 7 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomTennis courtFree WifiEnclosed GardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1390
Next available: 20 Jun - 7 nights
* Price quoted is not inclusive of any applicable booking fees or local charges.

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.

Whether you choose to book a holiday cottage in Winchcombe, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Gloucestershire.

Frequently Asked Questions about Winchcombe

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Winchcombe, or use the filters to refine your search.
See our selection of lodges and cabins in Winchcombe, Gloucestershire.
Read the description of Winchcombe to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Gloucestershire has to offer for holidaymakers.