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Book a cottage break in Cheltenham, Gloucestershire, England

26 holiday rentals
Romantic Retreat
Viewed 28 times recently.
Cheltenham 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
7 nights from £430
Next available: 31 Mar - 7 nights
Online Booking Available
Viewed 19 times recently.
Cheltenham 9 miles away

Lakeside Yurt, Cotswolds,

Beckford, Worcestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
 1 dog welcome  1 dog

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.

0 ( reviews)
lake views
Facilities, Features & Awards:
TVDishwasherMicrowaveOutdoor Hot Tub AccessSaunaParking
7 nights from £490
Next available: 31 Mar - 7 nights
book online online booking
View
Online Booking Available
Viewed 19 times recently.
Cheltenham 13 miles away

Pennylands Hill View Lodge,

Broadway, Worcestershire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 dog-friendly cottage

Beautifully handcrafted Broadway lodge with 2 bedrooms, open plan living area, woodburner-effect fire, and wooden veranda.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £572
Next available: 11 Apr - 6 nights
book online online booking
View
Cheltenham 14 miles away

Ingleside Family Cottage, Cotswolds,

Adsett, Gloucestershire, England
sleeps  14 sleeps 14
6 bedrooms 6 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Large family-friendly 6 bedroom holiday cottage and beautiful mature garden, nestled in a rural hamlet near to the Forest of Dean and within easy reach of the Cotswold Hills and Area of Outstanding Natural Beauty.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £1855
Next available: 31 Mar - 4 nights
book online online booking
View
Online Booking Available
Viewed 14 times recently.
Cheltenham 9 miles away

Secret Island Yurt,

Tewkesbury, Gloucestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
2 bathrooms 2 bathrooms
no dogs allowed No pets

20-foot yurt with hot tub on secluded island overlooking fishing lake near Beckford village in Cotswolds AONB.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherSaunaParking
7 nights from £594
Next available: 04 Apr - 7 nights
book online online booking
View
Online Booking Available
Viewed 16 times recently.
Cheltenham 12 miles away

Beesoni Rural Retreat, Malvern Hills,

Castlemorton, Worcestershire, England
sleeps  10 sleeps 10
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
 1 dog welcome  1 dog
family friendly family friendly

Charming and very comfortable 4 bedroom family-friendly and dog-friendly barn conversion set next to farmlands and fields near to Castlemorton, within easy reach of the Malvern Hills and Cotswolds for days out.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £887
Next available: 04 Apr - 7 nights
book online online booking
View
Cheltenham 13 miles away

Beautiful Cotswold View,

Bourton-on-the-Water, Gloucestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets

Located in Bourton on the Water, this farmhouse offers Beautiful Cotswold View on the second and third floors.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiParking
7 nights from £785
Next available: 31 Mar - 7 nights
book online online booking
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Family-Friendly
Viewed 25 times recently.
Cheltenham 14 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: 21 Apr - 7 nights
Family-Friendly
Viewed 50 times recently.
Cheltenham 14 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: 30 May - 7 nights
Family-Friendly
Viewed 38 times recently.
Cheltenham 13 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: 30 May - 7 nights
Romantic Retreat
Viewed 30 times recently.
Cheltenham 18 miles away

The Shepherds Hut,

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

Charming shepherd’s hut in Worcestershire countryside, near Worcester and Malvern Hills.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
MicrowaveParkingGarden
Sorry, this owner/agency has not provided availability information.
7 nights from £540
* Price quoted is not inclusive of any applicable booking fees or local charges.
Cheltenham is a stylish place for a self-catering break.  With its grand historical buildings and strong reputation as a spa town, Cheltenham has to be one of the Cotswold’s most stylish towns.  With a huge choice of shops, restaurants and bars, Cheltenham in many ways has quite a city feel. The spa town’s wealth of history and impressive architecture with grand Victorian buildings mean that Cheltenham is a great place to take a cottage break.  

What Cheltenham, Gloucestershire offers for Self-Catering Holidays


No visit to Cheltenham is complete without spending some time browsing the Montpellier area.  The Montpellier Gardens were opened in 1809 to cover the most lavish building of Montpellier Spa and host a variety of activities throughout the summer including live music.  Shopping in Montpellier is a must.  There are numerous specialist shops and boutiques, all amidst a host of bars, cafes, pubs and restaurants.

Cheltenham is also known for its race course and has art galleries as well as museums to interest visitors.   Cheltenham is well based for exploring the Cotswolds which are within easy reach.  Whether you opt to rent a self-catering apartment in Cheltenham or a cottage in the country, we trust that you will have a great time exploring Cheltenham.

Whether you choose to book a holiday cottage in Cheltenham, 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 Cheltenham

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 Cheltenham, or use the filters to refine your search.
See our selection of lodges and cabins in Cheltenham, Gloucestershire.
Read the description of Cheltenham 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.

Cheltenham Holiday Rental Searches