Book a cottage break in Cheltenham, Gloucestershire, England

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7 holiday rentals
Family-Friendly
Viewed 34 times recently.
no booking fee
Cheltenham 18 miles away

The Barn,

Worcester, Worcestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
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.

ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
7 nights from £425
Next available: 04 Feb - 7 nights
Cheltenham 19 miles away

Epsom Cottage,

Chipping Norton, Oxfordshire, England
sleeps  5 sleeps 5
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

Beautifully presented, 3 bedroom Epsom Cottage is an absolute dream, with luxurious 5 star rated accommodation, this is an idyllic place to enjoy a truly relaxing holiday in the Cotswolds close to Chipping Norton, with access to a heated indoor swimming pool on site, a spa where you can book pampering treatments (available at additional cost), as well as a gym and beautiful gardens, this has to be one of the Cotswolds' very best holiday homes.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchenonsite heated poolfree Wifienclosed gardenfireplaceParking
7 nights from £1157
Next available: 04 Feb - 7 nights
book online online booking
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Online Booking Available
Viewed 34 times recently.
Cheltenham 20 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)
countryside views over fields and farmlands near local pub
Facilities, Features & Awards:
smart TVmicrowave in kitchengames roomindoor heated poolfree Wifienclosed gardenBBQParking
7 nights from £425
Next available: 21 Feb - 7 nights
book online online booking
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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.

ensuite bedroom(s) countryside views over fields and farmlands
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchenfree WifigardenParking
7 nights from £430
Next available: 20 Feb - 7 nights
Family-Friendly
Viewed 35 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 welcome
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.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomtennis courtfree Wifienclosed gardenBBQParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1290
Next available: 13 Mar - 7 nights
Family-Friendly
Viewed 37 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 welcome
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.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomtennis courtfree Wifienclosed gardenBBQParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1390
Next available: 16 Mar - 7 nights
Family-Friendly
Viewed 30 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 welcome
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.

ensuite bedroom(s) near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomtennis courtfree WifigardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1590
Next available: 02 Mar - 7 nights
* 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