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Book a cottage break in Cheltenham, Gloucestershire, England

Showing all properties across the UK. Select a destination from the list to refine your search.
27 holiday rentals
Online Booking Available
Viewed 23 times recently.
Cheltenham 14 miles away

Crop Vale Lodge near the Malvern Hills and Cotswold Hills,

Pershore, Worcestershire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

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.

near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifigardenwood burning stoveParking
7 nights from £517
Next available: 07 Mar - 7 nights
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Online Booking Available
Viewed 24 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 allowed
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.

ensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifigardenParking
7 nights from £887
Next available: 06 Dec - 7 nights
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Online Booking Available
Viewed 27 times recently.
Cheltenham 9 miles away

Island Yurt Glamping Holiday, Cotswolds,

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

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.

lake views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accesssaunawood burning stoveParking
7 nights from £541
Next available: 01 Mar - 5 nights
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Online Booking Available
Viewed 25 times recently.
Cheltenham 9 miles away

The Lakeside Yurt Dogs-welcome Cottage, Cotswolds ,

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

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.

Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenoutdoor hot tub accessParkinggarden
7 nights from £383
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Online Booking Available
Viewed 38 times recently.
Cheltenham 8 miles away

The Lock House Pet-Friendly Cottage, Gloucester, Cotswolds ,

Gloucester, Gloucestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed
family friendly family friendly

This pet friendly, detached former lock keeper's house sleeps 6 people and occupies a unique location right in the city centre at the entrance to the historic Gloucester Docks and just a short drive from Cheltenham.

river views near local pub
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifigardenfireplaceParking
7 nights from £579
Next available: 17 Dec - 3 nights
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Viewed 37 times recently.
Cheltenham 14 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.

garden views
Facilities, Features & Awards:
TVdishwasher in kitchenoutdoor hot tub accessfree Wifigardenwood burning stovefireplaceParking
7 nights from £494
Next available: 08 Dec - 7 nights
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Family-Friendly
Viewed 40 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: 29 Dec - 7 nights
Cheltenham 15 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 welcome
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.

ensuite bedroom(s) historic property
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stoveParking
7 nights from £4494
Next available: 07 Dec - 7 nights
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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.

ensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stovefireplaceParking
7 nights from £1855
Next available: 08 Jan - 4 nights
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Online Booking Available
Viewed 30 times recently.
Cheltenham 20 miles away

Mallard,

Ross-on-Wye, Herefordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Mallard Cottage, a charming lakeside retreat in Herefordshire's stunning countryside, offers idyllic views, a private hot tub, and sleeps up to 4 guests; sorry, no pets allowed, perfect for a restful escape in Ross-on-Wye.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £790
Next available: 06 Dec - 7 nights
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Cheltenham 18 miles away

Rockstowes House,

Dursley, Gloucestershire, England
sleeps  12 sleeps 12
6 bedrooms 6 bedrooms
5 bathrooms 5 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Rockstowes House, a Grade II-listed holiday home in Gloucestershire's Cotswolds, sleeps 12, offers stunning countryside views, a hot tub, tennis courts, and is ideal for family gatherings; sorry, no pets allowed.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
dishwasher in kitchenindoor hot tub accessfree WifigardenfireplaceParking
7 nights from £2258
Next available: 27 Mar - 6 nights
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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 £1058
Next available: 07 Jan - 7 nights
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Romantic Retreat
Viewed 26 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: 06 Dec - 7 nights
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.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomfree WifiParking
7 nights from £660
Next available: 07 Dec - 5 nights
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Family-Friendly
Viewed 43 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: 02 Jan - 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