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Book a cottage break in Cheltenham, Gloucestershire, England

26 holiday rentals
Online Booking Available
Viewed 12 times recently.
Cheltenham 13 miles away

Pennylands Willow Lodge,

Evesham, Worcestershire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 dog-friendly cottage
family friendly family friendly

Charming detached wooden lodge near Cotswold village of Broadway.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineFree WifiGardenParking
7 nights from £563
Next available: 03 Mar - 5 nights
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Online Booking Available
Viewed 12 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 £878
Next available: 24 Jan - 7 nights
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Online Booking Available
Viewed 11 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

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.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherMicrowaveOutdoor Hot Tub AccessParkingGarden
7 nights from £380
Next available: 01 Mar - 7 nights
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Cheltenham 19 miles away

The Olde House,

Ross-on-Wye, Herefordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
 dog-friendly cottage
family friendly family friendly

19th-century semi-detached cottage in Upton Bishop, Herefordshire, with original features like stone floors and elm staircase.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVWashing machineMicrowaveFree WifiGardenParking
7 nights from £414
Next available: 22 Mar - 7 nights
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Romantic Retreat
Viewed 14 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: 22 Jan - 7 nights
Family-Friendly
Viewed 26 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
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 machineMicrowaveFree WifiEnclosed GardenParking
7 nights from £425
Next available: 22 Jan - 7 nights
Romantic Retreat
Viewed 51 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
7 nights from £540
Next available: 04 Apr - 7 nights
Online Booking Available
Viewed 16 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.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £594
Next available: 07 Mar - 7 nights
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Online Booking Available
Viewed 119 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)
country views
Facilities, Features & Awards:
Digital TVWashing machineMicrowaveGames roomHeated poolFree WifiEnclosed GardenParking
7 nights from £425
Next available: 23 Feb - 7 nights
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Online Booking Available
Viewed 9 times recently.
Cheltenham 15 miles away

Wards Court 1,

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

Wards Court 1 is a beautiful, bright, and airy first-floor apartment in Frampton on Severn.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Washing machineFree WifiGarden
7 nights from £454
Next available: 30 Jan - 7 nights
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Online Booking Available
Viewed 14 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.

0 ( reviews)
lake views
Facilities, Features & Awards:
TVDishwasherMicrowaveOutdoor Hot Tub AccessSaunaParking
7 nights from £541
Next available: 01 Mar - 7 nights
book online online booking
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Online Booking Available
Viewed 12 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 £577
Next available: 01 Mar - 7 nights
book online online booking
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Online Booking Available
Viewed 17 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 £510
Next available: 01 Mar - 7 nights
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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
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 £4429
Next available: 27 Jan - 4 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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £1855
Next available: 22 Jan - 7 nights
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* 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