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Book a cottage break in Cheltenham, Gloucestershire, England

26 holiday rentals
Online Booking Available
Viewed 24 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.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineOutdoor Hot Tub AccessFree WifiGardenParking
7 nights from £494
Next available: 16 May - 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: 12 May - 7 nights
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Online Booking Available
Viewed 15 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: 11 May - 7 nights
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Online Booking Available
Viewed 7 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 £479
Next available: 11 May - 7 nights
book online online booking
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Online Booking Available
Viewed 14 times recently.
Cheltenham 18 miles away

The Escape Romantic Retreat,

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

Romantic retreat in Malvern close to the Malvern Hills Area of Outstanding Natural Beauty.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Digital TVMicrowaveFree WifiGardenParking
7 nights from £423
Next available: 19 May - 4 nights
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Online Booking Available
Viewed 29 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: 11 May - 6 nights
Special Offer: 10 May - 7 nights
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Online Booking Available
Viewed 8 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 £620
Next available: 02 Aug - 4 nights
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Online Booking Available
Viewed 21 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: 11 May - 5 nights
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Online Booking Available
Viewed 8 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: 11 May - 7 nights
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Online Booking Available
Viewed 18 times recently.
Cheltenham 14 miles away

Parlour Rural Retreat near the Malvern Hills and Cotswolds,

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

Good quality 1 bedroom barn conversion with views of the Worcestershire countryside, set on a working farm, this is an ideal place for two people looking to enjoy a rural retreat break conveniently close to the Cotswolds, the super-king size bedroom, warming wood burner and access to an outdoor hot tub help to make this a special place for a relaxing romantic couple's holiday.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineOutdoor Hot Tub AccessFree WifiGardenParking
7 nights from £512
Next available: 02 Jun - 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: 13 May - 6 nights
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Online Booking Available
Viewed 18 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 £512
Next available: 11 May - 6 nights
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Cheltenham 13 miles away

Greyhound Barn,

Cirencester, Gloucestershire, England
sleeps  17 sleeps 17
8 bedrooms 8 bedrooms
9 bathrooms 9 bathrooms
 dog-friendly cottage
family friendly family friendly

The delightful Grade II listed former hop brewery is located in the beautiful Cotswold countryside, in the village of Barnsley, just four miles away from Cirencester.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
DishwasherWashing machineFree WifiGarden
7 nights from £2178
Next available: 27 May - 3 nights
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Viewed 10 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 £557
Next available: 19 Jul - 7 nights
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Romantic Retreat
Viewed 21 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: 16 May - 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