Book a cottage break in Cheltenham, Gloucestershire, England

22 holiday rentals
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 £4274
Next available: 18 Jun - 3 nights
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Viewed 65 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 TubParkingGarden
7 nights from £405
Next available: 05 Jul - 7 nights
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Viewed 104 times recently.
Cheltenham 8 miles away

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

Newnham nr. Gloucester, Gloucestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome  1 dog
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.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £603
Next available: 28 Jun - 7 nights
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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 £411
Next available: 24 Jun - 3 nights
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Viewed 20 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 TubFree WifiGardenParking
7 nights from £480
Next available: 24 Jun - 3 nights
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Viewed 25 times recently.
Cheltenham 19 miles away

Shipton Cottage,

Chipping Norton, Oxfordshire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
1 dog welcome  1 dog
family friendly family friendly

Luxurious 3 ensuite bedroom Cotswold cottage with access to onsite indoor swimming pool and onsite gym, plus children’s play area, close to both Stow-on-the-Wold and Bourton-on-the-Water.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomHeated poolFree WifiEnclosed GardenParking
7 nights from £1203
Next available: 26 Jun - 5 nights
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Viewed 14 times recently.
Cheltenham 19 miles away

Sandown Cottage,

Chipping Norton, Oxfordshire, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Luxurious 2 bedroom Cotswold cottage, no pets allowed, with access to onsite indoor heated swimming pool plus gym this property is ideal for a relaxing break and is close to both Stow on the Wold and Bourton on the Water.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherMicrowaveGames roomHeated poolFree WifiGardenParking
7 nights from £1064
Next available: 20 Jun - 7 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
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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveHeated poolFree WifiEnclosed GardenParking
7 nights from £1157
Next available: 16 Jun - 3 nights
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Viewed 72 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 poolParkingEnclosed Garden
7 nights from £425
Next available: 16 Jun - 7 nights
Special Offer: 15 Jun - 7 nights
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Viewed 17 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 TubSaunaParking
7 nights from £554
Next available: 05 Aug - 4 nights
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Viewed 17 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 TubFree WifiGardenParking
7 nights from £498
Next available: 03 Jul - 5 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 £1856
Next available: 19 Jul - 4 nights
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Online Booking Available
Viewed 12 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 TubSaunaParking
7 nights from £476
Next available: 05 Jul - 7 nights
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Cheltenham 18 miles away

Norton Grange Country House,

Norton, Worcestershire, England
sleeps  16 sleeps 16
6 bedrooms 6 bedrooms
3 bathrooms 3 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Unique 6 bedroom Manor House offering spacious accommodation for groups of up to 16, with an outdoor swimming pool, large gardens and a games room with table football and table tennis, there is plenty to keep family or friends entertained at this large house just 5 miles from Worcester.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOwn swimming pool (Outdoor swimming pool in the garden for warm weather periods from May until September only.)Free WifiGardenParking
7 nights from £5194
book online online booking
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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 £863
Next available: 26 Jul - 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.