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Apartments in Cheltenham and Self catering accommodation - Holiday Lettings - Holiday Rentals Cheltenham

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238 Holiday homes

Holiday farmhouse in Cheltenham

Cheltenham farmhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Beautiful property with incredible stunning views” Bushcombe House Farm is a beautiful property in a peaceful location with incredible stunning views, obviously a lot of love and attention to detail has gone into this property and it has everything that you could wish for and truly is a most wonderful place to stay. The location is within easy reach of all shops and amenities and a short walk uphill to Cleeve Common. We thoroughly enjoyed our stay and didn't want to leave and we are hoping to return soon. Thank you Peter & Lyn.

from £399 / night

£1,999 - £2,799 / week

1 / 40

Holiday apartment in Montpellier

Montpellier apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £201 / night

£1,403 / week

1 / 45

Holiday apartment rental

Cheltenham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £212 / night

£1,483 / week

1 / 16

Holiday home in Cheltenham

Cheltenham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £184 / night

£1,145 / week

1 / 19

Cottage rental in Cheltenham

Cheltenham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £321 / night

£1,088 / week

1 / 19

Charlton Kings holiday apartment rental

Charlton Kings apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£441 / week

1 / 27

Holiday log cabin with golf nearby in Charlton Kings

Charlton Kings log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £117 / night

£401 - £1,085 / week

1 / 27

Holiday cottage letting

Cheltenham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £109 / night

£745 / week

1 / 13

Holiday apartment in Staverton

Staverton apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £207 / night

£1,443 / week

1 / 24

Holiday home in Shurdington

Shurdington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£481 / week

1 / 5

Holiday shepherds hut in Hailes

Hailes shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £247 / night

£785 - £1,149 / week

1 / 24

Holiday cottage with golf nearby in Cleeve Hill

Cleeve Hill cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£410 - £716 / week

1 / 20

Prestbury holiday home let

Prestbury house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £149 / night

£447 - £1,077 / week

1 / 18

Home rental in Colesbourne

Colesbourne house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from £1,340 / night

£3,332 - £5,962 / week

1 / 42

Staverton holiday cottage let

Staverton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £350 / night

£2,206 - £2,514 / week

1 / 11

Cheltenham holiday studio rental

Cheltenham studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £115 / night

£802 / week

1 / 9

Holiday apartment rental

Montpellier apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £161 / night

£1,123 / week

1 / 44

Holiday apartment in Cheltenham

Cheltenham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £146 / night

£1,018 / week

1 / 15

Holiday home in Guiting Power

Guiting Power house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £287 / night

£1,347 - £2,109 / week

1 / 25

Holiday home in Cheltenham

Cheltenham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £229 / night

£1,623 - £3,249 / week

1 / 13

Holiday apartment in Montpellier

Montpellier apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £162 / night

£1,131 / week

1 / 45

Montpellier holiday apartment rental

Montpellier apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £156 / night

£1,090 / week

1 / 45

Montpellier holiday apartment rental

Montpellier apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £160 / night

£1,114 / week

1 / 37

Woodmancote holiday barn rental

Woodmancote barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £523 / night

£1,023 - £2,380 / week

1 / 32

Holiday home in Guiting Power

Guiting Power house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £231 / night

£1,061 - £1,629 / week

1 / 22

Holiday home in Cheltenham

Cheltenham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £126 / night

£745 / week

1 / 31

Southam holiday home rental

Southam house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from £329 / night

£1,060 - £6,626 / week

1 / 39

Holiday apartment in Cheltenham

Cheltenham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £121 / night

£687 - £1,260 / week

1 / 22

Woodmancote holiday barn rental

Woodmancote barn

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £556 / night

£1,128 - £2,972 / week

1 / 31

Brockhampton holiday home rental

Brockhampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £504 / night

£1,581 - £3,559 / week

1 / 24

Holiday apartment in Cheltenham

Cheltenham apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £162 / night

£1,149 - £2,309 / week

1 / 24

Holiday cottage rental

Brockhampton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £258 / night

£796 - £1,791 / week

1 / 24

Holiday home in Cheltenham

Cheltenham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £527 / night

£1,603 - £5,281 / week

1 / 24

Cheltenham holiday apartment rental

Cheltenham apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £172 / night

£1,031 / week

1 / 20

Cheltenham holiday home rental

Cheltenham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £121 / night

£839 - £8,376 / week

1 / 18

Holiday cottage rental

Brockhampton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £258 / night

£796 - £1,791 / week

1 / 24

Holiday apartment rental

Cheltenham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £195 / night

£1,363 / week

1 / 26

Apartment rental in Cheltenham with golf nearby

Cheltenham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £117 / night

£455 - £1,322 / week

1 / 18

Shurdington holiday home rental

Shurdington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £718 / night

£2,293 - £4,720 / week

1 / 36

Home rental in Shurdington

Shurdington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £258 / night

£796 - £2,095 / week

1 / 24

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Cheltenham holidays

The Regency town of Cheltenham is perfect for those looking for a sophisticated getaway that's not too far from the rolling hills of the countryside.

Select a holiday rental in Cheltenham, and start planning your trip to one of England's most famous spa towns.

About Cheltenham

Cheltenham's history spans back centuries, and has always been a popular tourist spot thanks to the mineral springs that flow here.

The town itself is on the edge of the Cotswolds and is an area of outstanding natural beauty. Many choose to hike and roam through the hills to check out the views. If you go, don't forget your camera as there are plenty of photo-op spots along the trails.

What to Do

There are galleries, theatres and museums throughout the town, so why not visit one? The Wilson is among the most popular.

Top Cheltenham Travel Tips

Cheltenham is known all over the world for being a hive of culture and excitement. Each year, thousands flock here for the horse racing, jazz, and food & drink festivals. See if you can time your holiday to coincide with one of these. It's well worth it for the atmosphere.

Cheltenham is a wonderful place where you can wander around to your heart's content. Book your holiday rental in Cheltenham and let the adventure begin.

Top Destination reviews

King's Cottage, perfect for Cheltenham & Cotswolds
Excellent cottage for exploring Cheltenham and the Cotswolds

The cottage was well situated with easy access to Cheltenham town centre. International birds of prey, roman villa, houses and gardens were just some of the sites we explored. The Cotswolds are great to explore, picnics, walks and some amazing views. The cottage was very pleasant, clean and tidy with everything you need to make your stay feel like home. The owners were friendly, and provided some thoughtful essentials for our arrival. They also run the pub which is next door to the cottage. The pub food was delicious after a day of exploring and the staff were very friendly. The only criticisms would be that the bed and pillows in the master bedroom were really hard, personal preference I know, and I'm not usually that fussy, but I found them impossible to use. The church bells also take some getting used to, they ring on the hour every hour and chime every 15 minutes, when you're not used to the noise it's really hard to ignore them! People leaving the pub could be a little noisy, and we could hear tables/chairs or something be stored away at the end of the night which again was a little disturbing when you're tired out and just want to crash. However, if you book next to a church and a pub you have to expect to encounter some noise! We enjoyed our stay and found the cottage and surrounding area to be charming.see more
The Dovecote
Lovely place

We really enjoyed our stay. The Dovecote is a delightful cottage, very clean and comfortable. The area is peaceful, in the countryside, and next to a large pond full of ducks and various birds. Theres some great places to visit, Tewksbury only a few miles away, and Cheltenham and Gloucester fairly close too. Lots of cafes and restaurants. Helen the host, was lovely, always willing to help. Highly recommend.see more
Derrybrook Cotswolds Cottage, Superking or Twin beds
Lovely place to stay.

We throughly enjoyed our stay at Derry Brook Cottage. The cottage was situated a little out of the way from any busy areas, which was lovely . It was clean and very homely. Great facilities for cooking and a laundry room if needed. The little balcony was a nice place to sit and just relax, listening to the birds and unwinding. Marcie was there if you needed any help or suggestions on local areas to visit. Would definitely recommend to friends and family.see more
Bushcombe House Farm Bushcombe Lane Woodmancote
A lovely place with amazing views

Well stocked comfortable home from home with amazing views. Close to amenities and a superb restaurant. My daughter’s family thoroughly enjoyed their stay. Highly recommend. … see more
Windrush Cotswolds Cottage, Sleeps 6, Great Location
Very nice

Had a lovely time at windrush cottage. Marcie is very friendly and helpful. Definitely recommend. Lovely big garden for kids … see more
Luxury apartment in Montpellier area of Cheltenham, allocate parking at front
Fantastic apartment

We thoroughly enjoyed our stay. The apartment was as lovely as it looked in the pictures, very comfortable and a perfect location - just a fine minute walk from great bars and restaurants in the Monpellier area of Cheltenham. The owner was also very welcoming and friendly on arrival. … see more

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