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

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1,145 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

£1,299 - £2,799 / week

1 / 40

Cottage rental in Cheltenham

Cheltenham cottage

3 bedrooms • 1 bathroom • sleeps 6

from £144 / night

£974 / week

1 / 19

Holiday cottage with golf nearby in Cheltenham

Cheltenham cottage

1 bedroom • 1 bathroom • sleeps 2

“Lovely accommodation” Near to Cheltenham but in the Cotswolds allowing easy access to this area. Well equipped cottage set in peaceful surroundings. The owners Marcie and Julian are a really helpful couple and Marcie welcomed us and showed us how everything’s works. Also gave information on local places to eat.

from £86 / night

£539 / week

1 / 19

Apartment rental in Cheltenham with golf nearby

Cheltenham apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £172 / night

£1,145 / week

1 / 17

Holiday cottage letting

Cheltenham cottage

1 bedroom • 1 bathroom • sleeps 2

from £81 / night

£550 / week

1 / 13

Charlton Kings holiday apartment rental

Charlton Kings apartment

1 bedroom • 1 bathroom • sleeps 2

from £75 / night

£401 - £468 / week

1 / 27

Holiday home rental

Cheltenham house

2 bedrooms • 1 bathroom • sleeps 4

“Idyllic!” Stayed at the Dovecot with my husband and 1 year old daughter. The property itself is beautiful - full of character and very well furnished. The location too is fantastic, right on a duck pond (safely fenced off for little ones) which my daughter loved. The property is a separate building on the owners farm (far away enough from the main building for privacy) - there are horses on the farm which in the evening came up close to the property (still fenced off though) which was lovely. We felt very well looked after by the owners - plenty of information on local attractions was provided, and best of all, a home made chocolate cake waiting for us when we arrived! Having forgotten our high chair, the owner lent us her own which was much appreciated. Location wise - we had a car, which was necessary for what we wanted to do - although I think there were probably plenty of walks in the area. We visited Tewkesbury which was VERY close), Cheltenham, Stow-on-the Wold and Bourton-on-the-Water all very easily from our base. Would definitely stay here again - and probably for a longer period of time.

from £144 / night

£573 - £1,432 / week

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Cheltenham holiday apartment rental

Cheltenham apartment

1 bedroom • 1 bathroom • sleeps 2

from £201 / night

£956 / week

1 / 23

Holiday cottage with golf nearby in Charlton Kings

Charlton Kings cottage

3 bedrooms • 1 bathroom • sleeps 6

from £115 / night

£630 - £722 / week

1 / 21

Holiday barn in Cheltenham

Cheltenham barn

1 bedroom • 1 bathroom • sleeps 2

from £103 / night

£401 / week

1 / 9

Apartment rental in Montpellier suburb

Montpellier suburb apartment

1 bedroom • 1 bathroom • sleeps 2

from £172 / night

£894 / week

1 / 5

Cheltenham holiday home rental

Cheltenham house

2 bedrooms • 1 bathroom • sleeps 6

from £115 / night

£802 - £962 / week

1 / 12

Home rental in Cheltenham

Cheltenham house

1 bedroom • 1 bathroom • sleeps 2

from £81 / night

£458 / week

1 / 16

Holiday apartment rental

Cheltenham apartment

1 bedroom • 1 bathroom • sleeps 4

“UNRIVALLED” Our group has stayed in this apartment for the Cheltenham races over the last 7 years or so and to a man would never consider staying anywhere else in the Town.It is ideally located for the Town centre and racecourse and has many other local attractions. The apartment is beautifully decorated and spotlessly clean and the icing on the cake is the fact that the owners are just about the most hospitable and friendly people we have ever encountered on our travels to the extent that they even invite us up on our last day for a Champagne breakfast. Believe me when i say that this accomodation and its owners will guarantee you a fantastic break.

from £103 / night

£722 / week

1 / 12

Holiday apartment in Montpellier suburb

Montpellier suburb apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £182 / night

£1,086 / week

1 / 8

Cheltenham holiday apartment rental

Cheltenham apartment

3 bedrooms • 2 bathrooms • sleeps 6

from £390 / night

£1,603 / week

1 / 13

Holiday apartment rental

Charlton Kings apartment

2 bedrooms • 1 bathroom • sleeps 4

from £516 / night

£3,607 / week

1 / 22

Holiday home in Cheltenham

Cheltenham house

1 bedroom • 1 bathroom • sleeps 2

from £109 / night

£573 / week

1 / 32

Cottage rental in Leckhampton

Leckhampton cottage

2 bedrooms • 1 bathroom • sleeps 4

from £207 / night

£916 / week

1 / 9

Holiday apartment in Cheltenham

Cheltenham apartment

1 bedroom • 1 bathroom • sleeps 2

from £160 / night

£1,088 / week

1 / 7

Holiday apartment in Staverton

Staverton apartment

5 bedrooms • 1 bathroom • sleeps 5

from £132 / night

£922 / week

1 / 15

Holiday home rental

Cheltenham house

6 bedrooms • 5 bathrooms • sleeps 18

from £2,290 / night

£16,030 / week

1 / 16

Woodmancote holiday home rental

Woodmancote house

1 bedroom • 1 bathroom • sleeps 2

from £573 / night

£682 - £1,031 / week

1 / 27

Cheltenham holiday studio rental

Cheltenham studio

Studio • 1 bathroom • sleeps 2

from £115 / night

£802 / week

1 / 9

Montpellier suburb holiday apartment accommodation

Montpellier suburb apartment

1 bedroom • 1 bathroom • sleeps 4

from £166 / night

£974 / week

1 / 9

Cheltenham holiday home rental

Cheltenham house

4 bedrooms • 3 bathrooms • sleeps 8

from £207 / night

£1,443 / week

1 / 16

Woodmancote holiday barn rental

Woodmancote barn

3 bedrooms • 3 bathrooms • sleeps 6

from £804 / night

£991 - £2,651 / week

1 / 31

Holiday home rental

Shurdington house

5 bedrooms • 2 bathrooms • sleeps 10

from £702 / night

£2,595 - £5,508 / week

1 / 24

Woodmancote holiday barn rental

Woodmancote barn

2 bedrooms • 2 bathrooms • sleeps 4

from £719 / night

£876 - £2,136 / week

1 / 33

Cheltenham holiday apartment rental

Cheltenham apartment

2 bedrooms • 1 bathroom • sleeps 4

from £166 / night

£1,031 - £1,352 / week

1 / 36

Southam holiday home let

Southam house

1 bedroom • 1 bathroom • sleeps 2

from £116 / night

£346 - £1,064 / week

1 / 18

Holiday home in Staverton

Staverton house

6 bedrooms • 3 bathrooms • sleeps 14

from £605 / night

£2,751 - £3,833 / week

1 / 70

Holiday home in Guiting Power

Guiting Power house

3 bedrooms • 2 bathrooms • sleeps 6

from £324 / night

£1,353 - £2,093 / week

1 / 19

Holiday home in Cheltenham

Cheltenham house

7 bedrooms • 4 bathrooms • sleeps 16

from £667 / night

£2,799 - £4,097 / week

1 / 100

Home rental in Staverton

Staverton house

1 bedroom • 1 bathroom • sleeps 2

from £24 / night

£189 - £269 / week

1 / 23

Holiday apartment rental

Cheltenham apartment

1 bedroom • 1 bathroom • sleeps 2

from £138 / night

£962 / week

1 / 21

Cheltenham holiday cottage rental

Cheltenham cottage

2 bedrooms • 1 bathroom • sleeps 6

from £166 / night

£1,163 / week

1 / 31

Cheltenham holiday home rental

Cheltenham house

3 bedrooms • 1 bathroom • sleeps 5

from £249 / night

£1,736 - £8,015 / week

1 / 18

Holiday log cabin with golf nearby in Charlton Kings

Charlton Kings log cabin

1 bedroom • 1 bathroom • sleeps 2

from £107 / night

£369 - £1,113 / week

1 / 21

Colesbourne holiday cottage rental

Colesbourne cottage

6 bedrooms • 6 bathrooms • sleeps 12

from £592 / night

£2,039 - £6,412 / week

1 / 28

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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

Bushcombe House Farm Bushcombe Lane Woodmancote
Great stay

Wonderful house, lovely view and great location. Ideal accommodation for large family with 5 bedrooms and large kitchen/diner. Plenty of space in garden to play boules and badminton. We are looking forward to staying again … see more
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
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
Wellington Square - By Luxury Apartments
Family Staycation

Stayed at Wellington Square with my husband and two children. The apartment is done to a high standard and very clean. It’s also in a very nice quiet area and within walking distance to shops and restaurants. We had an amazing stay here and would definitely come back again. This was a Perfect staycation for us.see more
Charming 2 bed Town House with parking
Lovely cosy cottage

Just spent Christmas in a really lovely cosy cottage. Comfy beds, clean throughout, fluffy towels, well equipped kitchen, quiet yet central location for Cheltenham City centre. Most importantly for our son, a really good WiFi connection! Thankyou for a lovely couple of days. … see more

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