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

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1,287 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.

57

from £399 / night

£1,299 - £2,799 / week

Cottage rental in Cheltenham

Cheltenham cottage

3 bedrooms / 1 bathroom / sleeps 6

4

from £172 / night

£974 - £1,031 / week

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.

16

from £98 / night

£573 - £596 / week

Apartment rental in Cheltenham with golf nearby

Cheltenham apartment

2 bedrooms / 2 bathrooms / sleeps 4

4

Responds fast! avg. 2 hours 1 minutes

from £172 / night

£1,145 / week

Holiday cottage letting

Cheltenham cottage

1 bedroom / 1 bathroom / sleeps 2

4

from £98 / night

£573 - £596 / week

Charlton Kings holiday apartment rental

Charlton Kings apartment

1 bedroom / 1 bathroom / sleeps 2

3

Responds fast! avg. 18 minutes

from £69 / night

£401 / week

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.

67

Travellers’ Choice award

from £144 / night

£573 - £1,432 / week

Cheltenham holiday apartment rental

Cheltenham apartment

1 bedroom / 1 bathroom / sleeps 2

17

Responds fast! avg. 1 hour 42 minutes

from £201 / night

£956 / week

Holiday cottage with golf nearby in Charlton Kings

Charlton Kings cottage

3 bedrooms / 1 bathroom / sleeps 6

13

from £115 / night

£630 - £722 / week

Holiday barn in Cheltenham

Cheltenham barn

1 bedroom / 1 bathroom / sleeps 2

6

from £103 / night

£401 / week

Apartment rental in Montpellier suburb

Montpellier suburb apartment

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 1 hour 49 minutes

from £172 / night

£894 / week

Cheltenham holiday home rental

Cheltenham house

2 bedrooms / 1 bathroom / sleeps 6

from £115 / night

£802 - £962 / week

Home rental in Cheltenham

Cheltenham house

1 bedroom / 1 bathroom / sleeps 2

4

Responds fast! avg. 12 minutes

from £81 / night

£458 / week

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.

24

Responds fast! avg. 48 minutes

from £81 / night

£561 / week

Holiday apartment in Montpellier suburb

Montpellier suburb apartment

2 bedrooms / 2 bathrooms / sleeps 4

5

Responds fast! avg. 1 hour 49 minutes

from £182 / night

£1,086 / week

Cheltenham holiday apartment rental

Cheltenham apartment

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 1 hour 49 minutes

from £390 / night

£1,603 / week

Holiday apartment rental

Charlton Kings apartment

2 bedrooms / 1 bathroom / sleeps 4

from £516 / night

£3,607 / week

Holiday home in Cheltenham

Cheltenham house

1 bedroom / 1 bathroom / sleeps 2

3

Responds fast! avg. 1 hour 18 minutes

from £109 / night

£573 / week

Cottage rental in Leckhampton

Leckhampton cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 49 minutes

from £207 / night

£916 / week

Holiday apartment in Cheltenham

Cheltenham apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 33 minutes

from £160 / night

£1,088 / week

Holiday home with golf nearby in Pittville

Pittville house

5 bedrooms / 3 bathrooms / sleeps 10

2

Responds fast! avg. 1 hour 35 minutes

from £573 / night

£1,374 / week

Holiday apartment in Staverton

Staverton apartment

5 bedrooms / 1 bathroom / sleeps 5

from £69 / night

£481 / week

Holiday home rental

Cheltenham house

6 bedrooms / 5 bathrooms / sleeps 18

2

Responds fast! avg. 3 hours 57 minutes

from £1,088 / night

£7,615 / week

Woodmancote holiday home rental

Woodmancote house

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 2 hours 32 minutes

from £573 / night

£682 - £991 / week

Cheltenham holiday studio rental

Cheltenham studio

Studio / 1 bathroom / sleeps 2

from £115 / night

£802 / week

Holiday home accommodation

Cheltenham house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 35 minutes

from £172 / night

£802 / week

Holiday apartment in Cheltenham

Cheltenham apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 49 minutes

from £144 / night

£802 / week

Holiday home rental

Cheltenham house

2 bedrooms / 1 bathroom / sleeps 3

7

Responds fast! avg. 1 hour 35 minutes

from £109 / night

£516 / week

Montpellier suburb holiday apartment accommodation

Montpellier suburb apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 49 minutes

from £166 / night

£974 / week

Cheltenham holiday home rental

Cheltenham house

4 bedrooms / 3 bathrooms / sleeps 8

from £207 / night

£1,443 / week

Woodmancote holiday barn rental

Woodmancote barn

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 32 minutes

from £804 / night

£991 - £2,479 / week

Holiday home rental

Shurdington house

5 bedrooms / 2 bathrooms / sleeps 10

1

Responds fast! avg. 2 hours 49 minutes

from £746 / night

£2,595 - £4,918 / week

Home rental in Cheltenham

Cheltenham house

4 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 35 minutes

from £229 / night

£1,374 - £1,603 / week

Woodmancote holiday barn rental

Woodmancote barn

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 32 minutes

from £719 / night

£876 - £1,964 / week

Cheltenham holiday apartment rental

Cheltenham apartment

2 bedrooms / 1 bathroom / sleeps 4

4

Responds fast! avg. 10 minutes

from £172 / night

£1,031 - £1,374 / week

Guiting Power holiday cottage rental

Guiting Power cottage

2 bedrooms / 2 bathrooms / sleeps 5

14

from £77 / night

£536 - £1,547 / week

Southam holiday home let

Southam house

1 bedroom / 1 bathroom / sleeps 2

from £113 / night

£369 - £1,016 / week

Holiday home in Staverton

Staverton house

6 bedrooms / 3 bathrooms / sleeps 14

1

Responds fast! avg. 2 hours 44 minutes

from £326 / night

£2,751 - £3,833 / week

Holiday home in Guiting Power

Guiting Power house

3 bedrooms / 2 bathrooms / sleeps 5

2

from £260 / night

£1,166 - £1,607 / week

Holiday home in Cheltenham

Cheltenham house

7 bedrooms / 4 bathrooms / sleeps 16

3

Responds fast! avg. 2 hours 44 minutes

from £464 / night

£2,799 - £4,097 / week

Viewing 40 of 1,287
rentals in Cheltenham

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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

24 The Promenade Apartment - 5*
24 The Promenade, Cheltenham

My husband and I stayed at apt 3, 24 The Promenade in Cheltenham for 15 nights. The apartment is beautiful, comfortable and clean. Location couldn't be better right in the centre of town yet we found it very quiet. You don't need a car as everything is on your doorstep but we had a rental car so we could explore the Cotswolds. The icing on the cake is your own private parking bay right outside your door. I like a darkened room for sleeping and the blinds and curtains were top notch as was the comfortable, quality bedding. Everything in the apartment is top quality. The owner, John, obviously takes great pride in providing just about everything you could possibly need. We were impressed at the attention to detail. The technology from the Sonos system to the mood lighting was really enjoyable. John was more than thoughtful in any way he thought he could help yet all the while giving us complete privacy. Thanks for everything John.see more
King's Cottage, perfect for Cheltenham & Cotswolds
Excellent

Kings Cottage was lovely to stay in. Warm and cosy with everything we needed for our stay. We had a meal at The Royal and the food was delicious. We were welcomed by friendly people and felt completely happy with everything. Hope to be back soon. … 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
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
Bushcombe House Farm Bushcombe Lane Woodmancote
Peace, tranquility and a fabulous family stay

Bushcombe House Farm is stunning. The five bedrooms allowed our whole family to be fully relaxed and rested with plenty of individual and communal spaces. The farm house is finished to a very high standard and the views are to die for. The garden is perfect for children to play in as well as for adults to relax and socialise. The house had everything we needed. Tesco was only a 5 minute ride away. The owners had done everything in their power to make the property Covid safe in these unprecedented times and we felt safe the whole time. I don't think we would have felt like that in a seaside hotel and location. There were some lovely little touches too like milk, biscuits and wine left for us on arrival. The owners Peter and Lyn were also very helpful in the run up to the holiday, they responded quickly to any messages we sent, as this was our first cottage holiday as a family. Thanks so much. We couldn't have asked for a better location or property to escape to.see more

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