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Cheltenham
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1,394 Holiday homes
Holiday cottage with golf nearby in Cleeve Hill
Cheltenham / Cleeve Hill
4 10 Min stay varies
- 4 bedrooms
- Sleeps 10
- Min stay varies
- Child friendly
- Pet friendly
- Private garden
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from £160 / night
“Outstanding property”
A wonderful place to stay. Spacious, comfortable, generously equipped. There were 7 of us and we used all 5 bedrooms (the study behind the sitting room also has an excellent bed). The kitchen was supe… More
Glad you enjoyed your stay. Hope you will be able to return sometime. Lynda
Cheltenham holiday apartment rental
Cotswolds / Cheltenham
2 6 1 night min
- 2 bedrooms
- Sleeps 6
- 1 night min
- Child friendly
Map
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from £99 / night
Holiday home accommodation
Cheltenham / Leckhampton
1 2 Min stay varies
- 1 bedroom
- Sleeps 2
- Min stay varies
- Child friendly
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from £120 / night
Holiday barn in Cheltenham
Cotswolds / Cheltenham
1 2 Min stay varies
- 1 bedroom
- Sleeps 2
- Min stay varies
- Child friendly
- Pet friendly
- Private garden
Add to shortlist
from £116 / night
Holiday farmhouse in Cheltenham
Cheltenham / Cheltenham
5 10 Min stay varies
- 5 bedrooms
- Sleeps 10
- Min stay varies
- Child friendly
- Ask about pets
- Private garden
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from £300 / night
“Fantastic location, beautiful house.”
We stayed at Bushcombe House Farm for two weeks over the Christmas and New Year period. We were over from Perth Australia and met up with our three grown up children and extended family at the house. … More
We are delighted you had a good holiday , we hope to see you again Best wishes Peter/Lyn
“Wonderful place to stay”
We had a cousins get together at this property and we loved it. Lots of space, very clean and the most amazing views. We were lucky enough to be there while the Cheltenham racecourse was having its fi… More
Thank you for the kind feedback We hope to see you again
“Stunning views, immaculate house - highly recommend”
The house is situated on a hill so the views are stunning. When we arrived there were flowers on the kitchen table and milk, wine and juice in the fridge - a welcome we weren't anticipating but very m… More
Thank you for the very kind feedback
Holiday cottage with golf nearby in Cheltenham
Cotswolds / Cheltenham
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Child friendly
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from £65 / night
Holiday apartment in Cheltenham
Cotswolds / Cheltenham
2 6 1 night min
- 2 bedrooms
- Sleeps 6
- 1 night min
- Child friendly
Map
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from £99 / night
Certificate of Excellence
Holiday barn in Cheltenham
Cheltenham / Cheltenham
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
Certificate of Excellence
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from £80 / night
Charlton Kings holiday studio rental
Cheltenham / Charlton Kings
Studio 2 2 nights min
- Studio
- Sleeps 2
- 2 nights min
- Ask about pets
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from £45 / night
Holiday apartment rental
Cheltenham / Cheltenham
1 4 1 night min
- 1 bedroom
- Sleeps 4
- 1 night min
- Nearest beach 90 km
- Child friendly
- Car not necessary
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from £65 / night
“A great place to stay in Cheltenham.”
A fantastic and very well appointed garden apartment ( just as shown in the photographs and described ) in a lovely Victorian house just a short walk from the centre of Cheltenham.There is parking at … More
“Perfect Place To Stay”
My family and I have stayed at this apartment for the last 7 years and we couldn't ask for better hosts. Jane and John could not be more welcoming and always ensure our stay is enjoyable. The apartme… More
“Paddy Power Weekend.”
The charming apartment was immaculately presented and coupled with warm genorous hospitality it made for a brilliant weekend.… More
Cheltenham holiday barn rental
Cotswolds / Cheltenham
4 8 2 nights min
- 4 bedrooms
- Sleeps 8
- 2 nights min
- Child friendly
- Private garden
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from £220 / night
“Beautiful location, beautiful house.”
We thoroughly enjoyed our stay at Southwold Barn. The location was beautiful, the house was well furnished, excellent quality and the owners were helpful and friendly. We even got to make friends with… More
“Fantastic new year”
Wonderful place. Really amazing stay. There's everything you need for a lovely week away. You just need to buy the food & drink. … More
“A wonderful location away from everything - perfect for family get togethers.”
My husband and I and our two children stayed at Southwold Barn for a week in August. We invited along all the grandparents also. There was plenty of room for us all and the barn was extremely well cat… More
Holiday apartment in Montpellier suburb
Cheltenham / Montpellier suburb
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Child friendly
Map
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from £180 / night
Holiday apartment in Cheltenham
Cotswolds / Cheltenham
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Private garden
Map
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from £180 / night
“Great apartment and location”
We rented the apartment for 14 nights, on arrival we found it had every facility we required and it was very clean and tidy throughout,. All the rooms are ample size including the well equipped kitche… More
“A fantastic stay to see in 2016”
We rented the beautiful apartment for three nights to celebrate NYE with friends and could not be happier with our choice. The apartment is extremely well appointed; stylishly furnished, spacious, cle… More
Cheltenham holiday apartment rental
Cheltenham / Cheltenham
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Car not necessary
- Air conditioning
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from £142 / night
Holiday cottage rental
Cheltenham / Charlton Kings
1 2 3 nights min
- 1 bedroom
- Sleeps 2
- 3 nights min
- Child friendly
- Pet friendly
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from £75 / night
Cleeve Hill holiday home rental
Cheltenham / Cleeve Hill
2 2 7 nights min
- 2 bedrooms
- Sleeps 2
- 7 nights min
- Suitable for children age 5+
- Pet friendly
- Private garden
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from £50 / night
Holiday apartment in Cheltenham
Cotswolds / Cheltenham
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Car not necessary
Map
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from £120 / night
Holiday cottage letting
Cotswolds / Cheltenham
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Child friendly
Map
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from £65 / night
Certificate of Excellence
Holiday home rental
Cotswolds / Cheltenham
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Child friendly
- Ask about pets
- Private garden
Certificate of Excellence
Map
Add to shortlist
from £125 / night
“Perfect place for a family reunion”
My husband and I spent a week at the Dovecote, catching up with family. The cottage was perfect for this, charming, spacious and well equipped (so we could cook family dinners) and in such a deligtfu… More
Glad you enjoyed your stay!
“Countryside relaxation”
The dovecote, an ornate country retreat which is just that bit special. Small picturesque lake, ducks & comfortable accommodation made this stay ideal. Our host was most welcoming & even baked us a c… More
Glad you enjoyed it. Hope you can visit again sometime!
“Heaven”
We booked this as a surprise for my moms 60th birthday and she utterly adored it. It's tranquil and beautiful yet a few minutes drive to bustling cities. The cake was delicious, the house was just gor… More
Glad you had a great time - hope to see you again! Thanks
Holiday cottage in Cheltenham
Cotswolds / Cheltenham
2 4 2 nights min
- 2 bedrooms
- Sleeps 4
- 2 nights min
- Child friendly
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from £90 / night
“Comfortable, beautiful walks in the countryside and extremely clean.”
I was impressed with how easy, quiet and relaxed it was to get into the cottage. Everything looked so welcoming and I immediately felt that every efforts had been made to make my stay the most pleasan… More
“Comfortable, quiet and convenient”
My wife and I were returning to the Cotswolds for a second time and found the 'Seven Springs' cottages to be an ideal location from which to explore the many picturesque villages in the South Cotswold… More
Holiday apartment in Montpellier suburb
Cheltenham / Montpellier suburb
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Nearest beach 94 km
- Child friendly
- Car not necessary
Map
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from £200 / night
Apartment rental in Montpellier suburb
Cheltenham / Montpellier suburb
1 4 Min stay varies
- 1 bedroom
- Sleeps 4
- Min stay varies
- Child friendly
- Car not necessary
Map
Add to shortlist
from £160 / night
Home rental in Cheltenham
Cotswolds / Cheltenham
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Nearest beach 30 km
- Car not necessary
- Private garden
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from £75 / night
“Home from Home”
An excellent little find tucked away in an exquisite part of Cheltenham. Everything you need for a self catering stay, has a very homely feel about it. Location is perfect for events in the centre o… More
Cheltenham holiday apartment rental
Cheltenham / Cheltenham
3 6 Min stay varies
- 3 bedrooms
- Sleeps 6
- Min stay varies
- Car not necessary
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from £295 / night
Holiday cottage with golf nearby in Cheltenham
Cheltenham / Cheltenham
1 2 Min stay varies
- 1 bedroom
- Sleeps 2
- Min stay varies
- Child friendly
Map
Add to shortlist
from £60 / night
Holiday cottage in Charlton Kings
Cheltenham / Charlton Kings
2 4 3 nights min
- 2 bedrooms
- Sleeps 4
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
Map
Add to shortlist
from £90 / night
Holiday apartment in Cheltenham
Cotswolds / Cheltenham
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Child friendly
- Private garden
Map
Add to shortlist
from £75 / night
Apartment rental in Prestbury
Cheltenham / Prestbury
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Suitable for children age 5+
- Private garden
Map
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from £85 / night
Certificate of Excellence
Holiday studio in Cheltenham
Cheltenham / Cheltenham
Studio 2 Min stay varies
- Studio
- Sleeps 2
- Min stay varies
- Child friendly
Certificate of Excellence
Map
Add to shortlist
from £59 / night
“great facilities lovely views”
was pleased to find that this self contained garden annex was only recently refurbished, and everything is in perfect order. it was a bit too cold for walks on the 'two hills', but we found a couple o… More
Cottage rental in Cheltenham
Cotswolds / Cheltenham
3 6 Min stay varies
- 3 bedrooms
- Sleeps 6
- Min stay varies
- Child friendly
Map
Add to shortlist
from £115 / night
Holiday home rental
Cotswolds / Cheltenham
3 5 Min stay varies
- 3 bedrooms
- Sleeps 5
- Min stay varies
- Child friendly
- Private garden
Map
Add to shortlist
from £165 / night
Holiday apartment in Leckhampton
Cheltenham / Leckhampton
1 2 1 night min
- 1 bedroom
- Sleeps 2
- 1 night min
- Ask about pets
Map
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from £75 / night
Holiday apartment in Prestbury
Cheltenham / Prestbury
2 6 2 nights min
- 2 bedrooms
- Sleeps 6
- 2 nights min
- Child friendly
Map
Add to shortlist
from £120 / night
Holiday home in Cheltenham
Cotswolds / Cheltenham
7 20 Min stay varies
- 7 bedrooms
- Sleeps 20
- Min stay varies
- Child friendly
- Private garden
Map
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from £1,250 / night
Holiday apartment in Cheltenham
Cotswolds / Cheltenham
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Child friendly
Map
Add to shortlist
from £105 / night
Apartment rental in Cheltenham
Cotswolds / Cheltenham
2 6 1 night min
- 2 bedrooms
- Sleeps 6
- 1 night min
- Child friendly
Map
Add to shortlist
from £85 / night
Home rental in Montpellier suburb
Cheltenham / Montpellier suburb
5 9 Min stay varies
- 5 bedrooms
- Sleeps 9
- Min stay varies
- Child friendly
- Private garden
Map
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from £750 / night
Holiday apartment rental
Cheltenham / Cheltenham
1 3 Min stay varies
- 1 bedroom
- Sleeps 3
- Min stay varies
- Child friendly
- Car not necessary
Map
Add to shortlist
from £75 / night
Holiday chalet rental
Cheltenham / Charlton Kings
1 2 Min stay varies
- 1 bedroom
- Sleeps 2
- Min stay varies
- Child friendly
- Pet friendly
- Private garden
Map
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from £95 / night
“Absolutely beautiful”
Very cosy place with everything you need for a nice weekend away in a stunning countryside. The landlords were very helpful but also very laid back. We even enjoyed eggs from the chicken behind the co… More
Thank you for your kind comments. Hope to see you again soon.
“Lovely quiet holiday stay.”
Lovely little unit on a farm. The owners are a lovely family and helped out with anything we needed. Car would be needed at this accommodation.… More
Thank you for your positive comments. We wouls be happy to welcome you back in the future.
Certificate of Excellence
Home rental in Prestbury
Cheltenham / Prestbury
6 16 Min stay varies
- 6 bedrooms
- Sleeps 16
- Min stay varies
- Swimming pool
- Child friendly
- Car not necessary
Certificate of Excellence
Map
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from £550 / night
Why Cheltenham?
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.
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What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travellers.