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1,505 Holiday homes

Holiday cottage with golf nearby in Cheltenham
Cheltenham / Cheltenham
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Child friendly
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from £58 / night

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 £170 / 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

Apartment rental in Cheltenham with golf nearby
Cotswolds / Cheltenham
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child friendly
- Private garden
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from £161 / night

Cottage rental in Cheltenham
Cotswolds / Cheltenham
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Child friendly
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from £126 / night

Holiday cottage in Cheltenham
Cotswolds / Cheltenham
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Child friendly
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from £90 / night

Cheltenham holiday apartment rental
Cotswolds / Cheltenham
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Car not necessary
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from £115 / night

Holiday cottage with golf nearby in Cheltenham
Cotswolds / Cheltenham
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Child friendly
Map
Add to shortlist
from £58 / night

Holiday cottage letting
Cotswolds / Cheltenham
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Child friendly
Map
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from £58 / 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
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from £132 / night

Southam holiday home rental
Cheltenham / Southam
6 14 min stay varies
- 6 bedrooms
- sleeps 14
- min stay varies
- Child friendly
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from £1,031 / night

Home rental in Montpellier suburb
Cheltenham / Montpellier suburb
5 9 2 nights min
- 5 bedrooms
- sleeps 9
- 2 nights min
- Child friendly
- Private garden
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from £344 / night

Holiday apartment in Montpellier suburb
Cheltenham / Montpellier suburb
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child friendly
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from £207 / night

Cheltenham holiday apartment rental
Cotswolds / Cheltenham
2 6 1 night min
- 2 bedrooms
- sleeps 6
- 1 night min
- Child friendly
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from £114 / night

Charlton Kings holiday apartment rental
Cheltenham / Charlton Kings
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Private garden
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from £58 / night

Holiday home in Cheltenham
Cotswolds / Cheltenham
7 20 min stay varies
- 7 bedrooms
- sleeps 20
- min stay varies
- Child friendly
- Private garden
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from £1,489 / night

Holiday apartment in Cheltenham
Cotswolds / Cheltenham
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Private garden
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from £207 / night

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 £163 / night

Holiday cottage with golf nearby in Charlton Kings
Cheltenham / Charlton Kings
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Child friendly
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from £115 / night

Cleeve Hill holiday home rental
Cheltenham / Cleeve Hill
2 2 7 nights min
- 2 bedrooms
- sleeps 2
- 7 nights min
- Child friendly
- Pet friendly
- Private garden
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from £50 / night

Holiday cottage in Shurdington
Cheltenham / Shurdington
1 2 7 nights min
- 1 bedroom
- sleeps 2
- 7 nights min
- Child friendly
- Pet friendly
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from £62 / night

Holiday apartment in Cheltenham
Cotswolds / Cheltenham
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Child friendly
- Private garden
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from £86 / night

Cheltenham holiday apartment rental
Cotswolds / Cheltenham
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Child friendly
- Pet friendly
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from £83 / night
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
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from £974 / night

Holiday barn in Cheltenham
Cheltenham / Cheltenham
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
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from £92 / night

Apartment rental in Cheltenham
Cotswolds / Cheltenham
2 6 1 night min
- 2 bedrooms
- sleeps 6
- 1 night min
- Child friendly
Map
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from £98 / night

Holiday apartment in Cheltenham
Cotswolds / Cheltenham
1 3 min stay varies
- 1 bedroom
- sleeps 3
- min stay varies
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from £115 / night

Holiday cottage in Charlton Kings
Cheltenham / Charlton Kings
1 2 3 nights min
- 1 bedroom
- sleeps 2
- 3 nights min
- Child friendly
- Pet friendly
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from £86 / night

Holiday apartment in Cheltenham
Cotswolds / Cheltenham
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Car not necessary
Map
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from £81 / night

Holiday apartment in Cheltenham
Cotswolds / Cheltenham
4 6 2 nights min
- 4 bedrooms
- sleeps 6
- 2 nights min
- Child friendly
Map
Add to shortlist
from £126 / night

Holiday home in Charlton Kings
Cheltenham / Charlton Kings
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Child friendly
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from £336 / 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 £92 / night

Holiday b&b in Cheltenham
Cotswolds / Cheltenham
4 8 1 night min
- 4 bedrooms
- sleeps 8
- 1 night min
- Child friendly
- Pet friendly
- Private garden
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from £115 / night

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
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from £207 / night

Holiday home accommodation
Cheltenham / Cleeve Hill
5 14 min stay varies
- 5 bedrooms
- sleeps 14
- min stay varies
- Child friendly
Map
Add to shortlist
from £1,203 / night

Cheltenham holiday home rental
Cotswolds / Cheltenham
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Child friendly
Map
Add to shortlist
from £115 / night
Certificate of Excellence

Holiday studio in Cheltenham
Cheltenham / Cheltenham
Studio 2 min stay varies
- Studio
- sleeps 2
- min stay varies
Certificate of Excellence
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from £68 / night

Apartment rental in Montpellier suburb
Cheltenham / Montpellier suburb
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Child friendly
Map
Add to shortlist
from £166 / night

Holiday apartment in Cheltenham
Cotswolds / Cheltenham
2 5 1 night min
- 2 bedrooms
- sleeps 5
- 1 night min
- Child friendly
- Car not necessary
- Private garden
Map
Add to shortlist
from £184 / night
Certificate of Excellence

Cheltenham holiday barn rental
Cotswolds / Cheltenham
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Child friendly
- Private garden
Certificate of Excellence
Map
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from £331 / 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.