Book Holiday Homes in Cheltenham

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Featured Holiday Homes in Cheltenham

Iconic  Luxury Detached Period House on the River Bank with parking.

Iconic Luxury Detached Period House on the River Bank with parking.

Bourton-on-the-Water, Cheltenham
With a stay at this vacation home in Cheltenham, you'll be just steps from Cotswold Motoring Museum and Bourton Model Railway Exhibition.
Iconic Luxury Detached Period House on the River Bank with parking.
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

Clapton-on-the-Hill
With a stay at this vacation home in Cheltenham, you'll be within a 10-minute drive of Cotswold Motoring Museum and Bourton Model Railway Exhibition.
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Stunning 3 Bed Town House with Private Parking

Stunning 3 Bed Town House with Private Parking

Cheltenham
With a stay at this vacation home in Cheltenham, you'll be within a 15-minute drive of Cheltenham Racecourse and Gloucester Quays.
Stunning 3 Bed Town House with Private Parking
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NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

Cheltenham
With a stay at this vacation home, you'll be centrally located in Cheltenham, a 4-minute drive from Cheltenham Racecourse and 15 minutes from Gloucester ...
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
A quiet Edwardian house in the Cotswolds

A quiet Edwardian house in the Cotswolds

Stroud
Located in Stroud, this vacation home is in a rural location, within a 15-minute walk of St Mary’s Church and St Marys Painswick.
A quiet Edwardian house in the Cotswolds
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

Winchcombe
Located in Cheltenham, this vacation home is in a rural location, within a 15-minute walk of Winchcombe Folk and Police Museum and Belas Knap.
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
K Suites - Spacious 2- Bedroom House w/ free Wi-Fi and parkiing

K Suites - Spacious 2- Bedroom House w/ free Wi-Fi and parkiing

Cheltenham
With a stay at this vacation home in Cheltenham, you'll be within a 5-minute drive of Cheltenham Racecourse and Pittville Park.
K Suites - Spacious 2- Bedroom House w/ free Wi-Fi and parkiing
Cotswold apartment with private parking!

Cotswold apartment with private parking!

Stow-on-the-Wold
With a stay at this vacation home in Cheltenham, you'll be a 3-minute walk from Fosse Gallery Fine Art and 8 minutes by foot from St. Edward's Church.
Cotswold apartment with private parking!
'Cosy Bungalow' - Bourton-On-The-Water the 'Venice of the Cotswolds''

'Cosy Bungalow' - Bourton-On-The-Water the 'Venice of the Cotswolds''

Bourton-On-The-Water
The price is AU$411 per night from 2 Jun to 3 Jun
AU$411
per night
2 Jun - 3 Jun
With a stay at this vacation home in Cheltenham, you'll be within a 10-minute walk of Bourton Model Railway Exhibition and Cotswold Motoring Museum.
'Cosy Bungalow' - Bourton-On-The-Water the 'Venice of the Cotswolds''
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheltenham Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cheltenham vacation homes are the perfect way for you to wing it.

Holiday houses in Cheltenham let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cheltenham in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cheltenham adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cheltenham with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cheltenham vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cheltenham Holiday Homes essential information

Accommodation
172 Holiday Homes
Lowest Price
AU$145
Highest Price
AU$411
Popular accommodation
Iconic Luxury Detached Period House on the River Bank with parking. , 17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water, Stunning 3 Bed Town House with Private Parking, NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking, A quiet Edwardian house in the Cotswolds , Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe. , K Suites - Spacious 2- Bedroom House w/ free Wi-Fi and parkiing, Cotswold apartment with private parking!, 'Cosy Bungalow' - Bourton-On-The-Water the 'Venice of the Cotswolds''

Top trending hotels in Cheltenham

Leonardo Hotel Cheltenham - Formerly Jurys Inn

Leonardo Hotel Cheltenham - Formerly Jurys Inn

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 9 May to 10 May
AU$154
per night
9 May - 10 May
With a stay at Leonardo Hotel Cheltenham - Formerly Jurys Inn, you'll be centrally located in Cheltenham, within a 15-minute drive of Cheltenham Racecourse and ...
Leonardo Hotel Cheltenham - Formerly Jurys Inn
Delta Hotels by Marriott Cheltenham Chase

Delta Hotels by Marriott Cheltenham Chase

4 out of 5
Shurdington Road, Brockworth, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 2 Jun to 3 Jun
AU$145
per night
2 Jun - 3 Jun
Located in Cheltenham, Delta Hotels by Marriott Cheltenham Chase is in the business district, within a 10-minute drive of University of Gloucestershire and Kingsholm ...
Delta Hotels by Marriott Cheltenham Chase
The George

The George

3.5 out of 5
Saint George's Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 12 May to 13 May
AU$172
per night
12 May - 13 May
With a stay at The George in Cheltenham, you'll be within a 15-minute drive of Cheltenham Racecourse and Gloucester Quays.
The George
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Queens Hotel Cheltenham

Queens Hotel Cheltenham

4 out of 5
The Promenade, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 26 May to 27 May
AU$223
per night
26 May - 27 May
With a stay at Queens Hotel Cheltenham, you'll be centrally located in Cheltenham, a 5-minute drive from Cheltenham Racecourse and 13 minutes from Gloucester ...
Queens Hotel Cheltenham
Don't see what you're looking for?
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.