Book Holiday Homes in Cheltenham

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Cheltenham

Spacious 5-Bedroom Home in Cheltenham

Spacious 5-Bedroom Home in Cheltenham

Cheltenham
Located in Cheltenham, Spacious 5-Bedroom Home in Cheltenham is within a 5-minute drive of University of Gloucestershire and Imperial Gardens.
Spacious 5-Bedroom Home in Cheltenham
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 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.
Save an average of 15% on thousands of hotels when you're signed in
A Luxurious family Cotswold home with a short stroll from market-square

A Luxurious family Cotswold home with a short stroll from market-square

Stow-on-the-Wold
Located in Cheltenham, this vacation home is in a rural location, within a 15-minute walk of Fosse Gallery Fine Art and St. Edward's Church.
A Luxurious family Cotswold home with a short stroll from market-square
The Old Antique Shop Town Centre Stylish House

The Old Antique Shop Town Centre Stylish House

Stow-on-the-Wold
Located in Cheltenham, this vacation home is in a rural location, within a 15-minute walk of St. Edward's Church and Fosse Gallery Fine Art.
The Old Antique Shop Town Centre Stylish House
Beautiful Cheltenham Townhouse, Private Parking

Beautiful Cheltenham Townhouse, Private Parking

Gloucestershire
Located in Cheltenham, this vacation home is within a 15-minute walk of University of Gloucestershire and Cheltenham General Hospital.
Beautiful Cheltenham Townhouse, Private Parking
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

Winchcombe
Located in Cheltenham, this vacation home is in a rural location, within a 15-minute walk of Belas Knap and Winchcombe Folk and Police Museum.
Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!
Elmbridge House

Elmbridge House

Gloucester
Located in Gloucester, this vacation home is within a 5-minute drive of University of Gloucestershire, Oxstalls Campus and Barnwood Arboretum & Park.
Elmbridge House
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

Cheltenham
A stay at this vacation home places you in the heart of Cheltenham, within a 15-minute walk of Cheltenham Playhouse and Everyman Theatre.
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Don't see what you're looking for?
See all available properties in Cheltenham
View all properties
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
212 Holiday Homes
Lowest Price
AU$140
Highest Price
AU$194
Popular accommodation
Spacious 5-Bedroom Home in Cheltenham, 17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water, Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe. , A Luxurious family Cotswold home with a short stroll from market-square , The Old Antique Shop Town Centre Stylish House, Beautiful Cheltenham Townhouse, Private Parking, Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!, Elmbridge House, NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

Top trending hotels in Cheltenham

Malmaison Cheltenham

Malmaison Cheltenham

4 out of 5
Bayshill Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 2 Feb to 3 Feb
AU$179
includes taxes & fees
2 Feb - 3 Feb
With a stay at Malmaison Cheltenham in Cheltenham, you'll be a 4-minute walk from Imperial Gardens and 7 minutes by foot from Statue of Edward Wilson.
Malmaison Cheltenham
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 2 Feb to 3 Feb
AU$140
includes taxes & fees
2 Feb - 3 Feb
A stay at Leonardo Hotel Cheltenham places you in the heart of Cheltenham, within a 5-minute drive of Imperial Gardens and University of Gloucestershire.
Leonardo Hotel Cheltenham
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$194 per night from 9 Feb to 10 Feb
AU$194
includes taxes & fees
9 Feb - 10 Feb
With a stay at The George in Cheltenham, you'll be within a 5-minute walk of Statue of Edward Wilson and Cheltenham Town Hall.
The George
Save an average of 15% on thousands of hotels when you're signed in
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$179 per night from 2 Feb to 3 Feb
AU$179
includes taxes & fees
2 Feb - 3 Feb
A stay at Queens Hotel Cheltenham places you in the heart of Cheltenham, steps from Imperial Gardens and 4 minutes by foot from Statue of Edward Wilson.
Queens Hotel Cheltenham
Don't see what you're looking for?
See all available properties in Cheltenham
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.