Book Holiday Homes in Cheltenham

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Featured Holiday Homes in Cheltenham

Spacious 5-Bedroom Home in Cheltenham

Spacious 5-Bedroom Home in Cheltenham

Cheltenham
Enjoy a garden and a pool table. Popular attractions Cheltenham Racecourse and Gloucester Docks are located nearby.
Opens in a new windowSpacious 5-Bedroom Home in Cheltenham
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

Greet
Book a stay at this family-friendly vacation home in Cheltenham. Enjoy free WiFi, a sauna, and a garden. Popular attractions Cheltenham Racecourse and Belas ...
Opens in a new windowStunning BIG COTSWOLD COTTAGE + Annexe sleeps 16
A quiet Edwardian house in the Cotswolds

A quiet Edwardian house in the Cotswolds

Stroud
Book a stay at this family-friendly vacation home in Stroud. Enjoy free breakfast, free WiFi, and a water park. Popular attractions Gloucester Quays and Gloucester ...
Opens in a new windowA quiet Edwardian house in the Cotswolds
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Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Cheltenham
The price is NZ$364 per night from 16 Sept to 17 Sept
NZ$364
16 Sept - 17 Sept
includes taxes & fees
Stay at this vacation home in Cheltenham. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Cheltenham Racecourse and EV Charger ...
Opens in a new windowComfy modern townhouse/w free parking & garden, newly refurbished, self catering
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
Stay at this vacation home in Cheltenham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Dragonfly Maze and Birdland Park and Gardens ...
Opens in a new window17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Bourton on the Water Scandi Chic Authentic Cottage

Bourton on the Water Scandi Chic Authentic Cottage

Bourton-on-the-Water
The price is NZ$744 per night from 5 Oct to 6 Oct
NZ$744
5 Oct - 6 Oct
includes taxes & fees
Stay at this vacation home in Cheltenham. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions The Model Village and Birdland ...
Opens in a new windowBourton on the Water Scandi Chic Authentic Cottage
Spacious House, Private Parking & Garden

Spacious House, Private Parking & Garden

Gloucestershire
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Gloucester Docks and Gloucester Quays are located ...
Opens in a new windowSpacious House, Private Parking & Garden
Stow on the Wold Scandi Chic Authentic Cottage

Stow on the Wold Scandi Chic Authentic Cottage

Stow-on-the-Wold
Stay at this vacation home in Cheltenham. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Fosse Gallery Fine Art and Old ...
Opens in a new windowStow on the Wold Scandi Chic Authentic Cottage
Stunning 2BD in the Heart of Cheltenham

Stunning 2BD in the Heart of Cheltenham

3 out of 5
9a Sydenham Villas Rd, Cheltenham, England
Stay at this 3-star vacation home in Cheltenham. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Cheltenham Racecourse and Cheltenham ...
Opens in a new windowStunning 2BD in the Heart of Cheltenham
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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
306 Holiday Homes
Lowest Price
NZ$174
Highest Price
NZ$744
Popular accommodation
Spacious 5-Bedroom Home in Cheltenham, Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16, A quiet Edwardian house in the Cotswolds , Comfy modern townhouse/w free parking & garden, newly refurbished, self catering, 17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water, Bourton on the Water Scandi Chic Authentic Cottage, Spacious House, Private Parking & Garden, Stow on the Wold Scandi Chic Authentic Cottage, Stunning 2BD in the Heart of Cheltenham

Top trending hotels in Cheltenham

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road, Brockworth, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 21 Sept to 22 Sept
NZ$178
21 Sept - 22 Sept
includes taxes & fees
Book a stay at this spa hotel in Cheltenham. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowCheltenham Chase Hotel & Spa
Ellenborough Park

Ellenborough Park

5 out of 5
Southam Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is NZ$613 per night from 30 Sept to 1 Oct
NZ$613
30 Sept - 1 Oct
includes taxes & fees
Stay at this 5-star luxury hotel in Cheltenham. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Opens in a new windowEllenborough Park
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is NZ$174 per night from 12 Oct to 13 Oct
NZ$174
12 Oct - 13 Oct
includes taxes & fees
Book a stay at this eco-certified hotel in Cheltenham. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful ...
Opens in a new windowLeonardo Hotel Cheltenham
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Holiday Inn Express Cheltenham by IHG

Holiday Inn Express Cheltenham by IHG

3 out of 5
Dunalley Street, Cheltenham, England
Fully refundable
The price is NZ$184 per night from 28 Sept to 29 Sept
NZ$184
28 Sept - 29 Sept
includes taxes & fees
Stay at this 3-star eco-certified hotel in Cheltenham. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our ...
Opens in a new windowHoliday Inn Express Cheltenham by IHG
Don't see what you're looking for?
See all available properties in Cheltenham
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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.