A historic building with large windows and ivy-covered walls.

Cheltenham Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cheltenham vacation rentals

1. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (255 reviews)
"A very unique property, well fitted and decorated with quality equipment. A nice touch was a container of milk in the fridge as a welcome. I did have an issue with the code to enter the car park, however, the manager was very helpful in getting me into the carpark. Excellent location, thoroughly recommended."
United Kingdom
Graham
The price is SAR 283
SAR 339 total
includes taxes & fees
26 Nov - 27 Nov
Strozzi Palace Suites by Mansley

2. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (162 reviews)
"Room was clean and well-appointed."
United Kingdom
Eleanor
The price is SAR 309
SAR 371 total
includes taxes & fees
6 Dec - 7 Dec
Crescent Place by Mansley

3. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Perfect location and beautiful accommodation"
United Kingdom
Helen
The price is SAR 536
SAR 643 total
includes taxes & fees
26 Nov - 27 Nov
Portland Apartments

4. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
3.5 star property
Cheltenham
8.4 out of 10, Very good, (5 reviews)
"The property was so comfy ,easy to self check in.clean and convenience location. Our family had a great time here."
Hong Kong SAR China
heiyu
The price is SAR 921
SAR 1,105 total
includes taxes & fees
21 Nov - 22 Nov
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

5. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (52 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is SAR 238
SAR 358 total
includes taxes & fees
25 Nov - 26 Nov
Spa Court

6. Mayville House Apartment

Mayville House Apartment
3.5 star property
Cheltenham
8.8 out of 10, Excellent, (5 reviews)
"I booked this apartment for my family of 4 on the day and because we were so caught up in our trip we forgot to notify the host. We arrived in the evening and despite us not having given them a heads up first, the apartment was sorted and in impeccable state. The bed was extremely comfortable, kitch and bathroom very clean. Very happy with our overnight stay, would highly recommend.l"
United Kingdom
Boya
Mayville House Apartment

7. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
The price is SAR 1,735
SAR 2,082 total
includes taxes & fees
1 Dec - 2 Dec
Wellinghill Lodge

8. Montpellier Cheltenham - Character Georgian Town House

Montpellier Cheltenham - Character Georgian Town House
2.0 star property
Montpellier
Montpellier Cheltenham - Character Georgian Town House

9. Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely stay. Would highly recommend "
United Kingdom
Anonymous traveler
The price is SAR 3,738
SAR 4,486 total
includes taxes & fees
27 Nov - 28 Nov
Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

10. The Cowshed Banham Cottages

The Cowshed Banham Cottages
2.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay. Location was perfect. Hosts were very prompt with their responses. Property was clean, will book this place again if we ever revisit in the future."
United Kingdom
Pratigya
The Cowshed Banham Cottages

11. Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.8 out of 10, Exceptional, (6 reviews)
"Modern 2 bedroom apartment very close to the town centre. Very clean and quiet with all mod cons. TV has free Netflix included, however the couch was too small to lie down on comfortably. Only other negative was a noisy manhole cover in the street which vibrated every time a car drove over it ( not the fault of the apartment obviously). "
United Kingdom
Mr D
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

12. Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham
3.5 star property
Cheltenham
9.0 out of 10, Wonderful, (2 reviews)
"Great location for exploring Cheltenham & as a base for exploring the Cotswolds."
United Kingdom
Nicola I E
The price is SAR 2,298
SAR 2,298 total
includes taxes & fees
13 Nov - 14 Nov
Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

13. The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Great place to stay!"
United States
Velia
The price is SAR 1,777
SAR 2,609 total
includes taxes & fees
2 Dec - 3 Dec
The Haybarn Banham Cottages

14. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is SAR 830
SAR 996 total
includes taxes & fees
15 Nov - 16 Nov
Cotswold Townhouse - Adults Only

15. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (2 reviews)
"Very nice newer property. Very well equipped kitchen. Bathrooms were clean and very nice. Excellent to have an assigned parking space. Very good location in the heart of Bourton-on-the-Water."
Canada
Kent
The price is SAR 1,489
SAR 2,385 total
includes taxes & fees
15 Nov - 16 Nov
Beechwood Cottage Banham Cottages

16. The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is SAR 1,669
SAR 2,526 total
includes taxes & fees
19 Nov - 20 Nov
The Stables Banham Cottages

17. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is SAR 1,823
SAR 2,187 total
includes taxes & fees
22 Nov - 23 Nov
Swallow Studio

18. Sycamore Cottage Banham Cottages

Sycamore Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"This cottage is AMAZING! The location is unbelievable to be right in town, yet, very quiet! High end finishes and had everything we needed. We will absolutely book to stay again!"
United States
Heidi
The price is SAR 1,698
SAR 2,588 total
includes taxes & fees
25 Nov - 26 Nov
Sycamore Cottage Banham Cottages

19. Bluebirds Cottage Light Airy 2BD Bourton

Bluebirds Cottage Light Airy 2BD Bourton
3.0 star property
Cheltenham
8.0 out of 10, Very good, (3 reviews)
"Brilliant country side stay in a lovely Cotswolds Hamlet "
United Kingdom
Adam
The price is SAR 718
SAR 1,863 total
includes taxes & fees
29 Nov - 30 Nov
Bluebirds Cottage Light Airy 2BD Bourton

20. The Potting Shed Banham Cottages

The Potting Shed Banham Cottages
2.0 star property
Bourton-on-the-Water
2.0 out of 10, (1 review)
The Potting Shed Banham Cottages
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cheltenham Hotel Reviews

Frequently asked questions

Can I find a vacation rental in Cheltenham?

Yes, there are vacation rentals in Cheltenham close to Cotswold Farm Park, or you can choose a more remote option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the picturesque gardens in Cheltenham. Make sure you have time to check out the sightseeing tours and musical theater during your trip.

What are some of the best vacation home rentals that Cheltenham has to offer?

Bears Court: This Cheltenham vacation home rental offers a garden and WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Our travelers also rate Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe. as a favorite home for rent in Cheltenham.

How many vacation rentals will I find in Cheltenham?

With 251 Expedia vacation rentals, you're sure to find just the right place for your Cheltenham stay.

What can I see and do in Cheltenham?

Enjoy the outdoors at Pittville Park and Imperial Gardens, or simply take in cultural attractions like Everyman Theatre and Cotswold Motoring Museum. Other places in town to visit include Cheltenham Town Hall and Pitville Pump Room.

What are vacation rentals like in Cheltenham?

Vacation rentals are private properties you can book for a long or short time in Cheltenham. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.