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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Cheltenham holiday rentals

Cottage | Exterior
South Hill Farmhouse

South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
The price is 128.278.476 ₫
153.934.171 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
South Hill Farmhouse
Reception
Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (201)
"Absolutely brilliant"
United Kingdom
Philip
The price is 2.240.507 ₫
2.688.608 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Strozzi Palace Suites by Mansley
Front of property
Portland Apartments

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (137)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
The price is 4.097.770 ₫
4.917.324 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Portland Apartments
Deluxe Double Room, 1 Bedroom, Non Smoking | In-room safe, individually decorated, individually furnished, desk
Crescent Place by Mansley

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (91)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is 2.274.705 ₫
2.729.646 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Crescent Place by Mansley
Property entrance
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.6 out of 10, Exceptional, (5)
"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
Luxury Cottage, Private Bathroom | 3 bedrooms
Greystones Cottage

Greystones Cottage

Greystones Cottage
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (2)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is 10.170.724 ₫
12.204.869 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
Greystones Cottage
Cottage | Living area
Beautiful Cotswold View

Beautiful Cotswold View

Beautiful Cotswold View
3.5 star property
Cheltenham
8.0 out of 10, Very good, (1)
"Lovely property just a short walk into the centre of Bourton on the water, though beware there is a very steep hill to climb when walking back. Very spacious. Lounge and open plan kitchen could do with a bit of an update. Fabulous views across the country side and so many different species of birds to view from the very large window in the lounge. Owners very kindly left binoculars and a bird book. Extremely quiet setting. Stayed Friday to Monday and it was a really lovely break. "
United Kingdom
Jureen
The price is 20.146.877 ₫
24.176.252 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful Cotswold View
Classic House, 3 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, dishwasher
Brookbank Close

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
Brookbank Close
Exterior
Hour Cottage

Hour Cottage

Hour Cottage
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"Awesome location to enjoy all the cute towns around the Cotswold. Very quiet location in one of the less crowded, but still very quaint, towns."
United States
Janet
The price is 15.576.243 ₫
18.691.492 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Hour Cottage
Outdoor dining
2 Bed House - Sleeps 6 - Garden, Pets, Parking

2 Bed House - Sleeps 6 - Garden, Pets, Parking

2 Bed House - Sleeps 6 - Garden, Pets, Parking
3.5 star property
Cheltenham
8.0 out of 10, Very good, (1)
"Great location, cottage was cosy and spacious with good amenities. Dog friendly and we had an enjoyable stay. Good restaurants in the area too "
United Kingdom
Tina
The price is 7.284.007 ₫
9.589.843 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
2 Bed House - Sleeps 6 - Garden, Pets, Parking
Deluxe Cottage, Private Bathroom, Garden View (Ivy Cottage) | 3 bedrooms
Ivy Cottage

Ivy Cottage

Ivy Cottage
3.0 star property
Cheltenham
The price is 10.170.724 ₫
12.204.869 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Ivy Cottage
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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Top Cheltenham Hotel Reviews

Holiday Inn Express Cheltenham by IHG

Holiday Inn Express Cheltenham by IHG

10/10 Excellent
"Checking in was hassle free, didnt get name of lady on desk but she was so friendly /helpful. Only stayed 1 night, room clean, maybe bathroon door frame could do with some TLC. Parking was in NCP which was close to hotel. Only thing wasnt so good was Breakfast area far too small for size of hotel, it was fairly busy when we were there. No plates, ran out of a few different foods & didnt replenish these, even though 1 hr left of service."
Karen 1-night trip
Posted 3 days ago
Holiday Inn Express Cheltenham by IHG

Frequently asked questions

Can I find a holiday rental in Cheltenham?

Yes, there are holiday rentals in Cheltenham close to Cotswold Farm Park, or you can select a more secluded 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 theatre during your trip.

How many holiday rentals will I find in Cheltenham?

With 232 Expedia holiday rentals, you're guaranteed 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 The Promenade and Cheltenham Town Hall.

What are holiday rentals like in Cheltenham?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cheltenham. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.