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

Cheltenham Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Cheltenham holiday rentals

Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (117 reviews)
"We really enjoyed our stay here! Great location and super comfortable room! Will definitely be staying here again if I'm visiting the area!"
United Kingdom
Rita
The price is HK$680
HK$816 total
includes taxes & fees
16 Jul - 17 Jul
Crescent Place by Mansley
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (230 reviews)
"The property was well equipped and is very central to walk to shops, bars and restaurants. Convenient paid car parking also close by. Although not manned 24 hour we did also meet with the friendly and helpful staff who also managed the other property at The Crescent"
United Kingdom
Craig
The price is HK$725
HK$869 total
includes taxes & fees
23 Jul - 24 Jul
Strozzi Palace Suites by Mansley
Terrace/patio

Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
The price is HK$2,174
HK$3,747 total
includes taxes & fees
15 Jul - 16 Jul
Jasmine Cottage-2BD in Heart of Bourton
Terrace/patio

Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is HK$3,449
HK$4,139 total
includes taxes & fees
3 Jul - 4 Jul
Swallow Studio
Terrace/patio

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is HK$1,346
HK$2,391 total
includes taxes & fees
5 Jul - 6 Jul
Brookbank Close
Exterior

Cotswolds Grade II Listed Barn +underfloor heating

Cotswolds Grade II Listed Barn +underfloor heating
Little Rissington
The price is HK$2,619
HK$3,292 total
includes taxes & fees
1 Jul - 2 Jul
Cotswolds Grade II Listed Barn +underfloor heating
Exterior detail

4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage
Winchcombe
9.8 out of 10, Exceptional, (97 reviews)
"Great location! Perfect for us"
United States
Lynn R.
The price is HK$1,915
HK$2,495 total
includes taxes & fees
2 Jul - 3 Jul
4 Star Cotswold Stone Cottage
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (146 reviews)
"Good parking spaces behind the property, very clear information about finding the property. The apartment was spacious, very clean, lovely decor and very comfortable. We got some advice on where to find a nice local pub, and ate in the centre close to the property. Overall absolutely lovely."
United Kingdom
Roderick
The price is HK$990
HK$1,188 total
includes taxes & fees
22 Jul - 23 Jul
Portland Apartments
Private kitchen

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
4.0 star property
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."
United Kingdom
Wayne
The price is HK$1,591
HK$1,910 total
includes taxes & fees
11 Jul - 12 Jul
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
Exterior detail

Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"This is a lovely property, managed by a friendly and responsive host. I very much appreciated the high standard of cleanliness, especially with the linen which was impeccable. The property is close to the racecourse, to the Brewery Quarter and to the university. Very quiet and peaceful at night. Thank you Mo for your attentiveness. "
United Kingdom
KATIA
The price is HK$559
HK$725 total
includes taxes & fees
30 Jun - 1 Jul
Modern Studio Appartment
Outdoor dining

Stow on the Wold Scandi Chic Authentic Cottage

Stow on the Wold Scandi Chic Authentic Cottage
Stow-on-the-Wold
10.0 out of 10, Exceptional, (9 reviews)
"Excellent choice for Stow and the Cotswolds.. loved the cottage and the host is v friendly and informative."
United Kingdom
Pete
The price is HK$2,683
HK$3,822 total
includes taxes & fees
14 Jul - 15 Jul
Stow on the Wold Scandi Chic Authentic Cottage
Property grounds

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Cheltenham
Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Exterior

Greystones Cottage

Greystones Cottage
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$2,286
HK$2,743 total
includes taxes & fees
7 Jul - 8 Jul
Greystones Cottage
Outdoor dining

Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
The price is HK$3,449
HK$4,139 total
includes taxes & fees
3 Jul - 4 Jul
Woodcock Studio
Individually decorated, individually furnished, laptop workspace

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)
"Spotlessly clean, very well equipped with everything you need for a short stay. Really comfortable beds and great location to walk to town centre. Parking a bonus. Would definitely stay again. "
United Kingdom
Louisa
The price is HK$1,902
HK$2,282 total
includes taxes & fees
4 Jul - 5 Jul
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
Interior

Historic Character Filled Home, Character Filled Home in the Heart of Stow

Historic Character Filled Home, Character Filled Home in the Heart of Stow
Stow-on-the-Wold
The price is HK$3,334
HK$4,369 total
includes taxes & fees
2 Jul - 3 Jul
Historic Character Filled Home, Character Filled Home in the Heart of Stow
Interior

Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"It was a lovely property which was within easy walking distance to plenty of restaurants, although if you would like the property has cooking equipment. We were very comfortable in this well equipped home."
United Kingdom
Andrea
The price is HK$1,397
HK$1,894 total
includes taxes & fees
6 Jul - 7 Jul
Quaint 1-bedroom house in Cheltenham
Fridge, microwave, oven, stovetop

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

Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Cheltenham
9.0 out of 10, Wonderful, (4 reviews)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
Australia
Judy W.
The price is HK$1,481
HK$2,289 total
includes taxes & fees
6 Jul - 7 Jul
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Terrace/patio

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Winchcombe
10.0 out of 10, Exceptional, (74 reviews)
"Wonderful cottage in a beautiful town."
United Kingdom
Sheila e.
The price is HK$1,346
HK$2,588 total
includes taxes & fees
26 Jul - 27 Jul
Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Dining

Beautiful Old School House in Cheltenham town centre.

Beautiful Old School House in Cheltenham town centre.
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Nice primary bedroom, lovely bath and kitchen."
United States
Mike R.
The price is HK$1,242
HK$1,708 total
includes taxes & fees
6 Jul - 7 Jul
Beautiful Old School House in Cheltenham town centre.
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

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

10/10 Excellent
"As soon as we arrived we were greeted nicely and given the information needed and were checked in. The room was fantastic, large, clean and really well equipped, the bed was huge and very comfortable, we had a nice view and the bathroom was clean and roomy. The spa was lovely and we had a lovely relax in there . We had a nice couple of drinks in the bar and watched the football. The breakfast in the morning was really nice with plenty of choice. Overall we had a great stay and will definitely revisit."
Nicola 1-night trip
Posted 2 hours ago
Cheltenham Chase Hotel & Spa

Find out more about Cheltenham

Search for holiday rentals in Cheltenham on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheltenham using one of the methods below:

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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.

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

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking: This highly rated holiday home rental in Cheltenham is located in the city centre, and has a fireplace, a selection of games and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Another good choice for your trip to Cheltenham is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

How many holiday rentals will I find in Cheltenham?

With 238 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 Cheltenham Art Gallery and Museum 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.