Photo by Griffp

Cheltenham Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

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

Exterior
South Hill Farmhouse

South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
The price is HK$38,034
HK$45,641 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, (200)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is HK$683
HK$820 total
includes taxes & fees
25 Jan - 26 Jan 2026
Strozzi Palace Suites by Mansley
Interior
Modern Studio Appartment

Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1)
"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$566
HK$734 total
includes taxes & fees
2 Jan - 3 Jan 2026
Modern Studio Appartment
1 bedroom, bed sheets
Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds
Stanway
10.0 out of 10, Exceptional, (6)
"Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again."
United Kingdom
Lain H.
The price is HK$1,303
HK$1,471 total
includes taxes & fees
4 Jan - 5 Jan 2026
Shepherds Hut in the Cotswolds
Outdoor dining
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds

Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds

Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds
Tannery Lane
9.6 out of 10, Exceptional, (10)
"Had a great stay. Lovely property "
United Kingdom
Lucy O.
The price is HK$1,369
HK$2,491 total
includes taxes & fees
1 Jan - 2 Jan 2026
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds
Fridge, microwave, oven, stovetop
4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage
Winchcombe
9.8 out of 10, Exceptional, (96)
"We had a wonderful stay lovely cottage well located everything you could need is provided would highly recommend"
Australia
martyn s.
The price is HK$1,259
HK$1,615 total
includes taxes & fees
5 Jan - 6 Jan 2026
4 Star Cotswold Stone Cottage
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 HK$670
HK$805 total
includes taxes & fees
8 Jan - 9 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
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 HK$1,106
HK$1,328 total
includes taxes & fees
15 Jan - 16 Jan 2026
Portland Apartments
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 HK$3,016
HK$3,619 total
includes taxes & fees
16 Jan - 17 Jan 2026
Greystones 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 HK$5,884
HK$7,061 total
includes taxes & fees
2 Jan - 3 Jan 2026
Beautiful Cotswold View
Terrace/patio
Stow on the Wold Scandi Chic Authentic Cottage

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, (5)
"Lovely location, very clean, great communication, very charming cottage "
United Kingdom
Julie
The price is HK$1,473
HK$2,417 total
includes taxes & fees
7 Jan - 8 Jan 2026
Stow on the Wold Scandi Chic Authentic Cottage
Fridge, microwave, oven, stovetop
Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1)
"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
Quaint 1-bedroom house in Cheltenham
Private kitchen
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (9)
"Great apartment. Very clean and modern. Will definitely be staying there again."
United Kingdom
Ross
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger
Fridge, microwave, oven, dishwasher
The Post House One by Fortuna Property, The Post House One Apartment

The Post House One by Fortuna Property, The Post House One Apartment

The Post House One by Fortuna Property, The Post House One Apartment
Gloucester District
9.0 out of 10, Wonderful, (2)
"Lovely spacious and quiet"
New Zealand
Martin G.
The price is HK$1,122
HK$1,122 total
includes taxes & fees
30 Dec - 31 Dec
The Post House One by Fortuna Property, The Post House One Apartment
Fridge, microwave, oven, stovetop
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Leckhampton
The price is HK$1,101
HK$1,531 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Property grounds
4 bedroom accommodation in Bourton-on-the-Water

4 bedroom accommodation in Bourton-on-the-Water

4 bedroom accommodation in Bourton-on-the-Water
Bourton-on-the-Water
10.0 out of 10, Exceptional, (18)
"We had a lovely stay. All rooms had ensuites which was what we were looking for. Beautiful garden to enjoy the sunny weekend we had. Kitchen has everything we needed. "
United Kingdom
Patricia H.
The price is HK$13,332
HK$13,332 total
includes taxes & fees
5 Jan - 6 Jan 2026
4 bedroom accommodation in Bourton-on-the-Water
Fridge, microwave, oven, stovetop
Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat

Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat

Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat
Cheltenham
The price is HK$1,146
HK$1,146 total
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat
Interior
Bobble Cottage

Bobble Cottage

Bobble Cottage
3.5 star property
Cheltenham
8.0 out of 10, Very good, (1)
"Cute little cottage. Not too fancy, but definitely does the trick. Make sure to make note of your check-in instructions (code to the lock box for the key) before you arrive as cell service is very spotty and no access to wifi until you enter the unit. Nice neighbourhood. 45 minute walk to bourton on the water. "
Canada
Erica
The price is HK$4,547
HK$4,547 total
includes taxes & fees
6 Jan - 7 Jan 2026
Bobble Cottage
Miscellaneous
Rathbone Cottage

Rathbone Cottage

Rathbone Cottage
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"Amazing house, clean, fully equipped, very homely indeed!"
United Kingdom
Letitia
Rathbone 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cheltenham Hotel Reviews

Hotel du Vin & Bistro Cheltenham

Hotel du Vin & Bistro Cheltenham

10/10 Excellent
"Staff were incredibly hospitable and the hotel was great, very welcoming will definitely go back again for another visit "
Gillian 1-night trip
Posted 3 days ago
Hotel du Vin & Bistro Cheltenham

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:

  • View our selection of featured holiday rentals in Cheltenham
  • Use the map to find apartments and other holiday homes in the Cheltenham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cheltenham while they last

Look no further and take a look at our great range of rental properties in Cheltenham!

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?

Cheltenham Country Retreats: This highly rated holiday home rental in Cheltenham offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Another good choice for your trip to Cheltenham is Comfy modern townhouse/w free parking & garden, newly refurbished, self catering.

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.