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Cheltenham Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Cheltenham holiday rentals

Exterior
South Hill Farmhouse

Cottage in Cheltenham

South Hill Farmhouse
3.0 star property
The price is HK$37,007
HK$44,408 total
includes taxes & fees
29 Dec - 30 Dec
South Hill Farmhouse
Reception
Strozzi Palace Suites by Mansley

Apartment in Cheltenham

Strozzi Palace Suites by Mansley
4.0 star property
9.4 out of 10, Exceptional, (200)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is HK$676
HK$812 total
includes taxes & fees
25 Jan - 26 Jan 2026
Strozzi Palace Suites by Mansley
Interior
Modern Studio Appartment

Apartment in Cheltenham

Modern Studio Appartment
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$567
HK$735 total
includes taxes & fees
2 Jan - 3 Jan 2026
Modern Studio Appartment
1 bedroom, bed sheets
Shepherds Hut in the Cotswolds

Cabin in Stanway

Shepherds Hut in the Cotswolds
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$1,304
HK$1,493 total
includes taxes & fees
30 Dec - 31 Dec
Shepherds Hut in the Cotswolds
Outdoor dining
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds

Cottage in Tannery Lane

Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds
9.6 out of 10, Exceptional, (10)
"Had a great stay. Lovely property "
United Kingdom
Lucy O.
The price is HK$1,371
HK$2,494 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

Cottage in Winchcombe

4 Star Cotswold Stone Cottage
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$1,155
HK$1,502 total
includes taxes & fees
11 Jan - 12 Jan 2026
4 Star Cotswold Stone Cottage
In-room safe, individually decorated, individually furnished, desk
Crescent Place by Mansley

Aparthotel in Cheltenham

Crescent Place by Mansley
3.0 star property
9.4 out of 10, Exceptional, (89)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is HK$662
HK$795 total
includes taxes & fees
4 Jan - 5 Jan 2026
Crescent Place by Mansley
Property entrance
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Apartment in Cheltenham

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
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

Aparthotel in Cheltenham

Portland Apartments
3.5 star property
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$1,107
HK$1,329 total
includes taxes & fees
15 Jan - 16 Jan 2026
Portland Apartments
3 bedrooms
Greystones Cottage

Cottage in Cheltenham

Greystones Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is HK$3,020
HK$3,624 total
includes taxes & fees
16 Jan - 17 Jan 2026
Greystones Cottage
Living area
Beautiful Cotswold View

Cottage in Cheltenham

Beautiful Cotswold View
3.5 star property
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$5,892
HK$7,070 total
includes taxes & fees
2 Jan - 3 Jan 2026
Beautiful Cotswold View
Terrace/patio
Stow on the Wold Scandi Chic Authentic Cottage

Holiday Home in Stow-on-the-Wold

Stow on the Wold Scandi Chic Authentic Cottage
10.0 out of 10, Exceptional, (5)
"Lovely location, very clean, great communication, very charming cottage "
United Kingdom
Julie
The price is HK$1,475
HK$2,420 total
includes taxes & fees
11 Jan - 12 Jan 2026
Stow on the Wold Scandi Chic Authentic Cottage
Fridge, microwave, oven, stovetop
Quaint 1-bedroom house in Cheltenham

Holiday Home in Cheltenham

Quaint 1-bedroom house in 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
The price is HK$1,418
HK$1,922 total
includes taxes & fees
27 Dec - 28 Dec
Quaint 1-bedroom house in Cheltenham
Private kitchen
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Apartment in Cheltenham

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

Apartment in Gloucester District

The Post House One by Fortuna Property, The Post House One Apartment
9.0 out of 10, Wonderful, (2)
"Lovely spacious and quiet"
New Zealand
Martin G.
The price is HK$1,268
HK$1,268 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

Apartment in Leckhampton

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
The price is HK$1,103
HK$1,533 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

Cottage in Bourton-on-the-Water

4 bedroom accommodation in 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$13,348
HK$13,348 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

Apartment in Cheltenham

Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat
The price is HK$1,147
HK$1,147 total
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat
Interior
Bobble Cottage

Cottage in Cheltenham

Bobble Cottage
3.5 star property
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$4,553
HK$4,553 total
includes taxes & fees
9 Jan - 10 Jan 2026
Bobble Cottage
Miscellaneous
Rathbone Cottage

Cottage in Cheltenham

Rathbone Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing house, clean, fully equipped, very homely indeed!"
United Kingdom
Letitia
The price is HK$3,413
HK$4,096 total
includes taxes & fees
1 Jan - 2 Jan 2026
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.
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Top Cheltenham Hotel Reviews

Queens Hotel Cheltenham

Queens Hotel Cheltenham

10/10 Excellent
"Hotel was great. Perhaps needed more breakfast staff. Food was served cold ish. Guessing not enough staff on. Otherwise everyone was very polite. 3rd time of staying and we will be back next year."
adrian 1-night trip
Posted 3 days ago
Queens Hotel 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.