Cheltenham Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Cheltenham holiday rentals

Exterior
Crescent Place by Mansley

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (88)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is S$147
includes taxes & fees
14 Dec - 15 Dec
Crescent Place by Mansley
Front of property
Portland Apartments

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (135)
"•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 S$231
includes taxes & fees
15 Dec - 16 Dec
Portland Apartments
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, (199)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is S$143
includes taxes & fees
11 Jan - 12 Jan, 2026
Strozzi Palace Suites by Mansley
Room amenity
Spa Court

Spa Court

Spa Court
3.0 star property
Cheltenham
7.4 out of 10, Good, (40)
"Very good, well equipped apartment in a central location."
Ireland
paul
Spa Court
Interior
Weir Cottage

Weir Cottage

Weir Cottage
3.5 star property
Cheltenham
The price is S$2,180
includes taxes & fees
15 Dec - 16 Dec
Weir Cottage
Desk, bed sheets
Vernon Place Accommodation

Vernon Place Accommodation

Vernon Place Accommodation
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (2)
" Excellent quiet location, close to the high street with lots of options for eating out.Well maintained property, nice and clean. Overall 5/5 Single traveller, business trip."
United Kingdom
Anonymous traveller
Vernon Place Accommodation
Exterior
Cheltenham Country Retreats

Cheltenham Country Retreats

Cheltenham Country Retreats
3.5 star property
Cheltenham
Cheltenham Country Retreats
Exterior
Bears Court North Barn 8

Bears Court North Barn 8

Bears Court North Barn 8
3.0 star property
Cheltenham
The price is S$1,794
includes taxes & fees
16 Dec - 17 Dec
Bears Court North Barn 8
Property grounds
Suncroft

Suncroft

Suncroft
3.0 star property
Cheltenham
The price is S$1,750
includes taxes & fees
21 Dec - 22 Dec
Suncroft
Interior
South Hill Farmhouse

South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
The price is S$7,171
includes taxes & fees
16 Dec - 17 Dec
South Hill Farmhouse
Outdoor dining
The Snicket

The Snicket

The Snicket
3.0 star property
Cheltenham
The price is S$1,550
includes taxes & fees
18 Dec - 19 Dec
The Snicket
30-inch TV with cable channels, fireplace
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 S$406
includes taxes & fees
22 Dec - 23 Dec
2 Bed House - Sleeps 6 - Garden, Pets, Parking
Interior
Cotswold View

Cotswold View

Cotswold View
3.5 star property
Cheltenham
The price is S$971
includes taxes & fees
21 Dec - 22 Dec
Cotswold View
Balcony
The Cornerstone

The Cornerstone

The Cornerstone
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
The price is S$957
includes taxes & fees
19 Dec - 20 Dec
The Cornerstone
Exterior
Bears Court North Barn 7

Bears Court North Barn 7

Bears Court North Barn 7
3.0 star property
Cheltenham
The price is S$1,794
includes taxes & fees
16 Dec - 17 Dec
Bears Court North Barn 7
1 bedroom, individually decorated, individually furnished, free WiFi
The Coach House

The Coach House

The Coach House
3.0 star property
Cheltenham
The price is S$701
includes taxes & fees
15 Dec - 16 Dec
The Coach House
Living room
Petals Patch

Petals Patch

Petals Patch
3.5 star property
Cheltenham
The price is S$1,187
includes taxes & fees
15 Dec - 16 Dec
Petals Patch
Exterior
East View

East View

East View
3.5 star property
Cheltenham
The price is S$1,533
includes taxes & fees
6 Jan - 7 Jan, 2026
East View
Living area
Stunning 2 Bed in Centre of Cheltenham

Stunning 2 Bed in Centre of Cheltenham

Stunning 2 Bed in Centre of Cheltenham
2.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"This flat was absolutely fantastic for getting around town and having a nice home base for taking in the countryside!"
United States
Sarah
Stunning 2 Bed in Centre of Cheltenham
Exterior
Ivy Cottage

Ivy Cottage

Ivy Cottage
3.0 star property
Cheltenham
The price is S$597
includes taxes & fees
18 Dec - 19 Dec
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

No 131

No 131

10/10 Excellent
"Fantastic stay. Have stayed lots of times. "
Robert 1-night trip
Posted 2 days ago
No 131

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

How many holiday rentals will I find in Cheltenham?

With 236 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.