Search Vacation Homes in Cheltenham

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
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

Vacation Homes in Cheltenham

Fridge, microwave, oven, stovetop
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
The price is AED 587
AED 803 total
includes taxes & fees
9 Dec - 10 Dec
Quaint 1-bedroom house in Cheltenham
Terrace/patio
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, (4)
"Lovely location, very clean, great communication, very charming cottage "
United Kingdom
Julie
The price is AED 582
AED 1,022 total
includes taxes & fees
11 Dec - 12 Dec
Stow on the Wold Scandi Chic Authentic Cottage
Classic House, 3 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, dishwasher
Brookbank Close

Brookbank Close

4.0 star property
Cheltenham
The price is AED 938
AED 1,493 total
includes taxes & fees
30 Dec - 31 Dec
Brookbank Close
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)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
Australia
Judy W.
The price is AED 656
AED 1,019 total
includes taxes & fees
10 Dec - 11 Dec
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Cottage | Interior
Old Sorting Office

Old Sorting Office

3.0 star property
Cheltenham
The price is AED 1,505
AED 1,806 total
includes taxes & fees
15 Dec - 16 Dec
Old Sorting Office
House, City View | Terrace/patio
Central 2BD with Garden and Free Parking

Central 2BD with Garden and Free Parking

Cheltenham
10.0 out of 10, Exceptional, (1)
"Lots of space and very clean. lovely"
Australia
Shan
The price is AED 1,116
AED 1,829 total
includes taxes & fees
26 Dec - 27 Dec
Central 2BD with Garden and Free Parking
Outdoor dining
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 AED 860
AED 1,150 total
includes taxes & fees
22 Dec - 23 Dec
2 Bed House - Sleeps 6 - Garden, Pets, Parking
Interior
Bourton on the Water Scandi Chic Authentic Cottage

Bourton on the Water Scandi Chic Authentic Cottage

Bourton-on-the-Water
10.0 out of 10, Exceptional, (5)
"This cottage is perfect. It has everything you need. The location can’t be beat, walking distance to restaurants and shops. I truly loved staying here! "
United Kingdom
Krisztina O.
The price is AED 687
AED 1,177 total
includes taxes & fees
11 Dec - 12 Dec
Bourton on the Water Scandi Chic Authentic Cottage
Outdoor dining
Central 2 Bed House with Garden and Free Parking

Central 2 Bed House with Garden and Free Parking

Cheltenham
10.0 out of 10, Exceptional, (2)
"Lovely and clean. Very quiet. Great location - 10 minute stroll to the town centre. "
United Kingdom
Patrick W.
The price is AED 1,239
AED 1,728 total
includes taxes & fees
26 Dec - 27 Dec
Central 2 Bed House with Garden and Free Parking
House, Garden View | Private kitchen | Electric kettle, toaster
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)
"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 AED 1,972
AED 2,904 total
includes taxes & fees
26 Dec - 27 Dec
Jasmine Cottage-2BD in Heart of Bourton
Interior
Portland Place | Central & Racecourse | Parking

Portland Place | Central & Racecourse | Parking

Gloucestershire
The price is AED 549
AED 1,039 total
includes taxes & fees
14 Dec - 15 Dec
Portland Place | Central & Racecourse | Parking
Exterior detail
Bluebirds Cottage - Light & Airy 2 Bed in Bourton

Bluebirds Cottage - Light & Airy 2 Bed in Bourton

Bourton-on-the-Water
9.6 out of 10, Exceptional, (4)
"The parking was very good and the internet was also great. The location provides quiet while making the downtown very accessible. Overall, highly recommend the cottage. "
United States
Harold V.
The price is AED 1,886
AED 2,351 total
includes taxes & fees
27 Dec - 28 Dec
Bluebirds Cottage - Light & Airy 2 Bed in Bourton
Interior
4-Bed Home with Hot Tub near Gloucester City

4-Bed Home with Hot Tub near Gloucester City

Gloucestershire
10.0 out of 10, Exceptional, (1)
"The host was very welcoming and immediately responded to any questions that we had. The house was very clean and spacious and we had a lovely evening cooking in the well equipped kitchen. "
United Kingdom
Adrian S.
The price is AED 1,958
AED 1,958 total
includes taxes & fees
19 Dec - 20 Dec
4-Bed Home with Hot Tub near Gloucester City
TV
'Roman Villa' - Bourton-On-The-Water

'Roman Villa' - Bourton-On-The-Water

Bourton-on-the-Water
9.2 out of 10, Wonderful, (5)
"Great place to stay in the Cotswolds. Very peaceful location and great amenities."
Australia
Blair V.
The price is AED 1,041
AED 1,083 total
includes taxes & fees
9 Dec - 10 Dec
'Roman Villa' - Bourton-On-The-Water
Cottage | Terrace/patio
Postmaster's Lodging

Postmaster's Lodging

3.5 star property
Cheltenham
The price is AED 2,158
AED 2,590 total
includes taxes & fees
12 Dec - 13 Dec
Postmaster's Lodging
Interior
Boughton 3 Bed Semi by Fortuna Property

Boughton 3 Bed Semi by Fortuna Property

Gloucester
The price is AED 1,285
AED 1,285 total
includes taxes & fees
26 Dec - 27 Dec
Boughton 3 Bed Semi by Fortuna Property
Fridge, microwave, oven, stovetop
Stunning 4 Bedroom Cheltenham Townhouse

Stunning 4 Bedroom Cheltenham Townhouse

Cheltenham
The price is AED 1,013
AED 1,845 total
includes taxes & fees
15 Dec - 16 Dec
Stunning 4 Bedroom Cheltenham Townhouse
Living area
Stunning 8-Bedroom Home in Painswick

Stunning 8-Bedroom Home in Painswick

2.0 star property
Painswick
The price is AED 1,852
AED 5,952 total
includes taxes & fees
12 Dec - 13 Dec
Stunning 8-Bedroom Home in Painswick
TV
Clover Crest - 2-Bedroom House

Clover Crest - 2-Bedroom House

Bourton-on-the-Water
The price is AED 704
AED 732 total
includes taxes & fees
11 Dec - 12 Dec
Clover Crest - 2-Bedroom House
Interior
Historic Home in the Heart of Stow, Character Filled Home in the Heart of Stow

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

Stow-on-the-Wold
The price is AED 1,064
AED 1,553 total
includes taxes & fees
5 Jan - 6 January 2026
Historic Home in the Heart of Stow, Character Filled Home in the Heart of Stow
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
"The room was lovely, really nice and clean. The staff were fantastic. Especially as they rang me to say I left my EpiPens behind (I didn’t get the message until I was home sadly) but they were super prompt to let me know. On checking in the lady (can’t remember her name) went “oooh I’m meant to be going home, but I can check you in” my friend was being booked in at the same time. "
Martine 1-night trip
Posted 3 days ago
Hotel du Vin & Bistro Cheltenham

Explore a world of travel with Expedia