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

Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Cheltenham vacation rentals

A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

1. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (255 reviews)
"A very unique property, well fitted and decorated with quality equipment. A nice touch was a container of milk in the fridge as a welcome. I did have an issue with the code to enter the car park, however, the manager was very helpful in getting me into the carpark. Excellent location, thoroughly recommended."
United Kingdom
Graham
The price is P5,166
P6,199 total
includes taxes & fees
Nov 26 - Nov 27
Strozzi Palace Suites by Mansley
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

2. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (162 reviews)
"Room was clean and well-appointed."
United Kingdom
Eleanor
The price is P5,569
P6,683 total
includes taxes & fees
Dec 6 - Dec 7
Crescent Place by Mansley
A living room with a fireplace, a chandelier, a dining area, and a kitchen in the background.

3. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Perfect location and beautiful accommodation"
United Kingdom
Helen
The price is P9,026
P10,831 total
includes taxes & fees
Nov 24 - Nov 25
Portland Apartments
Room

4. 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)
"The property was so comfy ,easy to self check in.clean and convenience location. Our family had a great time here."
Hong Kong SAR China
heiyu
The price is P15,428
P18,513 total
includes taxes & fees
Nov 21 - Nov 22
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
A dining table with a bowl and two wine glasses, a fork, and a spoon.

5. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (52 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is P3,993
P6,009 total
includes taxes & fees
Nov 25 - Nov 26
Spa Court
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

6. Mayville House Apartment

Mayville House Apartment
3.5 star property
Cheltenham
8.8 out of 10, Excellent, (5 reviews)
"I booked this apartment for my family of 4 on the day and because we were so caught up in our trip we forgot to notify the host. We arrived in the evening and despite us not having given them a heads up first, the apartment was sorted and in impeccable state. The bed was extremely comfortable, kitch and bathroom very clean. Very happy with our overnight stay, would highly recommend.l"
United Kingdom
Boya
Mayville House Apartment
A wooden house with a garden, a wooden fence, and a welcome sign.

7. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
The price is P29,093
P34,912 total
includes taxes & fees
Dec 1 - Dec 2
Wellinghill Lodge
A dining table set with plates, cutlery, and wine glasses, with a view of a house and greenery outside.

8. Montpellier Cheltenham - Character Georgian Town House

Montpellier Cheltenham - Character Georgian Town House
2.0 star property
Montpellier
The price is P14,614
P34,475 total
includes taxes & fees
Nov 15 - Nov 16
Montpellier Cheltenham - Character Georgian Town House
A room with two armchairs, a wooden cabinet, and a large window with blinds.

9. Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely stay. Would highly recommend "
United Kingdom
Anonymous traveler
The price is P62,699
P75,239 total
includes taxes & fees
Nov 27 - Nov 28
Elliot Oliver - Stunning 6 Bedroom Regency House With Parking
A wooden table with a vase of tulips, two glasses, and a loaf of bread.

10. The Cowshed Banham Cottages

The Cowshed Banham Cottages
2.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay. Location was perfect. Hosts were very prompt with their responses. Property was clean, will book this place again if we ever revisit in the future."
United Kingdom
Pratigya
The price is P18,974
P30,751 total
includes taxes & fees
Nov 16 - Nov 17
The Cowshed Banham Cottages
A narrow alleyway with brick buildings, a covered walkway, and a bench.

11. Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.8 out of 10, Exceptional, (6 reviews)
"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
A dining area with a glass table, grey chairs, a vase of flowers, and a croissant on the table.

12. Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham
3.5 star property
Cheltenham
9.0 out of 10, Wonderful, (2 reviews)
"Great location for exploring Cheltenham & as a base for exploring the Cotswolds."
United Kingdom
Nicola I E
The price is P38,508
P38,508 total
includes taxes & fees
Nov 13 - Nov 14
Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham
A dining area with a wooden table and chairs, a vase of flowers, and a mirror on the wall.

13. The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Great place to stay!"
United States
Velia
The price is P29,806
P43,749 total
includes taxes & fees
Dec 2 - Dec 3
The Haybarn Banham Cottages
A green door with a sign above it that reads 'The Townhouse.'

14. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is P13,994
P16,792 total
includes taxes & fees
Nov 15 - Nov 16
Cotswold Townhouse - Adults Only
A living room with a stone wall, two armchairs, a wooden side table, and a kitchen in the background.

15. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (2 reviews)
"Very nice newer property. Very well equipped kitchen. Bathrooms were clean and very nice. Excellent to have an assigned parking space. Very good location in the heart of Bourton-on-the-Water."
Canada
Kent
The price is P26,466
P41,841 total
includes taxes & fees
Nov 15 - Nov 16
Beechwood Cottage Banham Cottages
A dining area with a table set for four, chairs, and a vase of flowers.

16. The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is P28,846
P43,437 total
includes taxes & fees
Nov 19 - Nov 20
The Stables Banham Cottages
A wooden picnic table with a tray of green and white cups and a small potted plant.

17. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is P30,718
P36,862 total
includes taxes & fees
Nov 26 - Nov 27
Swallow Studio
A bedroom with a stone wall, a bed with a rolled-up blanket, a bedside table with a lamp, and a mirror.

18. Sycamore Cottage Banham Cottages

Sycamore Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"This cottage is AMAZING! The location is unbelievable to be right in town, yet, very quiet! High end finishes and had everything we needed. We will absolutely book to stay again!"
United States
Heidi
Sycamore Cottage Banham Cottages
A traditional stone building with a sign for 'The Cotswold Perfumery' indicating it is a shop.

19. Bluebirds Cottage Light Airy 2BD Bourton

Bluebirds Cottage Light Airy 2BD Bourton
3.0 star property
Cheltenham
8.0 out of 10, Very good, (3 reviews)
"Brilliant country side stay in a lovely Cotswolds Hamlet "
United Kingdom
Adam
The price is P12,036
P31,247 total
includes taxes & fees
Nov 29 - Nov 30
Bluebirds Cottage Light Airy 2BD Bourton
An arched stone entrance with a metal gate leading to a building labeled 'The Potting Shed.'

20. The Potting Shed Banham Cottages

The Potting Shed Banham Cottages
2.0 star property
Bourton-on-the-Water
2.0 out of 10, (1 review)
The Potting Shed Banham Cottages
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
"The Queens Hotel is a lovely grand hotel from 1834. There are tired areas that could use attention but overall it’s lovely. Really loved our junior suite overlooking the park and found the small bar to be charming. Did not eat there as there’s many restaurants and bars in area and close by towns. Would definitely recommend. FYI parking is an additional 17€ per night."
Bernadette 4-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
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  • 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 vacation rental in Cheltenham?

Yes, there are vacation rentals in Cheltenham close to Cotswold Farm Park, or you can choose a more remote 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 theater during your trip.

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

Bears Court: This Cheltenham vacation home rental offers a garden and WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Cheltenham?

With 251 Expedia vacation rentals, you're sure 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 Cheltenham Town Hall and Pitville Pump Room.

What are vacation rentals like in Cheltenham?

Vacation rentals are private properties you can book for a long or short time in Cheltenham. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.