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, (254 reviews)
"Everything we hoped for and more. If the parking was more straightforward it would be 100% . But Everything worked ."
United Kingdom
Roy
The price is ￥12,711
￥15,253 total
includes taxes & fees
Nov 16 - Nov 17
Strozzi Palace Suites by Mansley
A building entrance with a sign for 'Crescent Place' and a staircase leading inside.

2. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (161 reviews)
"Room was clean and well-appointed."
United Kingdom
Eleanor
The price is ￥12,961
￥15,553 total
includes taxes & fees
Nov 29 - Nov 30
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 ￥22,774
￥27,329 total
includes taxes & fees
Nov 25 - Nov 26
Portland Apartments
Room

4. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Nice hotel"
United States
Wilbert M.
The price is ￥9,343
￥14,427 total
includes taxes & fees
Nov 16 - Nov 17
Relaxing Retreat in Cheltenham
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 ￥10,092
￥15,189 total
includes taxes & fees
Nov 24 - Nov 25
Spa Court
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

6. 21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
The Suffolks
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place right at the heart of centre. Great how who communicate well. Effortless Stay."
United Kingdom
Tarun
21 Montpellier Terrace
A brick building with a narrow hallway and a door leading outside.

7. Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"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 ￥11,440
￥13,559 total
includes taxes & fees
Nov 12 - Nov 13
Modern Studio Appartment
Room

8. 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 ￥38,539
￥46,247 total
includes taxes & fees
Nov 21 - Nov 22
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

9. Beautiful & spacious Regency apt in centre Cheltenham, free parking

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
The price is ￥29,553
￥53,916 total
includes taxes & fees
Nov 24 - Nov 25
Beautiful & spacious Regency apt in centre Cheltenham, free parking
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

10. 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
The price is ￥41,665
￥49,997 total
includes taxes & fees
Nov 12 - Nov 13
Mayville House Apartment
A wooden vanity with a mirror, a clock, and a framed picture on the wall.

11. Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"We found the property extremely spacious, comfortable and well equipped. The hosts, Fiona and Jonathan were very welcoming and friendly. It proved to be a good base for exploring Cheltenham and surrounding area."
United Kingdom
Rita P.
The price is ￥23,833
￥31,672 total
includes taxes & fees
Nov 22 - Nov 23
Quaint 1-bedroom house in Cheltenham
Living area

12. Montrose Lodge, superb central Regency-style apartment with free parking(x2)

Montrose Lodge, superb central Regency-style apartment with free parking(x2)
Cheltenham
9.6 out of 10, Exceptional, (5 reviews)
"The property was ideally located for exploring Cheltenham. Apartment was spacious and very quiet. Lots of storage and hanging space for clothes. Bed very comfy. Host very helpful and friendly "
United Kingdom
Jennifer S.
The price is ￥26,693
￥29,023 total
includes taxes & fees
Nov 15 - Nov 16
Montrose Lodge, superb central Regency-style apartment with free parking(x2)
A compact kitchen with white cabinets, a microwave, a stove, and a sink. There is a wooden dining table with chairs and a sofa with a yellow pillow.

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

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Leckhampton
10.0 out of 10, Exceptional, (2 reviews)
"Very cosy and warm place with all amenities that you need for a short stay. Host was very helpful."
United States
Jane W.
The price is ￥17,584
￥24,999 total
includes taxes & fees
Nov 22 - Nov 23
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
A hotel room with a bed, a nightstand, a lamp, and a window with a view.

14. Chic Studio in Cheltenham

Chic Studio in Cheltenham
Cheltenham
9.0 out of 10, Wonderful, (8 reviews)
"Brilliant value for money : Everything was brilliant can’t fault it. Smooth check in, clean room, lovely and cosy! Location was spot on. Nothing everything was great"
United States
Lauren D.
The price is ￥9,343
￥14,427 total
includes taxes & fees
Nov 16 - Nov 17
Chic Studio in Cheltenham
A kitchen with white cabinets, a washing machine, a stove, and a sink.

15. An apartment that sleeps 4 guests in 1 bedroom

An apartment that sleeps 4 guests in 1 bedroom
Cheltenham
10.0 out of 10, Exceptional, (6 reviews)
"Loved staying at this property suited out needs perfectly. Very spacious good standard of cleanliness and everything you could need provided. The bed was so comfortable and loved the quirkiness of the furniture. Would definitely stay here again."
United Kingdom
Julia F.
The price is ￥21,185
￥21,185 total
includes taxes & fees
Nov 22 - Nov 23
An apartment that sleeps 4 guests in 1 bedroom
A modern kitchen with white cabinets, a built-in oven, and a window with a red frame.

16. 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 reviews)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
Australia
Judy W.
The price is ￥24,024
￥37,583 total
includes taxes & fees
Nov 17 - Nov 18
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Room

17. Chic Studio in Cheltenham

Chic Studio in Cheltenham
Cheltenham
9.4 out of 10, Exceptional, (3 reviews)
": The apartment is clean, well equipped with a kitchenette for meal preparation, very comfortable bed. Excellent location, very close to bars, shops and public transport but in a quiet area. Ideal for a short holiday."
United States
Daniela L.
The price is ￥9,343
￥14,427 total
includes taxes & fees
Nov 16 - Nov 17
Chic Studio in Cheltenham
A compact kitchen with a sink, stove, oven, and a washing machine.

18. Chic Studio in Cheltenham

Chic Studio in Cheltenham
Cheltenham
8.8 out of 10, Excellent, (5 reviews)
"Great location, comfortable"
United States
Mike D.
The price is ￥8,771
￥13,855 total
includes taxes & fees
Nov 16 - Nov 17
Chic Studio in Cheltenham
A compact kitchenette with a microwave, toaster, and oven, adjacent to a bed with a white duvet and a yellow throw blanket.

19. Elegant Studio in Cheltenham

Elegant Studio in Cheltenham
Cheltenham
9.4 out of 10, Exceptional, (3 reviews)
"Perfect stay! Great studio room has everything you need! Would definitely stay again 10/10"
United States
Harry E.
The price is ￥9,533
￥14,617 total
includes taxes & fees
Nov 22 - Nov 23
Elegant Studio in Cheltenham
A stone fireplace with a wood-burning stove, a stack of firewood to the left, and a television on a wooden stand to the right.

20. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
Winchcombe
9.8 out of 10, Exceptional, (97 reviews)
"We had a wonderful stay lovely cottage well located everything you could need is provided would highly recommend"
Australia
martyn s.
The price is ￥30,507
￥39,829 total
includes taxes & fees
Nov 22 - Nov 23
Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
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 2 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. Our travelers also rate Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe. as a favorite home for rent in Cheltenham.

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.