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

Cheltenham Vacation Rentals

  • 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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Cheltenham vacation rentals

A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

1. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (155 reviews)
"Would stay again.They provided everything needed and more."
United States
Brianna
The price is CA $116
CA $140 total
includes taxes & fees
Nov 22 - Nov 23
Crescent Place by Mansley
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

2. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (253 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is CA $119
CA $143 total
includes taxes & fees
Nov 22 - Nov 23
Strozzi Palace Suites by Mansley
A beige building with a black door, a small set of steps, and two potted plants.

3. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is CA $193
CA $232 total
includes taxes & fees
Nov 24 - Nov 25
Portland Apartments
A dining table with a bowl and two wine glasses, a fork, and a spoon.

4. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (51 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is CA $81
CA $126 total
includes taxes & fees
Nov 2 - Nov 3
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.

5. 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
The price is CA $255
CA $340 total
includes taxes & fees
Nov 11 - Nov 12
21 Montpellier Terrace
Room

6. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
The price is CA $86
CA $131 total
includes taxes & fees
Nov 2 - Nov 3
Relaxing Retreat in Cheltenham
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

7. 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 CA $244
CA $484 total
includes taxes & fees
Oct 29 - Oct 30
Beautiful & spacious Regency apt in centre Cheltenham, free parking
A narrow alleyway with brick buildings, a covered walkway, and small planters along the path.

8. Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.2 out of 10, Wonderful, (27 reviews)
"Lovely apartment in the centre of Cheltenham. Very clean. Check in and out was very easy. Great communication with the owners. Highly recommend."
United Kingdom
Christopher
The price is CA $358
CA $430 total
includes taxes & fees
Oct 31 - Nov 1
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

9. 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 CA $368
CA $442 total
includes taxes & fees
Oct 26 - Oct 27
Mayville House Apartment
Living area

10. 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 CA $236
CA $268 total
includes taxes & fees
Oct 26 - Oct 27
Montrose Lodge, superb central Regency-style apartment with free parking(x2)
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, (2 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 CA $211
CA $291 total
includes taxes & fees
Nov 1 - Nov 2
Quaint 1-bedroom house in Cheltenham
A brick building with a narrow hallway and a door leading outside.

12. 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 CA $101
CA $131 total
includes taxes & fees
Nov 1 - Nov 2
Modern Studio Appartment
A modern kitchen with white cabinets, a built-in oven, and a window with a red frame.

13. 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 CA $206
CA $339 total
includes taxes & fees
Oct 28 - Oct 29
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Holst Kitchen

14. Holst - an apartment that sleeps 2 guests in 1 bedroom

Holst - an apartment that sleeps 2 guests in 1 bedroom
Cheltenham
9.0 out of 10, Wonderful, (2 reviews)
"Ideal for us visiting family nearby and doing days out"
United Kingdom
Mitzi H.
The price is CA $187
CA $187 total
includes taxes & fees
Nov 8 - Nov 9
Holst - an apartment that sleeps 2 guests in 1 bedroom
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.

15. 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 CA $154
CA $230 total
includes taxes & fees
Nov 3 - Nov 4
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
A balcony with a table and chairs, a view of the cityscape, and a door leading to an interior space.

16. Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking

Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking
4.0 star property
Cheltenham
9.8 out of 10, Exceptional, (17 reviews)
"Great apartment, spacious and very clean. Close to shops, restaurants and pubs "
United Kingdom
Nikki
The price is CA $548
CA $548 total
includes taxes & fees
Oct 30 - Oct 31
Elliot Oliver - Luxury 3 Bedroom Town Centre Apartment With Parking
A kitchen with white cabinets, a washing machine, a stove, and a sink.

17. 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 CA $187
CA $187 total
includes taxes & fees
Nov 8 - Nov 9
An apartment that sleeps 4 guests in 1 bedroom
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.

18. 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 CA $270
CA $352 total
includes taxes & fees
Nov 15 - Nov 16
Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
A modern apartment with a living room, dining area, and kitchen. There is a flat-screen TV, a glass coffee table with a vase, and a red rug. The kitchen has grey cabinets and a built-in oven.

19. Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
4.0 star property
Gloucester
9.6 out of 10, Exceptional, (5 reviews)
"The room was clean. The apartment was specious and full of light. It's a 30min walk to the main high street/Gloucester cathedral. Big plus is that the apartment comes with a parking space. There are two bathrooms."
United Kingdom
Jacek
The price is CA $274
CA $329 total
includes taxes & fees
Nov 7 - Nov 8
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
A hotel room with a bed, a chair, a desk, and a television.

20. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is CA $312
CA $375 total
includes taxes & fees
Oct 26 - Oct 27
Cotswold Townhouse - Adults Only
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

Queens Hotel Cheltenham

Queens Hotel Cheltenham

8/10 Good
"Beautiful hotel, excellent breakfast. Would have given five stars if there had not have been an issue where I was charged £56 parking for my one night stay, I questioned my bill to be told it’s a parking charge. I then asked how long do I get to stay, another lady said the charge was £17 and I was getting a refund. I was refunded the money with no apology just a mumbling about commission!"
lisa 1-night trip
Posted 1 hour ago
Queens Hotel Cheltenham

Find out more about Cheltenham

Everything you need to know about Cheltenham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cheltenham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheltenham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cheltenham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheltenham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheltenham vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheltenham vacation rentals we have selected for you start as low as CA $126 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cheltenham rentals

At Expedia, we put the best Cheltenham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheltenham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheltenham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheltenham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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.