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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (248 reviews)
"Very nice hotel. Great stay."
United States
Thomas
$88 nightly
The price is $106
Oct 26 - Oct 27
Total with taxes and fees
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, (149 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
$87 nightly
The price is $104
Oct 18 - Oct 19
Total with taxes and fees
Crescent Place 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
$138 nightly
The price is $165
Oct 25 - Oct 26
Total with taxes and fees
Portland Apartments
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

4. 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
$106 nightly
The price is $106
Oct 18 - Oct 19
Total with taxes and fees
21 Montpellier Terrace
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, (49 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
$110 nightly
The price is $110
Oct 20 - Oct 21
Total with taxes and fees
Spa Court
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

6. 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.
$364 nightly
The price is $364
Oct 29 - Oct 30
Total with taxes and fees
Beautiful & spacious Regency apt in centre Cheltenham, free parking
Room

7. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
$102 nightly
The price is $102
Oct 20 - Oct 21
Total with taxes and fees
Relaxing Retreat in Cheltenham
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

8. 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
$260 nightly
The price is $312
Oct 12 - Oct 13
Total with taxes and fees
Mayville House Apartment
A brick building with a narrow hallway and a door leading outside.

9. 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
$93 nightly
The price is $93
Oct 12 - Oct 13
Total with taxes and fees
Modern Studio Appartment
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.
$191 nightly
The price is $191
Oct 12 - Oct 13
Total with taxes and fees
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.
$208 nightly
The price is $208
Oct 14 - Oct 15
Total with taxes and fees
Quaint 1-bedroom house in Cheltenham
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.

12. 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.
$163 nightly
The price is $163
Nov 5 - Nov 6
Total with taxes and fees
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
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.
$249 nightly
The price is $249
Oct 18 - Oct 19
Total with taxes and fees
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
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.

14. 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.
$283 nightly
The price is $283
Oct 12 - Oct 13
Total with taxes and fees
Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms
A building with a symmetrical facade, featuring a central window flanked by two smaller windows, and a row of four black doors below.

15. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
$221 nightly
The price is $265
Oct 15 - Oct 16
Total with taxes and fees
Cotswold Townhouse - Adults Only
A wooden house with a garden, a wooden fence, and a welcome sign.

16. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
$416 nightly
The price is $499
Oct 20 - Oct 21
Total with taxes and fees
Wellinghill Lodge
A stone building with a white door and a small porch area with a bench and chairs.

17. 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, (5 reviews)
"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
$381 nightly
The price is $428
Oct 27 - Oct 28
Total with taxes and fees
Jasmine Cottage-2BD in Heart of Bourton
A modern dining area with a long table, blue chairs, and a skylight.

18. Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage

Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and very well furnished. Lots of bathrooms available even for our large group. The house is very well maintained and in a great location. I would absolutely stay here again. "
United Kingdom
Aimie
$767 nightly
The price is $920
Oct 17 - Oct 18
Total with taxes and fees
Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage
A neatly made bed with pillows and folded towels, a bedside table with a lamp, and a bathroom visible through an open door.

19. Elegant Studio in Cheltenham

Elegant Studio in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"It was lovely and easy"
United States
Megan C.
$102 nightly
The price is $102
Oct 20 - Oct 21
Total with taxes and fees
Elegant Studio in Cheltenham
A neatly made bed with white linens and rolled towels, a headboard with gray and white pillows, bedside lamps, and framed pictures on the wall.

20. Cosy Peaceful Self Contained Home in Montpellier

Cosy Peaceful Self Contained Home in Montpellier
The Suffolks
9.6 out of 10, Exceptional, (5 reviews)
"Fantastic location "
United Kingdom
Helen M.
$466 nightly
The price is $466
Nov 1 - Nov 2
Total with taxes and fees
Cosy Peaceful Self Contained Home in Montpellier
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

Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

8/10 Good
"Nice hotel. Clean and largely well maintained. It's a distance from the town centre if that's important to you, but on a frequent bus route and a good cycle network. Small frustrations are the charge for parking (but the cost of the hotel itself was reasonable) and having to book the pool etc, which is only in 30 minute slots, which put us off a bit."
Tim 2-night trip
Posted 11 hours ago
Leonardo 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Cheltenham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $104 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.