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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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
9.2 out of 10, Wonderful, (133 reviews)
"Room had our stay in Cheltenham, would definitely recommend and stay again."
United Kingdom
Lisa
$93 nightly
The price is $112
Sep 27 - Sep 28
Total with taxes and fees
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, (239 reviews)
"Very nice hotel. Great stay."
United States
Thomas
$95 nightly
The price is $114
Sep 27 - Sep 28
Total with taxes and fees
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, (153 reviews)
"Great location. On site parking. Well equipped apartment, good quality amenities & facilities"
United Kingdom
Robert
$138 nightly
The price is $166
Aug 31 - Sep 1
Total with taxes and fees
Portland Apartments

4. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
$102 nightly
The price is $102
Sep 6 - Sep 7
Total with taxes and fees
Relaxing Retreat in Cheltenham
A brick building with a narrow hallway and a door leading outside.

5. 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
$95 nightly
The price is $95
Sep 1 - Sep 2
Total with taxes and fees
Modern Studio Appartment
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.
$314 nightly
The price is $314
Sep 7 - Sep 8
Total with taxes and fees
Beautiful & spacious Regency apt in centre Cheltenham, free parking
A wooden vanity with a mirror, a clock, and a framed picture on the wall.

7. Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"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
$246 nightly
The price is $246
Sep 1 - Sep 2
Total with taxes and fees
Quaint 1-bedroom house 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
$240 nightly
The price is $288
Aug 30 - Aug 31
Total with taxes and fees
Mayville House Apartment

9. 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.
$149 nightly
The price is $149
Aug 30 - Aug 31
Total with taxes and fees
An apartment that sleeps 4 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.

10. 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, (1 review)
"Very cosy and warm place with all amenities that you need for a short stay. Host was very helpful."
United States
Jane W.
$200 nightly
The price is $200
Aug 31 - Sep 1
Total with taxes and fees
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
A living room with a fireplace, a television, and a sofa.

11. Central Serviced Apartments

Central Serviced Apartments
3.0 star property
Cheltenham
6.4 out of 10, (29 reviews)
"Great place to stay, very clean, walking distance to high street shops, and restaurants."
United Kingdom
Petra
$197 nightly
The price is $237
Aug 30 - Aug 31
Total with taxes and fees
Central Serviced Apartments
A modern kitchen with white cabinets, a black stove, and a wooden countertop.

12. Flat 2 Battledown Grange

Flat 2 Battledown Grange
3.0 star property
Cheltenham
$581 nightly
The price is $697
Sep 2 - Sep 3
Total with taxes and fees
Flat 2 Battledown Grange
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.
$309 nightly
The price is $309
Aug 31 - Sep 1
Total with taxes and fees
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

14. NEW | Cornfields Place | Racecourse | Free Parking

NEW | Cornfields Place | Racecourse | Free Parking
Bishops Cleeve
$478 nightly
The price is $478
Aug 31 - Sep 1
Total with taxes and fees
NEW | Cornfields Place | Racecourse | Free Parking
A stone building with a white door and a small porch area with a bench and chairs.

15. 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, (4 reviews)
"the furnishings are excellent quality and all facilities worked well. location is excellent for the centre of the village and local amenities"
United Kingdom
stephen
$319 nightly
The price is $354
Sep 29 - Sep 30
Total with taxes and fees
Jasmine Cottage-2BD in Heart of Bourton
A traditional stone building with a sign for 'The Cotswold Perfumery' indicating it is a shop.

16. 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
$379 nightly
The price is $429
Sep 1 - Sep 2
Total with taxes and fees
Bluebirds Cottage Light Airy 2BD Bourton
A gravel garden with a white brick wall and a small plant.

17. PITTVILLE HOUSE Space and comfort in the beautiful regency town of Cheltenham.

PITTVILLE HOUSE Space and comfort in the beautiful regency town of Cheltenham.
Cheltenham
$501 nightly
The price is $501
Aug 30 - Aug 31
Total with taxes and fees
PITTVILLE HOUSE Space and comfort in the beautiful regency town of Cheltenham.
A hotel room with a bed, two bedside lamps, a painting on the wall, and a breakfast tray with two glasses of orange juice and a plate of pastries.

18. Peaceful Detached Studio

Peaceful Detached Studio
Gloucestershire
$383 nightly
The price is $383
Aug 31 - Sep 1
Total with taxes and fees
Peaceful Detached Studio
A two-story residential building with a white facade, multiple windows, and a black metal fence in front.

19. Stylish 2-Bed Home in Fairview with Free Parking

Stylish 2-Bed Home in Fairview with Free Parking
Gloucestershire
10.0 out of 10, Exceptional, (1 review)
"Great location near city center. Very clean, well stocked whole house. "
United Kingdom
john J.
$500 nightly
The price is $500
Sep 3 - Sep 4
Total with taxes and fees
Stylish 2-Bed Home in Fairview with Free Parking
A stone building with wicker furniture, a bottle of wine, and a cheese board.

20. 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, (10 reviews)
"Excellent choice for Stow and the Cotswolds.. loved the cottage and the host is v friendly and informative."
United Kingdom
Pete
$368 nightly
The price is $368
Aug 31 - Sep 1
Total with taxes and fees
Stow on the Wold Scandi Chic Authentic Cottage
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

10/10 Excellent
"Join the Advantage scheme before you book to get 10% off rooms and 15% off food."
Charles 1-night trip
Posted 12 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 $112 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: Visitors like this Cheltenham vacation home rental. It offers a garden and free 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 240 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 Cheltenham Racecourse.

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.