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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (140 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
$95 nightly
The price is $114
Oct 18 - Oct 19
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, (246 reviews)
"Very nice hotel. Great stay."
United States
Thomas
$92 nightly
The price is $110
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, (155 reviews)
"Fantastic accommodation."
United Kingdom
Helen
$125 nightly
The price is $150
Oct 12 - Oct 13
Total with taxes and fees
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, (49 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
$95 nightly
The price is $95
Oct 4 - Oct 5
Total with taxes and fees
Spa Court

5. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
$97 nightly
The price is $97
Oct 4 - Oct 5
Total with taxes and fees
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.

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.
$274 nightly
The price is $274
Sep 24 - Sep 25
Total with taxes and fees
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.

7. 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
$262 nightly
The price is $315
Sep 24 - Sep 25
Total with taxes and fees
Mayville House Apartment
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.

8. 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.
$121 nightly
The price is $121
Oct 5 - Oct 6
Total with taxes and fees
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

9. 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.
$192 nightly
The price is $192
Sep 28 - Sep 29
Total with taxes and fees
Montrose Lodge, superb central Regency-style apartment with free parking(x2)
A modern interior with a staircase, a sofa, a coffee table, and a painting.

10. Coach House - Lovely Home in Cheltenham

Coach House - Lovely Home in Cheltenham
2.0 star property
Cheltenham
$217 nightly
The price is $239
Oct 4 - Oct 5
Total with taxes and fees
Coach House - Lovely Home in Cheltenham
A modern hotel room with a bed, bedside table, and a window with a view of the outside.

11. Blue Garden Retreat by Fortuna Property Portfolio, The Blue Garden Retreat

Blue Garden Retreat by Fortuna Property Portfolio, The Blue Garden Retreat
Cheltenham
$134 nightly
The price is $134
Sep 25 - Sep 26
Total with taxes and fees
Blue Garden Retreat by Fortuna Property Portfolio, The Blue Garden Retreat

12. 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
$260 nightly
The price is $312
Oct 17 - Oct 18
Total with taxes and fees
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
A brick building with a narrow hallway and a door leading outside.

13. 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
Sep 27 - Sep 28
Total with taxes and fees
Modern Studio Appartment
A modern kitchen with dark cabinets and a dining area with a glass table.

14. Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking
3.5 star property
Gloucester
10.0 out of 10, Exceptional, (6 reviews)
"I loved my stay here, spotless and quick responses"
United Kingdom
Macey
$205 nightly
The price is $246
Oct 3 - Oct 4
Total with taxes and fees
Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking
A cozy living room with a sofa, a coffee table with chess, a bookshelf, and a fireplace.

15. The Coach House - Beautiful 1 Bedroom in Cheltenham

The Coach House - Beautiful 1 Bedroom in Cheltenham
Cheltenham
$239 nightly
The price is $239
Oct 4 - Oct 5
Total with taxes and fees
The Coach House - Beautiful 1 Bedroom in Cheltenham
A multi-story building with a row of windows, a black metal fence, and a hedge in front.

16. Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment

Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Lovely property, very clean and beds very comfortable. Ideal location to explore Cheltenham and the Cotswold villages"
United Kingdom
Beverley A.
$238 nightly
The price is $238
Sep 27 - Sep 28
Total with taxes and fees
Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment
A wooden vanity with a mirror, a clock, and a framed picture on the wall.

17. 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
$210 nightly
The price is $210
Oct 5 - Oct 6
Total with taxes and fees
Quaint 1-bedroom house in Cheltenham
A modern kitchen with white cabinets, a built-in oven, and a window with a red frame.

18. 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.
$234 nightly
The price is $234
Oct 5 - Oct 6
Total with taxes and fees
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
A wooden picnic table with a tray of green and white cups and a small potted plant.

19. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$445 nightly
The price is $534
Sep 27 - Sep 28
Total with taxes and fees
Swallow Studio
A building with a symmetrical facade, featuring a central window flanked by two smaller windows, and a row of four black doors below.

20. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
$222 nightly
The price is $267
Oct 15 - Oct 16
Total with taxes and fees
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.
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Top Cheltenham Hotel Reviews

No 131

No 131

10/10 Excellent
"Excellent hotel all round"
Craig 2-night trip
Posted 3 hours ago
No 131

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 $95 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.