Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cheltenham vacation rentals

In-room dining

Stunning 2BD in Bourton on the Water

Stunning 2BD in Bourton on the Water
2.0 star property
Bourton-on-the-Water
2.0 out of 10, (1 review)
Stunning 2BD in Bourton on the Water
Iron/ironing board, free WiFi

Sycamore Cottage Banham Cottages

Sycamore Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
Sycamore Cottage Banham Cottages
Terrace/patio

Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
$440 nightly
The price is $528
Jun 29 - Jun 30
Total with taxes and fees
Swallow Studio
Property grounds

Old Bank Flat Beautiful Cotswold Apt

Old Bank Flat Beautiful Cotswold Apt
2.0 star property
Bourton on the water
Old Bank Flat Beautiful Cotswold Apt
Property grounds

Beautiful 3 BD in Bourton-on-the-Water

Beautiful 3 BD in Bourton-on-the-Water
2.5 star property
Bourton-on-the-Water
Beautiful 3 BD in Bourton-on-the-Water
Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (116 reviews)
"We really enjoyed our stay here! Great location and super comfortable room! Will definitely be staying here again if I'm visiting the area!"
United Kingdom
Rita
$89 nightly
The price is $107
Jun 28 - Jun 29
Total with taxes and fees
Crescent Place by Mansley
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (228 reviews)
"The property was well equipped and is very central to walk to shops, bars and restaurants. Convenient paid car parking also close by. Although not manned 24 hour we did also meet with the friendly and helpful staff who also managed the other property at The Crescent"
United Kingdom
Craig
$91 nightly
The price is $109
Jun 28 - Jun 29
Total with taxes and fees
Strozzi Palace Suites by Mansley
Dining

The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The Stables Banham Cottages
Dining

The Cowshed Banham Cottages

The Cowshed Banham Cottages
2.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay. Location was perfect. Hosts were very prompt with their responses. Property was clean, will book this place again if we ever revisit in the future."
United Kingdom
Pratigya
The Cowshed Banham Cottages
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (146 reviews)
"Good parking spaces behind the property, very clear information about finding the property. The apartment was spacious, very clean, lovely decor and very comfortable. We got some advice on where to find a nice local pub, and ate in the centre close to the property. Overall absolutely lovely."
United Kingdom
Roderick
$126 nightly
The price is $152
Jul 22 - Jul 23
Total with taxes and fees
Portland Apartments
Living area

Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"We had the most marvelous stay. Girls weekend and we could walk to anywhere we needed to go. The property was beautiful and the hosts provided everything required for a wonderful weekend. Will definitely visit again."
United States
Michaela
Beechwood Cottage Banham Cottages
Terrace/patio

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, (3 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
$411 nightly
The price is $464
Jul 15 - Jul 16
Total with taxes and fees
Jasmine Cottage-2BD in Heart of Bourton
Dining

The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
The Haybarn Banham Cottages
Terrace/patio

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
$242 nightly
The price is $291
Jul 5 - Jul 6
Total with taxes and fees
Brookbank Close
In-room dining

Stunning 8-Bedroom Home in Painswick

Stunning 8-Bedroom Home in Painswick
2.5 star property
Painswick
Stunning 8-Bedroom Home in Painswick
Outdoor dining

Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
$440 nightly
The price is $528
Jul 1 - Jul 2
Total with taxes and fees
Woodcock Studio
Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

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
10.0 out of 10, Exceptional, (1 review)
"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."
United Kingdom
Wayne
$203 nightly
The price is $243
Jul 11 - Jul 12
Total with taxes and fees
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
Outdoor dining

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, (9 reviews)
"Excellent choice for Stow and the Cotswolds.. loved the cottage and the host is v friendly and informative."
United Kingdom
Pete
$487 nightly
The price is $487
Jul 8 - Jul 9
Total with taxes and fees
Stow on the Wold Scandi Chic Authentic Cottage
Family Cottage, Private Bathroom | Interior

Oakey Cottage

Oakey Cottage
2.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
Oakey Cottage
Apartment | Individually decorated, individually furnished, laptop workspace

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
10.0 out of 10, Exceptional, (4 reviews)
"Spotlessly clean, very well equipped with everything you need for a short stay. Really comfortable beds and great location to walk to town centre. Parking a bonus. Would definitely stay again. "
United Kingdom
Louisa
$243 nightly
The price is $292
Jul 4 - Jul 5
Total with taxes and fees
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
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

DoubleTree by Hilton Cheltenham-Cotswolds

DoubleTree by Hilton Cheltenham-Cotswolds

10/10 Excellent
"Staff were really friendly and helpful. Our room was lovely and breakfast was great. We were even able to take our little dog with us for breakfast as they have a private area for dogs."
Jenna 2-night trip
Posted 12 hours ago
DoubleTree by Hilton Cheltenham-Cotswolds

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 $107 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?

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking: Visitors give good reviews to this Cheltenham vacation home rental, which is located in the city center and has a fireplace, a selection of games, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Another good choice for your trip to Cheltenham is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

How many vacation rentals will I find in Cheltenham?

With 234 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 Cheltenham Art Gallery and Museum and Cotswold Motoring Museum. Other places in town to visit include The Promenade and Cheltenham Town Hall.

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.