Cheltenham Vacation Rentals

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Vacation Rentals in Cheltenham

Crescent Place
3.0 star property
9.4 out of 10, Exceptional, (13)
"The manager was wonderful and the rooms very comfortable and well appointed. It made for a excellent stay near the hospital and was convenient to downtown shopping and food. The Brewery District is a couple minute walk and great for a bite and pint. "
The price is $83
$99 total
includes taxes & fees
Jun 30 - Jul 1
Crescent Place
Strozzi Palace Suites by Mansley
4.0 star property
9.6 out of 10, Exceptional, (152)
"Overall it was a very nice stay, the room (Sienna) was luxurious with excellent kitchen facilities a really comfy, big bed and a nice looking terrace (although the rain put paid to using it). It is situated perfectly with great independent eateries and bars within a short walk. Parking is a little difficult and if there were some way of communicating exactly when a space would be free that would be more convenient. The lack of a working freezer compartment was the only other downside although...
The price is $99
$119 total
includes taxes & fees
Jun 30 - Jul 1
Strozzi Palace Suites by Mansley
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
9.8 out of 10, Exceptional, (18)
"We have a lovely stay at the Barn. Contrary to a previous review, we found it to be very clean and comfortable. It is set in a pittoresque and quiet hamlet, yet close to towns and attractions."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
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Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (106)
"Fabulous hotel. The little extras were very welcome too!"
The price is $120
$145 total
includes taxes & fees
Jun 18 - Jun 19
Portland Apartments
Spa Court
3.0 star property
7.8 out of 10, Good, (27)
"General stay was good, hotel was nice and clean. However access was a pain due to the dedicated app they use to access the property. I never initially received the email for activating and nor did anothe couple. Which led to a bit of a wait. Stay lets quickly remedied this however."
Spa Court
Lovely quirky cotswold cottage (Old Telephone Exchange)
10.0 out of 10, Exceptional, (24)
"It was just right for the 3 of us. Its situation, within walking distance of shops, pubs, etc. was excellent. There was lots of dog walks in open countryside......... she loved it! One minor grouse - the cooker was qite complicated, and the instructions in the welcome pack didn't fit the exact model of cooker. Otherwise, we loved Exchange cottage, and we loved Northleach........ we'll be back"
Lovely quirky cotswold cottage (Old Telephone Exchange)
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
10.0 out of 10, Exceptional, (104)
"If you want to feel like you are starring in your own movie in a charming English village, book Well Cottage! The cottage is situated in the most perfect location. I did not have a car. So I spent mornings on long walks and then a nice lunch in the village. Then "home" to Well Cottage to rest my back in comfort, have a nice hot bath and then an evening out or reading in front of the fire. I slept so deeply( beautiful linens) in a very cozy bed. The street just behind the village and the...
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
Period cottage in idyllic riverside location in prime Cotswolds village
9.8 out of 10, Exceptional, (35)
"This cottage was perfect for our Cotswolds stop. Quiet, comfortable and well-equipped. So charming too. We spent our days driving in the area."
Period cottage in idyllic riverside location in prime Cotswolds village
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
10.0 out of 10, Exceptional, (13)
"Right in the middle of town but out of the noise bustle of the town. Lots of space in the apartment and very clean and quiet. "
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
10.0 out of 10, Exceptional, (22)
"My overall experience was wonderful. Any questions I had were answered in a timely manner. The only issues I had to work around were most mirrors in the place were placed rather high for my 5'0 stature 😄. The living room/dinning area was perfect for when my local friends came for a visit. I would definitely recommend this place for a single or a couple."
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
elegant period 5 bed house close to town centre,sleeps 15
10.0 out of 10, Exceptional, (4)
"This pictures honestly don’t do this place justice… a stunning and spacious home with some beautiful details. Super clean, decorated beautifully with towels, everything you could need in the kitchen, lovely beds, shower gel… The host was extremely helpful after having some issues with a different site and switching over to vrbo. Great communication from start to finish with a super friendly and helpful person! A great central location on a safe road with registered parking, plenty of things...
The price is $383
$538 total
includes taxes & fees
Jun 10 - Jun 11
elegant period 5 bed house close to town centre,sleeps 15
Cotswold Detached Hillside Cottage packed with Quirky Character
9.2 out of 10, Wonderful, (27)
"Lou’s view was a very comfortable cottage which suited our needs whilst we were there for a couple of days. The only thing that I feel that needs to be considered to be updated is the shower in the grey bathroom as the hot/cold water knob didn’t turn so we felt the water was tepid. The hot water boost wasn’t that effective either even when we turned it in early so 2 out of the 4 of us had cold showers. The view at the back of the building was beautiful especially when you have walked to the top...
Cotswold Detached Hillside Cottage packed with Quirky Character
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
10.0 out of 10, Exceptional, (145)
"A really cozy historical cottage with all the modern amenities. And the most incredible thing is that it is so close to the commercial center of town, yet it really is amazingly quiet — the perfect blend for a countryside getaway. The host was very helpful, communicated easily and helped immediately when I had a question."
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
Holiday Cottage in Winchcombe Cotswolds.
9.8 out of 10, Exceptional, (29)
"The property was close to the village centre. It had its own parking space. Inside it had all the amenities needed for a comfortable stay. The outdoor patio area had a table and chairs but was small."
Holiday Cottage in Winchcombe Cotswolds.
Albion Street Serviced Apartments
3.0 star property
6.0 out of 10, (24)
"Great place to stay, very clean, walking distance to high street shops, and restaurants."
The price is $69
$83 total
includes taxes & fees
Jun 9 - Jun 10
Albion Street Serviced Apartments
Craigmoor a Beaticious 19th C. Cottage At the Heart of Bourton-On-The-Water
10.0 out of 10, Exceptional, (48)
"This has to be one of the best properties to rent in England! The house itself was simply lovely. The location was superb. And the host was responsive, kind and generous. What a truly wonderful experience! We will definitely come back!"
Craigmoor a Beaticious 19th C. Cottage At the Heart of Bourton-On-The-Water
Dove Cottage beautifully restored Tudor cottage for up to 6 in 3 rooms
9.6 out of 10, Exceptional, (52)
"My family and I thoroughly enjoyed our stay at Dove Cottage. It perfectly accommodated two elderly grandparents, three kids ages 9,14 and 17 along with my wife and I for a week’s stay in the Cotswolds. We loved the updates mixed with some of the historical nuisances of the cottage. It was appropriately outfitted to allow for multiple evenings of cooking in while also being within easy walking distance of several great local Winchcombe Pubs. We utilized the wood burning stove on a few chilly...
Dove Cottage beautifully restored Tudor cottage for up to 6 in 3 rooms
Cosy Cotswold Cottage - Penny Cottage - pet friendly - sleeps 2
10.0 out of 10, Exceptional, (3)
"Terrific property. Perfect for the two of us and our black Labrador. Very clean and situated close to the centre of town. Very good eateries within walking distance. Some terrific walks nearby. Overall, a lovely few days."
Cosy Cotswold Cottage - Penny Cottage - pet friendly - sleeps 2
Tree Tops House and Garden Cottage
Tree Tops House and Garden Cottage
Secluded Cotswold Retreat with views
10.0 out of 10, Exceptional, (7)
"We had a great time. Interesting archeological walk and dairy farm adjacent to property. Great communication and prompt help from owners. Easy walk to town and restaurants/attractions."
Secluded Cotswold Retreat with views
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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.

Cheltenham Vacation Rental Travel Info

Number of vacation rentals
79
Popular accommodation
Cheltenham cottages
Known landmarks
Gloucester Cathedral, Sudeley Castle and Roses Theatre
International airports
Birmingham (BHX) and Oxford (OXF)

Other types of properties in Cheltenham you may be interested in

Leonardo Hotel Cheltenham
4.0 star property
8.2 out of 10, Very Good, (887)
"A lovely hotel, only moan would be is being charged for parking "
The price is $84
$101 total
includes taxes & fees
Jun 23 - Jun 24
Leonardo Hotel Cheltenham
The George
3.5 star property
9.0 out of 10, Wonderful, (419)
"We received a warm welcome on arrival. As soon as the hotel staff saw I had come with my elderly mother, they helped to give us convenient rooms and floors, for our ease. Many thanks to the staff. The hotel is well located, yet it was quiet at night. "
The price is $91
$109 total
includes taxes & fees
Jul 7 - Jul 8
The George
Delta Hotels by Marriott Cheltenham Chase
4.0 star property
8.4 out of 10, Very Good, (1010)
"Very good, as you would expect from a Marriott family hotel. "
The price is $85
$102 total
includes taxes & fees
Jun 16 - Jun 17
Delta Hotels by Marriott Cheltenham Chase
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.

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 $69 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.

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?

Oxford Studios: You might like this vacation home rental near Cheltenham. It is near the airport and equipped with Netflix and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Other favorite homes for rent in Cheltenham are 17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water and elegant period 5 bed house close to town centre,sleeps 15.

How many vacation rentals will I find in Cheltenham?

With 215 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 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.

Recent reviews of Cheltenham properties
Expedia verified reviews