Cheltenham Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Cheltenham

Crescent Place
In-room safe, individually decorated, individually furnished, desk
Crescent Place
3.0 star property
9.4 out of 10, Exceptional, (13)
"Clean, newly renovated rooms. Very nice."
The price is NZ$161
per night
16 Jun - 17 Jun
Crescent Place
Strozzi Palace Suites by Mansley
Reception
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 NZ$190
per night
9 Jun - 10 Jun
Strozzi Palace Suites by Mansley
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Fridge, microwave, oven, stovetop
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
9.8 out of 10, Exceptional, (17)
"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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Portland Apartments
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen
Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (106)
"Superb appartment within a short walk to Cheltenham Town centre and racecourse. Bonus to have parking at the property. Well maintained. Check in smooth with lovely staff to welcome you. "
The price is NZ$241
per night
18 Jun - 19 Jun
Portland Apartments
Spa Court
Desk, blackout curtains, iron/ironing board, free WiFi
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)
Fridge, microwave, oven, stovetop
Lovely quirky cotswold cottage (Old Telephone Exchange)
10.0 out of 10, Exceptional, (23)
"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!
2 bedrooms, iron/ironing board, free WiFi, bed sheets
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
Exterior
Period cottage in idyllic riverside location in prime Cotswolds village
9.8 out of 10, Exceptional, (34)
"Splendid property, perfectly situated for countryside walks and proximity to quintessential Cotswolds towns. Very comfortable beds, steep staircase so may not be appropriate for older people, wonderful spot!"
Period cottage in idyllic riverside location in prime Cotswolds village
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
Property grounds
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
Bar (on property)
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
10.0 out of 10, Exceptional, (21)
"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
Smart TV, fireplace, ping pong, books
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 NZ$867
per night
3 Jun - 4 Jun
elegant period 5 bed house close to town centre,sleeps 15
Cotswold Detached Hillside Cottage packed with Quirky Character
Exterior
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
Exterior
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. Sleeps 6 in 3 bedrooms.
Property grounds
Holiday Cottage in Winchcombe Cotswolds. Sleeps 6 in 3 bedrooms.
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. Sleeps 6 in 3 bedrooms.
Albion Street Serviced Apartments
Apartment
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 NZ$135
per night
2 Jun - 3 Jun
Albion Street Serviced Apartments
Craigmoor a Beaticious 19th C. Cottage At the Heart of Bourton-On-The-Water
Exterior
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
Property grounds
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
Property grounds
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
Exterior
Tree Tops House and Garden Cottage
Tree Tops House and Garden Cottage
Secluded Cotswold Retreat with views
Exterior
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
Don't see what you're looking for?
See all available properties in Cheltenham
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.

Other types of properties in Cheltenham you may be interested in

Leonardo Hotel Cheltenham
Steam room
Leonardo Hotel Cheltenham
4.0 star property
8.2 out of 10, Very good, (886)
"I stay here on a regular basis. The staff are always helping and polite. "
The price is NZ$147
per night
23 Jun - 24 Jun
Leonardo Hotel Cheltenham
The George
Reception
The George
3.5 star property
9.0 out of 10, Wonderful, (415)
"Generally a comfortable stay but the bathroom had an extractor fan that you can’t switch off so was very noisy during the night. "
The price is NZ$177
per night
16 Jun - 17 Jun
The George
Delta Hotels by Marriott Cheltenham Chase
Indoor pool
Delta Hotels by Marriott Cheltenham Chase
4.0 star property
8.4 out of 10, Very good, (1003)
"Problems nationwide with computers meant a long wait for a room allocation. Staff dealt with this situation in a friendly and helpful manner and found a resolution as computers remained off all evening. Lovely room, food really good and staff very helpful at all times. Relaxed atmosphere and really good, clean swimming pool. "
The price is NZ$147
per night
16 Jun - 17 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cheltenham holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cheltenham. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cheltenham. Seeing all the best attractions is bound to make you fall in love with Cheltenham. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cheltenham short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Cheltenham?

Yes, there are holiday rentals in Cheltenham close to Cotswold Farm Park, or you can select a more secluded 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 theatre during your trip.

What are some of the best holiday rentals that Cheltenham has to offer?

Oxford Studios: This holiday home rental outside Cheltenham 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 favourite 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 holiday rentals will I find in Cheltenham?

With 214 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Cheltenham?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cheltenham. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.

Recent reviews of Cheltenham properties
Expedia verified reviews

Ellenborough Park

Ellenborough Park

5/5 Excellent
"Very nice hotel and surroundings, food was good. Breakfast was very slow "
A verified traveller stayed at Ellenborough Park
Posted 9 hours ago
Ellenborough Park