Cheltenham Holiday Rentals

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May 15 - May 16
Tomorrow
May 16 - May 17
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Holiday Rentals in Cheltenham

In-room safe, individually decorated, individually furnished, desk
Crescent Place
3.0 star property
9.4 out of 10, Exceptional, (8)
"Property has been decorated to a very high standard. Car park easy to find and access. Very central location. Easy access despite no front desk, just a code emailed to access the car park and room. Higher numbered rooms are quite a walk up a lot of stairs though. Would pay a bit more for a lower floor next time. Called to ask if we could leave the car on the Carpark a little later than midday, and they were happy to help as the rooms weren’t at full occupancy the next night. "
The price is NZ$157
includes taxes & fees
19 May - 20 May
Crescent Place
Reception
Strozzi Palace Suites by Mansley
4.0 star property
9.6 out of 10, Exceptional, (150)
"Roy was the manager on duty when we checked in and out. He helped carry one of our suitcases to our suite! He was awesome and helped out with some local areas to dine and visit. The suite was excellent, slippers and a robe waited our arrival, along with coffee, hot chocolate, tea and milk. Was very clean and a comfortable kind size bed. We loved it."
The price is NZ$188
includes taxes & fees
19 May - 20 May
Strozzi Palace Suites by Mansley
Desk, blackout curtains, iron/ironing board, free WiFi
Spa Court
3.0 star property
7.8 out of 10, Good, (26)
"Accommodation is located centrally and has everything you need for a comfortable stay. Beds were clean and comfortable. Kitchen is a lovely space to come together with family. Add £13 per day for parking as the place has not its own parking. The place is clean but I gave it a 3 for cleaning because there were empty food boxes behind the desk in the main bedroom. Towels were clean but old . Communication was great and we will definitely go back again but will ask them to pay a little more...
Spa Court
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Fridge, microwave, oven, stovetop
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
9.8 out of 10, Exceptional, (15)
"Family (5 + dog) enjoyed the long easter weekend in this house. It was pretty, well equipped, and we had a great time."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen
Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (105)
"Fabulous hotel. The little extras were very welcome too!"
The price is NZ$250
includes taxes & fees
27 May - 28 May
Portland Apartments
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, (103)
"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!
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
includes taxes & fees
19 May - 20 May
Albion Street Serviced Apartments
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)
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
Property grounds
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
10.0 out of 10, Exceptional, (12)
"the appartment is very clean and comfortable. the location near city centre is very good. "
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
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$779
includes taxes & fees
16 May - 17 May
elegant period 5 bed house close to town centre,sleeps 15
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
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
Exterior
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
10.0 out of 10, Exceptional, (144)
"This property is simply gorgeous. The location is superb and as described in the listing. The host was a great communicator and was happy to offer dinner location suggestions. Highly recommend booking here for your stay in this glorious part of the Cotswolds."
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
Property grounds
Cosy Cotswold Cottage - Penny Cottage - pet friendly - sleeps 2
10.0 out of 10, Exceptional, (2)
"Cottage is in the middle of town, so everything was so close. Quiet place with everything you need for a comfortable stay."
Cosy Cotswold Cottage - Penny Cottage - pet friendly - sleeps 2
Fridge, microwave, oven, stovetop
The Granary is in a rural location, perfect for families, couples and pets.
9.8 out of 10, Exceptional, (28)
"Beautiful and spacious cottage with fully stocked kitchen that fit our family of four perfectly. Warm and welcoming hosts. Welcome package and guides were appreciated. Close to several activities / attractions across Cotswolds and within ten minutes of a grocery store. Kids had a blast playing in the lovely gardens and playing fetch with the friendly dog. We would absolutely return should we ever find ourselves in the Cotswolds again, and would recommend this stay to everyone."
The Granary is in a rural location, perfect for families, couples and pets.
Smart TV, Netflix, streaming services
The Little House, Luxury Cotswolds Stunning Views
10.0 out of 10, Exceptional, (4)
"Had a fantastic short holiday and this lovely cottage. Very spacious for a one bedroom. The cottage is beautifully presented with some quirky decor touches, which make it feel very individual and not at all like a generic rental. It has a really lovely atmosphere. The garden is enclosed so fantastic for the dog. There are some really nice places to visit not too far away. Communication with owners was also excellent. They did all they could to make staying their property as enjoyable as...
The Little House, Luxury Cotswolds Stunning Views
TV, fireplace, books
WORK FROM THE COTSWOLDS, CAN ISOLATE. LARGE GARDEN
9.6 out of 10, Exceptional, (19)
"Lovely place to stay"
WORK FROM THE COTSWOLDS, CAN ISOLATE. LARGE GARDEN
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
Exterior
Tree Tops House and Garden Cottage
Tree Tops House and Garden Cottage
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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

Steam room
Leonardo Hotel Cheltenham
4.0 star property
8.2 out of 10, Very good, (870)
"Nice hotel No air conditioning Beds on wheels so moved very easy Not many lights in the room "
The price is NZ$160
includes taxes & fees
19 May - 20 May
Leonardo Hotel Cheltenham
Reception
The George
3.5 star property
8.8 out of 10, Excellent, (402)
"My second stay at The George. A boutique hotel with pleasant friendly staff. Comfortable, tastefully decorated room with easy access to parking. An easy walk to shopping areas of the Promenade and High Street, and for Montepellier Park for the Cheltenham Jazz Festival. A diverse range of restaurants compliment cuisines from around the world, situated nearby to suit every budget. "
The price is NZ$181
includes taxes & fees
19 May - 20 May
The George
Reception
Queens Hotel Cheltenham
4.0 star property
8.8 out of 10, Excellent, (928)
"The hotel looked very plush from the outside and the foyer and reception area was very nice. Our room was a nice but definitely looked a little tired and in need of refurbishment. We had to be very careful with the door as it needed to be pushed tightly shut Was clean and comfortable. We would definitely stay again "
The price is NZ$194
includes taxes & fees
2 Jun - 3 Jun
Queens Hotel 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.

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

Doubletree by Hilton Cheltenham

Doubletree by Hilton Cheltenham

5/5 Excellent
Lovely relaxing stay
"It is a lovely hotel, very peaceful and quiet area. It could use a bit of redecoration in certain sites but it is clean enough and still very comfortable with all the amenities. Breakfast is superb (I would say above average for the chain hotels) and this is one of the very few hotels where you can actually open the windows! (and there is a garden outside so it is actually pleasant to do). Swimming pool is again maybe a bit old but perfectly good and comfortable to use. It is a great place for a relaxing stay to detach from the daily stress; not so much if you really need a good wifi as this can be really sluggish, although maybe there is a way around it (I think they have some premium wifi service there but there will be likely an extra fee). "
A verified traveller stayed at Doubletree by Hilton Cheltenham
Posted 1 day ago
Doubletree by Hilton Cheltenham