Cheltenham Vacation 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

Vacation Rentals in Cheltenham

In-room safe, individually decorated, individually furnished, desk
Crescent Place
3.0 star property
9.4 out of 10, Exceptional, (8)
"Great communication and a room upgrade which was a pleasant surprise. Well appointed, stylish room with comfy bed, a powerful shower and nice tea, coffee and biscuits. An eye mask and ear plugs were supplied as the only down side is there is noise from the street. The windows are sash and I expect can’t be double glazed. Probably not an issue unless you’re a light sleeper."
The price is CA $108
CA $130 total
includes taxes & fees
May 19 - May 20
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 CA $117
CA $141 total
includes taxes & fees
May 19 - May 20
Strozzi Palace Suites by Mansley
Desk, blackout drapes, iron/ironing board, free WiFi
Spa Court
3.0 star property
7.8 out of 10, Good, (26)
"The only issue was the overwhelming smell of smoke when you enter the apartment. The actual property was great for what we were looking for. Close to the centre of Cheltenham, walking distance to lots of restaurants and plenty to do. Space was clean and comfortable but we could not get passed the smell every time we entered the apartment. "
Spa Court
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 CA $175
CA $211 total
includes taxes & fees
May 19 - May 20
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 CA $93
CA $112 total
includes taxes & fees
May 19 - May 20
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, (13)
"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, table tennis, 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 CA $494
CA $697 total
includes taxes & fees
May 20 - May 21
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
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.

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

Steam room
Leonardo Hotel Cheltenham
4.0 star property
8.2 out of 10, Very good, (871)
"Nice hotel No air conditioning Beds on wheels so moved very easy Not many lights in the room "
The price is CA $115
CA $138 total
includes taxes & fees
Jun 16 - Jun 17
Leonardo Hotel Cheltenham
Reception
The George
3.5 star property
8.8 out of 10, Excellent, (403)
"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 CA $122
CA $147 total
includes taxes & fees
May 19 - May 20
The George
Reception
Queens Hotel Cheltenham
4.0 star property
8.8 out of 10, Excellent, (929)
"Beautiful historic hotel perfectly located near lovely promenade, shops and restaurants. I had a very large room overlooking the park. Very quiet."
The price is CA $150
CA $179 total
includes taxes & fees
May 19 - May 20
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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 214 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

Delta Hotels by Marriott Cheltenham Chase

Delta Hotels by Marriott Cheltenham Chase

5/5 Excellent
"Nice hotel, modern facilities. Not walkable area. "
A verified traveller stayed at Delta Hotels by Marriott Cheltenham Chase
Posted 2 days ago
Delta Hotels by Marriott Cheltenham Chase