Top 10 Short-Term Rentals In Cheltenham, UK - Updated 2024

Ninna
Ninna 
Updated
| 4 min read

A spa town within Cotswolds, Cheltenham is a leading holiday destination in Gloucestershire. It is renowned for its Regency architecture, featuring many listed Regency buildings. The town also has a reputation for horse racing as it hosts Cheltenham Festival annually. Moreover, a rich entertainment scene awaits you here. Popular venues include The Playhouse and Everyman Theatre. Every summer, you can cool off at Sandford Parks Lido. It has outdoor swimming pools for adults and kids. Art enthusiasts, on the other hand, should include The Wilson in their itinerary. A few days is definitely not enough to explore everything the town has to offer. As you plan your visit, check out the top short-term rentals in Cheltenham, UK, below.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.

1. Charming home with drawing room (from USD 344)

If you plan to spend your holidays in Cheltenham for a few weeks, this charming home might be for you. You can get a generous discount when you reserve it for at least seven nights. The ground floor houses a well-equipped kitchen where you can prepare home-cooked meals and enjoy them in the dining room.

On the first floor, you will find the drawing room and family bathroom with complete laundry facilities. The third and fourth floors feature bedrooms.

Stayed at this property?
Cheltenham, England, United Kingdom
83 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 6 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
plenty of room all very comfortable lovely patio garden
easy reasonable car parking very comfortable with lots of added amenities a real home from home
there were in particular thoughtful details in the kitchen which felt welcoming when we arrived
the breakfast bits on arrival were also very thoughtful
loads of room and fabulous kitchen & bathrooms
Cleanliness:
catherine and alan’s house is absolutely beautiful and so clean
the house was beautiful and spotlessly clean
the house was gorgeous and very clean and homely
lovely clean and comfortable bedrooms and bathrooms arranged over 4 floors
the house is beautiful clean and has absolutely everything you might need
Host:
great hosts who made everything easy
they were easy to communicate with and gracious hosts
thanks for being great hosts
the hosts were on hand when we needed them
catherine and alan were lovely hosts
Location:
excellent house excellent location
the perfect location for everything shops and restaurants within walking distance
an amazing location and gigantic space
beautiful house in a perfect location to explore cheltenham
beautifully well appointed house in a lovely location
Read more reviews

2. Light-filled apartment with child-friendly amenities (from USD 103)

To make you feel at home in town, this light-filled apartment has everything you need for a comfortable stay. It offers 55.74 sq. m. (600 sq. ft.) of living space with a lounge, fully functional kitchen, dining area, and private bathroom. A welcome food basket greets you upon arrival. For families with kids, a baby bath, high chair, and travel cot are provided. Keeping you entertained is a selection of books, games, and magazines.

You can get this rental at discounted rates if you book for seven days or more.

Stayed at this property?
Cheltenham, United Kingdom
305 reviews   Superhost Wifi Available
ENTIRE CONDO 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
thoughtful hamper on arrival and the apartment had everything you need including shampoo conditioner etc
the apartment was just perfect for us travelling with a small toddler
very nice shower loads of hot water
Cleanliness:
very clean so comfortable
very clean and well equipped
it was spotlessly clean and tidy and beautifully decorated
the house was so clean and had everything
everything was sparkling clean
Host:
lovely flat with brilliant hosts
great hosts who were quick to respond to any questions we had
rachel and chris are kind and generous hosts
an excellent stay lovely apartment and excellent hosts
the hosts are very personable we enjoyed their company very much
Location:
the location is excellent a few minutes walking distance from shopping and pitville park
fantastic location and accommodation
easy walk into town center for shopping
what a perfect apartment in an amazing location
fabulous spot in a central position
Read more reviews

3. House with a fully functional kitchen (from USD 126)

This house was originally constructed in the mid-19th century. In 2012, it was restored to welcome guests with contemporary hospitality. Thanks to the fully functional kitchen, you may prepare your own food anytime. A washing machine is also available in the kitchen, so you can do your laundry anytime. Conveniently, University of Gloucestershire and Imperial Square and Gardens are only within a 1.6-km (1-mi) radius.

You can avail of a weekly discount if you book for this rental for seven nights or more.

Stayed at this property?
Cheltenham, England, United Kingdom
PRIVATE VACATION HOME 2 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Amenities & Room:
beth’s attention to detail ensures an extremely comfortable stay
Host:
cleanliness excellant and good service from the host in the what she provided for our comfort
Location:
the location in relation to festival events was excellent and i felt safe walking the area at night
Read more reviews

4. Stylish apartment with furnished balcony (from USD 269)

Perfect for small families, this stylish apartment offers 34 sq. m. (366 sq. ft.) of living space. A weekly discount applies when you book it for seven nights or more.

Every morning, you can start the day right by hanging out and having coffee on the furnished balcony. One on-site parking is available, so you do not have to worry about parking if you plan to bring a car. Many restaurants are nearby, but you can always cook your own food in the fully equipped kitchen.

Stayed at this property?
CHELTENHAM, England, United Kingdom
Apartment 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
upon entering the apartment we knew we were going to love our stay
the huge windows and small terrace were luxuries not found in most apartments and were just lovely
Cleanliness:
clean - well furnished and decorated - warm
Host:
the owner was very helpful and the apartment well equipped
sally and trevor were fantastic hosts
sally is a wonderful host very informative would def; recommend
sally is a wonderful host - quick efficient in her replies
i will rebook for certain fabulous hosts
Location:
great location in the montpelier district
great location spacious and beautifully furnished
great apartment with a perfect location
excellent flat well located and good space and comfort
nice apartment very good location
Read more reviews

5. Sophisticated house with covered courtyard (from USD 309)

This sophisticated house sits in a vibrant neighborhood in town, providing quick access to many artisan shops. It has a covered courtyard where you can unwind and breathe fresh air. Meanwhile, the indoor living space comprises an open floor plan with a living room, a well-equipped kitchen, and a dining room.

This property is available for a minimum of three nights. If you make a reservation for seven days or more, you are entitled to a discount.

Stayed at this property?
Cheltenham, England, United Kingdom
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
the bedroom upstairs was incredible with the stunning bathroom
the beds were so comfortable and the temperature inside the property was just perfect
the kitchen came well-equipped which was really helpful
Cleanliness:
very clean and comfortable and would recommend
the property is well equipped and beautifully clean
Host:
thank you to dominic for being such a great host
dominic was a really good host his communication was clear and quick and friendly
Location:
ideal find and we were able to walk to the race track
the place despite being situated on a busy road was quiet and very secure
this was a beautiful holiday home in a fantastic location
Read more reviews

6. Apartment with a huge garden (from USD 115)

Do you want to feel at home in town for a few weeks? Consider staying in this apartment, where you can get at a discount for a seven-night stay. It has a lounge with a fireplace, ensuring you are cozy and warm regardless of the weather.

With the huge garden, you have ample space to slow down and breathe fresh air. Whenever you need to do your laundry, feel free to use the washing machine in the utility room.

Stayed at this property?
Cheltenham, England, United Kingdom
Apartment 5 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
superb location plenty of room for us all and with all the amenities required for a family of 5
fully equipped and great bed and living area
this spacious apartment was perfect for my visit with my two young children
very comfortable property everything there i needed and nice and warm
Cleanliness:
the apartment was clean and well equipped with everything we needed
the flat was lovely; very clean cosy & comfortable & well provisioned with everything we needed
the flat was absolutely lovely spotlessly clean and had every possible thing we needed
the apt is very clean with comfortable beds and attractive cozy linens with plenty of pillows
Host:
the owners were lovely and very helpful
we needed some help at one point and the owner was swift and helpful
we didn't meet our hosts but communication was good before and during our stay
perfect location fully equipped spacious and lovely hosts that go the extra mile
Location:
the flat is in a great location within easy walking distance to bus transportation and shopping
the flat was in a great location - only a short walk from town and pittville park
only a 10 minute walk to town and the wonderful pittville park
apartment lovely and within walking distance of cheltenham
beautiful surrounding neighbourhood and parks
Read more reviews

7. Modern townhouse with dedicated workspace (from USD 131)

This modern townhouse is an excellent choice for those staying in town for a few weeks. It is available at discounted rates if you book it for a week or more.

Every summer, you can have cookouts in the barbecue area in the enclosed garden. The kitchen is fully equipped with everything you need to cook your own food - just ensure you bring your own groceries and ingredients. If you need to work remotely, you can take advantage of the dedicated workspace.

Stayed at this property?
Cheltenham , England, United Kingdom
193 reviews   Wifi Available
Entire townhouse 2 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
this house is beautifully decorated and the layout of the kitchen with bi-fold doors onto a lovely courtyard/garden area
the main bed was huge nice amount of hanging space in main bedroom for clothes
the super king bed is amazing
the beds in main bedroom and bed 2 are really comfortable
perfectly located with everything within easy walking distance excellently kitted out with amazing wifi and 2 tvs
Cleanliness:
super clean and stylish with everything you need
the house itself was clean and very equipped for our needs
hamish’s place was great very clean modern and had everything we needed
great property very clean and perfect for entertaining in the kitchen or walking to plenty of local bars/restaurants
a really lovely place in a great location clean and well laid out
Host:
hamish was a great host very accommodating and fast to reply
great location helpful host i would visit again
1 and harry cook which are both by montpellier park and both dog friendly
Location:
great house in fantastic central location
great house in a really good location
great house in a fantastic location
located in a nice neighbourhood very quiet and peaceful
great stylish place fantastic location
Read more reviews

8. Stylish apartment in a convenient location (from USD 85)

This apartment is designed for small families staying in town for a couple of weeks. For a seven-night stay, you can rent it at a weekly discount.

The open floor plan features a lounge and a fully equipped kitchen. If you prefer home-cooked meals over takeouts, you can always cook in the kitchen. Many points of interest are only within a 1.5-km (0.93-mi) radius, such as Holst Victorian House and Everyman Theatre. Parking is available in front of the building on a first-come, first-served basis.

Stayed at this property?
Cheltenham, England, United Kingdom
Apartment 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Amenities & Room:
my son slept on the sofa bed which was very easy to set up
there was enough room in the flat to store our belongings and move around easily
my husband and i found the double bed very comfortable as well
Read more reviews

9. Contemporary home with breakfast bar (from USD 123)

This contemporary home is perfect for couples spending their romantic getaway in Cheltenham for a couple of weeks. It is available for weekly stays and a discount applies to weekly bookings.

Conveniently, the town center is only a 10-minute walk away. Every morning, you can enjoy your coffee or tea in the breakfast bar. A fully functional kitchen is at your disposal, so feel free to cook your food anytime. If you want to bring a car, you may park on the street at no additional cost.

Stayed at this property?
Gloucestershire, England, United Kingdom
72 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the lounge was very comfortable with a large stylish sofa and smart tv
nice large bed good shower and internet/tv as well as all necessities needed for preparing meals if desired
supremely comfortable bed and sofa with some nice tech
the cottage had everything i needed and was so comfortable - especially the bed
the sofa is super comfortable as is the bed we are definitely coming back to stay next year
Cleanliness:
nice and clean quiet area
very clean and comfortable cottage
very clean quiet and comfortable place to stay
it was exceptionally clean in a great location and communication with chris was excellent
the cottage is so clean and comfortable
Host:
great host very helpful
chris was very helpful with advice and was very responsive and understanding throughout
fabulous stay chris is a great host
extremely good value for money and excellent hosts who were there if you needed anything
chris is really friendly and gives great advice
Location:
amazing location everything in cheltenham is in walking distance
outstanding location with some fantastic pubs and restaurants really close-by
the location is excellent and close to everything you could need for your stay
close to bars shops and access to fun walking trails
in walking distance of some great bars and eating
Read more reviews

10. Penthouse with a private hot tub (from USD 228)

Do you plan to take your family to Cheltenham for a few weeks? Consider staying in this penthouse, which you can get at discounted rates for weekly rentals. Ensuring you a nice break from the ordinary, it features beautiful town views. You can relax by soaking in the private hot tub on the roof terrace.

Secure on-site parking is available at no extra charge, so you have nothing to worry about if you wish to bring a car.

Stayed at this property?
Gloucestershire, England, United Kingdom
173 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
we had a lovely stay very relaxing and comfortable
Cleanliness:
lovely clean and large penthouse
everything very clean and well appointed
good communication clean well equipped flat
the place is clean and very modern
lovely clean apartment with fabulous view
Host:
host was friendly and more than happy to offer some recommendations
great apartment and and a great host
one of the best hosts i’ve experienced
sandip is an excellent host
sandip was an excellent host very well equipped
Location:
great location for cheltenham
location great for town center only 2 minutes walk away
great location and fab apartment
what a great stay perfect location within walking distance of everything we wanted to do
couldn’t recommend enough location was perfect in being close to the town centre
Read more reviews

Uncover Cheltenham’s rich heritage

Cheltenham has a rich heritage worth exploring. To make the most of your visit, check out these top short-term rentals in Cheltenham, UK.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ninna, a writer and traveler, encourages everyone to explore the world one city at a time, unveiling its myriad surprises.

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