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
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Cheltenham

Crescent Place

3.0 star property
9.2 out of 10, Wonderful, (51)
"Perfect central location with complimentary parking. We stayed in the deluxe room with the bath which was lovely and spacious over two floors. It was modern, high-end finishes, clean and well equipped with cups, glasses, plates, bowls, cutlery, Smeg fridge, kettle and a Nespresso machine. We stayed a Saturday night and we could hear the beat and feel the vibrations of the nearby club that must be within the same building. It didn't stop us sleeping and would definitely stay again. This is the...
The price is AU$261
includes taxes & fees
27 Dec - 28 Dec
Crescent Place

Strozzi Palace Suites by Mansley

4.0 star property
9.6 out of 10, Exceptional, (165)
"Perfect for our needs . Looking forward to returning again next year . "
The price is AU$163
includes taxes & fees
12 Jan - 13 Jan 2025
Strozzi Palace Suites by Mansley

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (118)
"This has to be the best place to stay in Cheltenham. It is clean, comfortable, roomy and stunning. It is the little touches that make this accommodation stand out over all the other places I have stayed. "
The price is AU$252
includes taxes & fees
14 Jan - 15 Jan 2025
Portland Apartments

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

10.0 out of 10, Exceptional, (39)
"We had a wonderful special 70th birthday long weekend away with family. The property is amazing and we will certainly stay there again."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

Spa Court

3.0 star property
7.8 out of 10, Good, (32)
"Very good, well equipped apartment in a central location."
Spa Court

Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!

10.0 out of 10, Exceptional, (117)
"Location is amazing, village is charming, fireplace worked beautifully. The kitchen was impeccable, and the entire property is very nice"
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!

4 Star Cotswold Stone Cottage

9.6 out of 10, Exceptional, (82)
"This is our second visit and it's a lovely, comfortable little cottage with local parking for just £1 per day and an easy walk into town. Perfect for a few relaxing days away with my cousins. "
The price is AU$267
includes taxes & fees
2 Jan - 3 Jan 2025
4 Star Cotswold Stone Cottage

Lovely quirky cotswold cottage (Old Telephone Exchange)

10.0 out of 10, Exceptional, (39)
"The location of the property was perfect to visit other areas of the Cotswolds. The property was quiet and had everything you needed to make it feel like home. The beds were so comfortable and have never slept so well. It was peaceful and relaxing and was lovely to hear the church bells even through the night. The location was ideal to explore and walk around the village and countryside. Would stay here again and highly recommend."
Lovely quirky cotswold cottage (Old Telephone Exchange)

Cotswold Detached Hillside Cottage packed with Quirky Character

9.2 out of 10, Wonderful, (28)
"This cottage was beautifully appointed and great for ease of access to Cheltenham. Note that it is on a main road, so there is some traffic noise. The bedrooms were not made for tall people due to the ceiling angle, but I didn’t have any issues at 5’2 :)."
Cotswold Detached Hillside Cottage packed with Quirky Character

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

9.8 out of 10, Exceptional, (26)
"We stayed for a week during the Literary Festival. The flat is on the first floor and has an open plan kitchen/lounge/diner plus a bedroom and a separate bathroom. It is a reasonable size for two people and well equipped. There was one small error in the VRBO listing which shows a tumble dryer picture whereas the flat offers a clothes stand dryer instead. Not a big issue but one to bear in mind. Otherwise we had a great time. The flat is convenient for the High Street end of the town and...
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

Period cottage in idyllic riverside location in prime Cotswolds village

9.4 out of 10, Exceptional, (44)
"Good accommodation but lacking some basics as there is no local shops nearby "
Period cottage in idyllic riverside location in prime Cotswolds village

Albion Street Serviced Apartments

3.0 star property
6.2 out of 10, (28)
"Nice seating area "
The price is AU$131
includes taxes & fees
23 Dec - 24 Dec
Albion Street Serviced Apartments

elegant period 5 bed house close to town centre,sleeps 15

9.6 out of 10, Exceptional, (8)
"The property was perfect for a group and was beautiful. Will be booking again for another race meeting"
The price is AU$1,234
includes taxes & fees
6 Jan - 7 Jan 2025
elegant period 5 bed house close to town centre,sleeps 15

Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded

10.0 out of 10, Exceptional, (157)
"Excellent location in charming village. Walk to bakery, shops and pubs. "
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded

Secluded Cotswold Retreat with views

10.0 out of 10, Exceptional, (22)
"A lovely, cosy cottage, perfectly supplied and located. Host could not have been more helpful. Highky recommended."
Secluded Cotswold Retreat with views

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

4.0 star property
10.0 out of 10, Exceptional, (4)
"We loved the property! Extremely clean and comfortable accommodations and easy access to shopping, pubs, etc…. Highly recommend this property to anyone - please note: the property includes a number of stairs and it is a few blocks to shopping etc, so those with mobility challenges may wish to consider this."
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

4.0 star property
9.6 out of 10, Exceptional, (17)
"Great accommodation in the heart of Cheltenham. Would definitely stay here again! "
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

A Quaint Grade 11 Listed Detached Stone Cottage In Lower Slaughter with parking.

9.6 out of 10, Exceptional, (22)
"Perfect location and a great place to stay. "
A Quaint Grade 11 Listed Detached Stone Cottage In Lower Slaughter with parking.

Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

10.0 out of 10, Exceptional, (66)
"Wonderful cottage in a beautiful town."
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.

COTSWOLD HISTORIC COTTAGE, WITH LARGE GARDEN

9.6 out of 10, Exceptional, (25)
"We had a very nice stay, my family from Denmark really liked the English atmosphere "
COTSWOLD HISTORIC COTTAGE, WITH LARGE GARDEN
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.
Don't see what you're looking for?
See all available properties in Cheltenham
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Cheltenham you may be interested in

Leonardo Hotel Cheltenham

4.0 star property
8.4 out of 10, Very good, (976)
"Good"
The price is AU$143
includes taxes & fees
5 Jan - 6 Jan 2025
Leonardo Hotel Cheltenham

The Frogmill

3.5 star property
9.4 out of 10, Exceptional, (273)
"Great food, warm, cozy and clean accommodation. Very peaceful and relaxing place to stay"
The price is AU$211
includes taxes & fees
5 Jan - 6 Jan 2025
The Frogmill

The George

3.5 star property
8.8 out of 10, Excellent, (501)
"A great mix of a beautiful old building and modern facilities! Very friendly staff!"
The price is AU$136
includes taxes & fees
5 Jan - 6 Jan 2025
The George
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.

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 free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven 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 235 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.