Cheltenham Holiday Rentals

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Holiday Rentals in Cheltenham

Crescent Place
In-room safe, individually decorated, individually furnished, desk
Crescent Place
3.0 star property
9.2 out of 10, Wonderful, (46)
"Really nice apartment. Easy to operate entry keypad. Someone always available on the end of phone. Would highly recommend"
The price is AU$251
includes taxes & fees
24 Nov - 25 Nov
Crescent Place
Strozzi Palace Suites by Mansley
Reception
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$143
includes taxes & fees
24 Nov - 25 Nov
Strozzi Palace Suites by Mansley
Portland Apartments
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen
Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (117)
"Everything was as we expected and it was fab! It was a lovely touch to have all the makings for breakfast left for us. And it was less than 5 minutes stroll into town. We can’t wait to return."
The price is AU$240
includes taxes & fees
28 Nov - 29 Nov
Portland Apartments
Spa Court
Desk, blackout curtains, iron/ironing board, free WiFi
Spa Court
3.0 star property
7.8 out of 10, Good, (30)
"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
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
10.0 out of 10, Exceptional, (37)
"A girlfriend and I wanted a few days R and R. This stunning property and location fitted the bill. The beds were so comfortable! Felt cocooned for a few days. Just what we needed. Would recommend the property to anyone wanted to get away from it all. Only downside was the check in process as it was dark by 4pm. We struggled to find the property despite good directions and then found we could not see very well to open the key box. "
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
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, (115)
"Thoughtfully appointed historical period home. Amazing fireplace which was all set for easy use. Home it situated within steps of an abundance of dining and shopping choices. Best of all there is a dedicated parking spot."
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
4 Star Cotswold Stone Cottage
Exterior detail
4 Star Cotswold Stone Cottage
9.8 out of 10, Exceptional, (81)
"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$228
includes taxes & fees
25 Nov - 26 Nov
4 Star Cotswold Stone Cottage
Lovely quirky cotswold cottage (Old Telephone Exchange)
Fridge, microwave, oven, stovetop
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)
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Dining
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
Cotswold Detached Hillside Cottage packed with Quirky Character
Exterior
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
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, (157)
"Excellent location in charming village. Walk to bakery, shops and pubs. "
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
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
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$1,189
includes taxes & fees
25 Nov - 26 Nov
elegant period 5 bed house close to town centre,sleeps 15
Albion Street Serviced Apartments
Apartment
Albion Street Serviced Apartments
3.0 star property
6.2 out of 10, (28)
"Nice seating area "
The price is AU$126
includes taxes & fees
24 Nov - 25 Nov
Albion Street Serviced Apartments
Iconic Luxury Detached Period House on the River Bank with parking.
Exterior
Iconic Luxury Detached Period House on the River Bank with parking.
9.8 out of 10, Exceptional, (16)
"The house is in great shape and the location is perfect. Bourton on the Water is a great town and this house is close to everything."
Iconic Luxury Detached Period House on the River Bank with parking.
The Little House, Luxury Cotswolds Stunning Views
Interior
The Little House, Luxury Cotswolds Stunning Views
10.0 out of 10, Exceptional, (6)
"All beautiful as in the pictures, near most of interest places in the Cotswolds"
The Little House, Luxury Cotswolds Stunning Views
Dove Cottage beautifully restored Tudor cottage sleeps 6 (3 bedrooms)
Property grounds
Dove Cottage beautifully restored Tudor cottage sleeps 6 (3 bedrooms)
9.6 out of 10, Exceptional, (55)
"Everything went seamlessly. Loved it."
Dove Cottage beautifully restored Tudor cottage sleeps 6 (3 bedrooms)
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
Exterior
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
Tree Tops House and Garden Cottage
Exterior
Tree Tops House and Garden Cottage
Tree Tops House and Garden Cottage
Stunning Grade II listed cottage on Vineyard Street in the heart of Winchcombe.
Exterior
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.
Holiday Cottage in Winchcombe Cotswolds. Sleeps 6 in 3 bedrooms.
Outdoor dining
Holiday Cottage in Winchcombe Cotswolds. Sleeps 6 in 3 bedrooms.
9.8 out of 10, Exceptional, (33)
"Great property in a great location, perfect for a short Cotswolds break. Great size property for our family of four, everything was as described. Parking a bonus too. Had fantastic communication with Sarah prior to the stay, everything went smoothly and Sarah was really helpful. Lovely welcome package was really appreciated. "
Holiday Cottage in Winchcombe Cotswolds. Sleeps 6 in 3 bedrooms.
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.
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Other types of properties in Cheltenham you may be interested in

Leonardo Hotel Cheltenham
Steam room
Leonardo Hotel Cheltenham
4.0 star property
8.4 out of 10, Very good, (963)
"Enjoyable break. Lovely room, leisure centre was superb. Highly recommend "
The price is AU$134
includes taxes & fees
8 Dec - 9 Dec
Leonardo Hotel Cheltenham
Delta Hotels by Marriott Cheltenham Chase
Indoor pool
Delta Hotels by Marriott Cheltenham Chase
4.0 star property
8.2 out of 10, Very good, (1001)
"Was good"
The price is AU$159
includes taxes & fees
22 Dec - 23 Dec
Delta Hotels by Marriott Cheltenham Chase
The George
Reception
The George
3.5 star property
8.8 out of 10, Excellent, (488)
"The food in the diner is INCREDIBLE...the service at the front desk awesome. We even had an incident where the door locked in the bathroom and the night front desk came to change out the door handle! Excellent, dog-friendly, place ....note there is NO LIFT...our dog can't do stairs so we were carrying our dogs, our bags and ourselves up several flights of stairs"
The price is AU$173
includes taxes & fees
15 Dec - 16 Dec
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.
Beautiful view of the beach with palm trees

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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 NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking.

How many holiday rentals will I find in Cheltenham?

With 237 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.