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Cheltenham Holiday Rentals

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Our top choices for Cheltenham holiday rentals

1. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (239 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is NZ$183
includes taxes & fees
20 Sept - 21 Sept
Strozzi Palace Suites by Mansley

2. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (127 reviews)
"Great rooms right in town centre with lovely Korean restaurant next door. Superb air con in hot weather too!"
United Kingdom
Donald
The price is NZ$213
includes taxes & fees
20 Sept - 21 Sept
Crescent Place by Mansley

3. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (152 reviews)
"Great location. On site parking. Well equipped apartment, good quality amenities & facilities"
United Kingdom
Robert
The price is NZ$294
includes taxes & fees
6 Sept - 7 Sept
Portland Apartments

4. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
The price is NZ$166
includes taxes & fees
25 Aug - 26 Aug
Relaxing Retreat in Cheltenham

5. Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"This is a lovely property, managed by a friendly and responsive host. I very much appreciated the high standard of cleanliness, especially with the linen which was impeccable. The property is close to the racecourse, to the Brewery Quarter and to the university. Very quiet and peaceful at night. Thank you Mo for your attentiveness. "
United Kingdom
KATIA
The price is NZ$160
includes taxes & fees
24 Aug - 25 Aug
Modern Studio Appartment

6. Beautiful & spacious Regency apt in centre Cheltenham, free parking

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
The price is NZ$503
includes taxes & fees
23 Aug - 24 Aug
Beautiful & spacious Regency apt in centre Cheltenham, free parking

7. Central Cheltenham 2-Bed, 2-Bath Flat - Parking

Central Cheltenham 2-Bed, 2-Bath Flat - Parking
Cheltenham
The price is NZ$274
includes taxes & fees
20 Sept - 21 Sept
Central Cheltenham 2-Bed, 2-Bath Flat - Parking

8. Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Leckhampton
10.0 out of 10, Exceptional, (1 review)
"Very cosy and warm place with all amenities that you need for a short stay. Host was very helpful."
United States
Jane W.
The price is NZ$218
includes taxes & fees
12 Sept - 13 Sept
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

9. Mayville House Apartment

Mayville House Apartment
3.5 star property
Cheltenham
8.8 out of 10, Excellent, (5 reviews)
"I booked this apartment for my family of 4 on the day and because we were so caught up in our trip we forgot to notify the host. We arrived in the evening and despite us not having given them a heads up first, the apartment was sorted and in impeccable state. The bed was extremely comfortable, kitch and bathroom very clean. Very happy with our overnight stay, would highly recommend.l"
United Kingdom
Boya
The price is NZ$485
includes taxes & fees
25 Aug - 26 Aug
Mayville House Apartment

10. The Honeycomb Residence by Fortuna Property Portfolio

The Honeycomb Residence by Fortuna Property Portfolio
Cheltenham
8.0 out of 10, Very good, (1 review)
"Enjoyable stay in a good location although a little noisy at night."
United Kingdom
Jacqueline M.
The Honeycomb Residence by Fortuna Property Portfolio

11. Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"It was a lovely property which was within easy walking distance to plenty of restaurants, although if you would like the property has cooking equipment. We were very comfortable in this well equipped home."
United Kingdom
Andrea
The price is NZ$409
includes taxes & fees
1 Sept - 2 Sept
Quaint 1-bedroom house in Cheltenham

12. Central Serviced Apartments

Central Serviced Apartments
3.0 star property
Cheltenham
6.4 out of 10, (29 reviews)
"Great place to stay, very clean, walking distance to high street shops, and restaurants."
United Kingdom
Petra
The price is NZ$399
includes taxes & fees
23 Aug - 24 Aug
Central Serviced Apartments

13. Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is NZ$913
includes taxes & fees
26 Aug - 27 Aug
Swallow Studio

14. Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment

Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Lovely property, very clean and beds very comfortable. Ideal location to explore Cheltenham and the Cotswold villages"
United Kingdom
Beverley A.
Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment

15. Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Cheltenham
9.0 out of 10, Wonderful, (4 reviews)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
Australia
Judy W.
The price is NZ$558
includes taxes & fees
2 Sept - 3 Sept
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

16. 2 Bed House - Sleeps 6 - Garden, Pets, Parking

2 Bed House - Sleeps 6 - Garden, Pets, Parking
3.5 star property
Cheltenham
8.0 out of 10, Very good, (1 review)
"Great location, cottage was cosy and spacious with good amenities. Dog friendly and we had an enjoyable stay. Good restaurants in the area too "
United Kingdom
Tina
The price is NZ$541
includes taxes & fees
1 Sept - 2 Sept
2 Bed House - Sleeps 6 - Garden, Pets, Parking

17. Stylish 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.

Stylish 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.
Cheltenham
6.0 out of 10, (1 review)
The price is NZ$604
includes taxes & fees
24 Aug - 25 Aug
Stylish 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.

18. The Chapel Street Hideaway by Fortuna Property Portfolio

The Chapel Street Hideaway by Fortuna Property Portfolio
Cheltenham
The price is NZ$501
includes taxes & fees
30 Aug - 31 Aug
The Chapel Street Hideaway by Fortuna Property Portfolio

19. Central 5-Bed, 2 En-Suites - Sleeps 12 - Parking

Central 5-Bed, 2 En-Suites - Sleeps 12 - Parking
Cheltenham
The price is NZ$619
includes taxes & fees
6 Sept - 7 Sept
Central 5-Bed, 2 En-Suites - Sleeps 12 - Parking

20. Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
Jasmine Cottage-2BD in Heart of Bourton
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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Top Cheltenham Hotel Reviews

Find out more about Cheltenham

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.

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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?

Bears Court: This highly rated holiday home rental in Cheltenham offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe. as a favourite home for rent in Cheltenham.

How many holiday rentals will I find in Cheltenham?

With 244 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.