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Holiday Rentals in Cheltenham

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Our top choices for Cheltenham holiday rentals

Cottage in Cheltenham

South Hill Farmhouse
3.0 star property
The price is €4,989
includes taxes & fees
6 Jan - 7 Jan
South Hill Farmhouse

Apartment in Cheltenham

Modern Studio Appartment
10.0 out of 10, Exceptional, (1)
"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 €84
includes taxes & fees
6 Jan - 7 Jan
Modern Studio Appartment

Apartment in Cheltenham

Strozzi Palace Suites by Mansley
4.0 star property
9.4 out of 10, Exceptional, (201)
"Absolutely brilliant"
United Kingdom
Philip
The price is €87
includes taxes & fees
18 Jan - 19 Jan
Strozzi Palace Suites by Mansley
10.0 out of 10, Exceptional, (6)
"Had a lovely stay, the place was clean and tidy and the surroundings were peaceful and quiet. The next time I’m heading to the area I will definitely look to book this place again."
United Kingdom
Lain H.
The price is €168
includes taxes & fees
14 Jan - 15 Jan
Shepherds Hut in the Cotswolds

Aparthotel in Cheltenham

Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (137)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
The price is €159
includes taxes & fees
14 Jan - 15 Jan
Portland Apartments
9.6 out of 10, Exceptional, (10)
"Had a great stay. Lovely property "
United Kingdom
Lucy O.
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds

Aparthotel in Cheltenham

Crescent Place by Mansley
3.0 star property
9.4 out of 10, Exceptional, (91)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is €87
includes taxes & fees
11 Jan - 12 Jan
Crescent Place by Mansley

Cottage in Winchcombe

4 Star Cotswold Stone Cottage
9.8 out of 10, Exceptional, (96)
"We had a wonderful stay lovely cottage well located everything you could need is provided would highly recommend"
Australia
martyn s.
The price is €167
includes taxes & fees
1 Feb - 2 Feb
4 Star Cotswold Stone Cottage
4.0 star property
9.6 out of 10, Exceptional, (5)
"Modern 2 bedroom apartment very close to the town centre. Very clean and quiet with all mod cons. TV has free Netflix included, however the couch was too small to lie down on comfortably. Only other negative was a noisy manhole cover in the street which vibrated every time a car drove over it ( not the fault of the apartment obviously). "
United Kingdom
Mr D
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Cottage in Cheltenham

Greystones Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is €396
includes taxes & fees
16 Jan - 17 Jan
Greystones Cottage

Cottage in Cheltenham

Beautiful Cotswold View
3.5 star property
8.0 out of 10, Very good, (1)
"Lovely property just a short walk into the centre of Bourton on the water, though beware there is a very steep hill to climb when walking back. Very spacious. Lounge and open plan kitchen could do with a bit of an update. Fabulous views across the country side and so many different species of birds to view from the very large window in the lounge. Owners very kindly left binoculars and a bird book. Extremely quiet setting. Stayed Friday to Monday and it was a really lovely break. "
United Kingdom
Jureen
The price is €784
includes taxes & fees
8 Jan - 9 Jan
Beautiful Cotswold View

Holiday Home in Stow-on-the-Wold

Stow on the Wold Scandi Chic Authentic Cottage
10.0 out of 10, Exceptional, (6)
"Lovely location, very clean, great communication, very charming cottage "
United Kingdom
Julie
The price is €264
includes taxes & fees
8 Jan - 9 Jan
Stow on the Wold Scandi Chic Authentic Cottage
The price is €172
includes taxes & fees
4 Jan - 5 Jan
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
The price is €112
includes taxes & fees
4 Jan - 5 Jan
Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat
10.0 out of 10, Exceptional, (18)
"We had a lovely stay. All rooms had ensuites which was what we were looking for. Beautiful garden to enjoy the sunny weekend we had. Kitchen has everything we needed. "
United Kingdom
Patricia H.
The price is €1,457
includes taxes & fees
27 Jan - 28 Jan
4 bedroom accommodation in Bourton-on-the-Water

Holiday Home in Cheltenham

Brookbank Close
4.0 star property
Brookbank Close

Cottage in Cheltenham

Hour Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"Awesome location to enjoy all the cute towns around the Cotswold. Very quiet location in one of the less crowded, but still very quaint, towns."
United States
Janet
The price is €606
includes taxes & fees
27 Jan - 28 Jan
Hour Cottage

Holiday Home in Bourton-on-the-Water

Bourton on the Water Scandi Chic Authentic Cottage
10.0 out of 10, Exceptional, (5)
"This cottage is perfect. It has everything you need. The location can’t be beat, walking distance to restaurants and shops. I truly loved staying here! "
United Kingdom
Krisztina O.
The price is €313
includes taxes & fees
7 Jan - 8 Jan
Bourton on the Water Scandi Chic Authentic Cottage
3.5 star property
8.0 out of 10, Very good, (1)
"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 €311
includes taxes & fees
1 Feb - 2 Feb
2 Bed House - Sleeps 6 - Garden, Pets, Parking

Cottage in Cheltenham

Ivy Cottage
3.0 star property
The price is €396
includes taxes & fees
6 Jan - 7 Jan
Ivy Cottage
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

Everything you need to know about Cheltenham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cheltenham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheltenham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cheltenham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheltenham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheltenham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheltenham holiday rentals we have selected for you start as low as €84 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cheltenham rentals

At Expedia, we put the best Cheltenham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheltenham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheltenham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheltenham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cheltenham Country Retreats: This highly rated holiday home rental in Cheltenham offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Another good choice for your trip to Cheltenham is Comfy modern townhouse/w free parking & garden, newly refurbished, self catering.

How many holiday rentals will I find in Cheltenham?

With 234 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.