Cheltenham Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cheltenham holiday rentals

Holiday Home in Bourton-on-the-Water

Stunning 2BD in Bourton on the Water
2.0 star property
The price is AU$478
includes taxes & fees
19 Mar - 20 Mar
Stunning 2BD in Bourton on the Water
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Cute home, lovely neighbours and we had a great stay. It’s a very cozy and clean space. Will definitely book again next time I am in England."
Canada
Rafee
The price is AU$585
includes taxes & fees
19 Mar - 20 Mar
Charming 2 Bedroom Home in the Cotswolds

Holiday Home in Cheltenham

Old Sorting Office
3.0 star property
The price is AU$714
includes taxes & fees
23 Mar - 24 Mar
Old Sorting Office

Holiday Home in Cheltenham

Brookbank Close
4.0 star property
The price is AU$409
includes taxes & fees
6 Apr - 7 Apr
Brookbank Close
10.0 out of 10, Exceptional, (6 reviews)
"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 AU$249
includes taxes & fees
19 Mar - 20 Mar
Shepherds Hut in the Cotswolds

Holiday Home in Stow-on-the-Wold

Stow on the Wold Scandi Chic Authentic Cottage
10.0 out of 10, Exceptional, (7 reviews)
"Excellent choice for Stow and the Cotswolds.. loved the cottage and the host is v friendly and informative."
United Kingdom
Pete
The price is AU$577
includes taxes & fees
14 Apr - 15 Apr
Stow on the Wold Scandi Chic Authentic Cottage
10.0 out of 10, Exceptional, (1 review)
"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."
United Kingdom
Wayne
The price is AU$373
includes taxes & fees
28 Mar - 29 Mar
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Holiday Home in Cheltenham

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
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
The price is AU$932
includes taxes & fees
2 Apr - 3 Apr
Jasmine Cottage-2BD in Heart of Bourton

Cottage in Cheltenham

Rathbone Cottage
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Amazing house, clean, fully equipped, very homely indeed!"
United Kingdom
Letitia
The price is AU$474
includes taxes & fees
24 Mar - 25 Mar
Rathbone Cottage

Aparthotel in Cheltenham

Crescent Place by Mansley
3.0 star property
9.4 out of 10, Exceptional, (103 reviews)
"Very clean, excellent shower facilities and beautiful location"
United Kingdom
Christian
The price is AU$148
includes taxes & fees
22 Mar - 23 Mar
Crescent Place by Mansley
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 AU$355
includes taxes & fees
31 Mar - 1 Apr
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Apartment in Cheltenham

Strozzi Palace Suites by Mansley
4.0 star property
9.4 out of 10, Exceptional, (213 reviews)
"Beautiful apartment and had everything we needed plus in a perfect location. Car park was close by and secure and easy to use. Would definitely stay here again."
United Kingdom
DAVID
The price is AU$153
includes taxes & fees
22 Mar - 23 Mar
Strozzi Palace Suites by Mansley

Cottage in Cheltenham

Wellinghill Lodge
3.0 star property
The price is AU$704
includes taxes & fees
31 Mar - 1 Apr
Wellinghill Lodge
4.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"Beautifully presented property, perfect for our stay with our son for his graduation. Short walk to the high street and short drive to the racecourse. As stated in another review, a bit more soundproofing would be beneficial as the people above had a baby/toddler, but it didn’t spoil our stay."
United Kingdom
Shelley
The price is AU$348
includes taxes & fees
28 Mar - 29 Mar
Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Aparthotel in Cheltenham

Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (139 reviews)
"We had a lovely time! Amazing location and the interior was stunning. The staff was really kind and we had a really lovely stay. No faults! "
United Kingdom
Megan
The price is AU$241
includes taxes & fees
25 Mar - 26 Mar
Portland Apartments
3.5 star property
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 AU$447
includes taxes & fees
2 Apr - 3 Apr
2 Bed House - Sleeps 6 - Garden, Pets, Parking

Apartment in Cheltenham

Mayville House Apartment
3.5 star property
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 AU$400
includes taxes & fees
28 Mar - 29 Mar
Mayville House Apartment

Apartment in Cheltenham

Modern Studio Appartment
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 AU$135
includes taxes & fees
19 Mar - 20 Mar
Modern Studio Appartment

Cottage in Cheltenham

Greystones Cottage
3.5 star property
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is AU$688
includes taxes & fees
27 Mar - 28 Mar
Greystones Cottage

Holiday Home in Bourton-on-the-Water

'Roman Villa' - Bourton-On-The-Water
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay in the Cotswolds. Very peaceful location and great amenities."
Australia
Blair V.
The price is AU$372
includes taxes & fees
19 Mar - 20 Mar
'Roman Villa' - Bourton-On-The-Water
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 favourite 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 depend 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 AU$148 per night. Entering your travel dates in the search wizard might find you 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?

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water: This highly rated holiday home rental in Cheltenham offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Cheltenham?

With 222 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 Cheltenham Art Gallery and 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.