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Our top choices for Cheltenham holiday rentals

Stunning 2BD in Bourton on the Water

Stunning 2BD in Bourton on the Water
2.0 star property
Bourton-on-the-Water
The price is £311
includes taxes & fees
12 May - 13 May
Stunning 2BD in Bourton on the Water

The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is £598
includes taxes & fees
14 May - 15 May
The Haybarn Banham Cottages

Primrose Cottage

Primrose Cottage
3.5 star property
Cheltenham
The price is £494
includes taxes & fees
10 May - 11 May
Primrose Cottage

Oakey Cottage

Oakey Cottage
2.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
The price is £241
includes taxes & fees
12 May - 13 May
Oakey Cottage

The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is £666
includes taxes & fees
12 May - 13 May
The Stables Banham Cottages

1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
10.0 out of 10, Exceptional, (22 reviews)
"Ivy Cottage was definitely one of the nicest cottages I have ever stayed in. It was clean, cosy, warm, spacious, well-equipped and very comfortable. And the village is lovely too."
United Kingdom
Fiona P.
The price is £425
includes taxes & fees
8 May - 9 May
1 bedroom accommodation in Chedworth, near Cheltenham

Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is £637
includes taxes & fees
13 May - 14 May
Beechwood Cottage Banham Cottages

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is £311
includes taxes & fees
8 May - 9 May
Brookbank Close

Stunning 8-Bedroom Home in Painswick

Stunning 8-Bedroom Home in Painswick
2.5 star property
Painswick
The price is £1,784
includes taxes & fees
28 May - 29 May
Stunning 8-Bedroom Home in Painswick

Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking
3.5 star property
Gloucester
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely Top Class Apartment. Facilities were excellent and apartment is finished to a very high standard. Great location close to the centre of Gloucester. Beds were so comfortable and the rooms spacious. Our family loved this apartment and made for a great weekend."
United Kingdom
Wayne
The price is £195
includes taxes & fees
9 May - 10 May
Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

The Nook, Painswick, Gloucestershire

The Nook, Painswick, Gloucestershire
Stroud
The price is £814
includes taxes & fees
16 May - 17 May
The Nook, Painswick, Gloucestershire

Meadow View Cottage

Meadow View Cottage
3.0 star property
Cheltenham
The price is £784
includes taxes & fees
11 May - 12 May
Meadow View Cottage

Hour Cottage, Stow-On-The-Wold

Hour Cottage, Stow-On-The-Wold
Cheltenham
The price is £554
includes taxes & fees
19 May - 20 May
Hour Cottage, Stow-On-The-Wold

Darly Cottage

Darly Cottage
3.0 star property
Cheltenham
9.0 out of 10, Wonderful, (4 reviews)
"Great location and very comfortable. Excellent well equipped kitchen and an amazing welcome hamper. "
United Kingdom
Vicky
The price is £395
includes taxes & fees
17 May - 18 May
Darly Cottage

Corner House - Bright 2BD in Cheltenham

Corner House - Bright 2BD in Cheltenham
2.0 star property
Cheltenham
The price is £244
includes taxes & fees
13 May - 14 May
Corner House - Bright 2BD in Cheltenham

The Potting Shed | Banham Cottages

The Potting Shed | Banham Cottages
Bourton-on-the-Water
The Potting Shed | Banham Cottages

Stunning 2BD Townhouse in Cheltenham

Stunning 2BD Townhouse in Cheltenham
2.0 star property
Montpellier
The price is £481
includes taxes & fees
21 May - 22 May
Stunning 2BD Townhouse in Cheltenham

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 £212
includes taxes & fees
8 May - 9 May
Mayville House Apartment

Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Elliot Oliver - 2 Bedroom Garden Apartment With Parking
4.0 star property
Cheltenham
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
Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (142 reviews)
"Ideal location for going into town. Luxurious apartment with all mod cons."
United Kingdom
D
The price is £129
includes taxes & fees
1 Jun - 2 Jun
Portland Apartments
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 £63 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?

The Cotswold Haven | Modern 3-Bed Near Town: This highly rated holiday home rental in Cheltenham has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Another good choice for your trip to Cheltenham is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

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 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.