Cheltenham Holiday Rentals

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Our top choices for Cheltenham holiday rentals

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (221 reviews)
"Great property, superb location, lovely rooms with really easy check in. The only niggle was the listing on expedia stated there was parking, but this was payable and off site and therefore added £45 to the cost of our stay."
United Kingdom
Gemma
The price is AU$165
includes taxes & fees
17 May - 18 May
Strozzi Palace Suites by Mansley

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 AU$135
includes taxes & fees
4 May - 5 May
Modern Studio Appartment

Stumps Cross Lodge

Stumps Cross Lodge
2.0 star property
Cheltenham
The price is AU$908
includes taxes & fees
5 May - 6 May
Stumps Cross Lodge

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (111 reviews)
"We really enjoyed our stay here! Great location and super comfortable room! Will definitely be staying here again if I'm visiting the area!"
United Kingdom
Rita
The price is AU$166
includes taxes & fees
4 May - 5 May
Crescent Place by Mansley

Vernon Place Accommodation

Vernon Place Accommodation
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
" Excellent quiet location, close to the high street with lots of options for eating out.Well maintained property, nice and clean. Overall 5/5 Single traveller, business trip."
United Kingdom
Anonymous traveller
The price is AU$121
includes taxes & fees
6 May - 7 May
Vernon Place Accommodation

The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is AU$1,288
includes taxes & fees
14 May - 15 May
The Haybarn Banham Cottages

Corner House - Bright 2BD in Cheltenham

Corner House - Bright 2BD in Cheltenham
2.0 star property
Cheltenham
The price is AU$494
includes taxes & fees
13 May - 14 May
Corner House - Bright 2BD in Cheltenham

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 AU$234
includes taxes & fees
1 June - 2 June
Portland Apartments

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is AU$431
includes taxes & fees
7 May - 8 May
Brookbank Close

The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is AU$1,363
includes taxes & fees
12 May - 13 May
The Stables Banham Cottages

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

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Leckhampton
The price is AU$237
includes taxes & fees
7 May - 8 May
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

Ivy Cottage

Ivy Cottage
3.0 star property
Cheltenham
The price is AU$728
includes taxes & fees
13 May - 14 May
Ivy Cottage

Cotswold View

Cotswold View
3.5 star property
Cheltenham
The price is AU$1,160
includes taxes & fees
8 May - 9 May
Cotswold View

Stunning 2BD Townhouse in Cheltenham

Stunning 2BD Townhouse in Cheltenham
2.0 star property
Montpellier
The price is AU$937
includes taxes & fees
21 May - 22 May
Stunning 2BD Townhouse in Cheltenham

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
The price is AU$351
includes taxes & fees
16 May - 17 May
Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Coach House - Lovely Home in Cheltenham

Coach House - Lovely Home in Cheltenham
2.0 star property
Cheltenham
The price is AU$467
includes taxes & fees
4 May - 5 May
Coach House - Lovely Home in Cheltenham

The Nook, Painswick, Gloucestershire

The Nook, Painswick, Gloucestershire
Stroud
The price is AU$1,539
includes taxes & fees
15 May - 16 May
The Nook, Painswick, Gloucestershire

Stunning 8-Bedroom Home in Painswick

Stunning 8-Bedroom Home in Painswick
2.5 star property
Painswick
The price is AU$3,398
includes taxes & fees
25 May - 26 May
Stunning 8-Bedroom Home in Painswick

Clover Corner - 1-Bedroom Flat

Clover Corner - 1-Bedroom Flat
Bourton-on-the-Water
The price is AU$316
includes taxes & fees
8 May - 9 May
Clover Corner - 1-Bedroom Flat

Postmaster's Lodging Retreat

Postmaster's Lodging Retreat
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"A cozy apartment has all of the modern touches in the midst of Winchcombe with easy access to its shops and restaurants. We had a great stay!"
United States
Larry S.
The price is AU$1,090
includes taxes & fees
17 May - 18 May
Postmaster's Lodging Retreat
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, 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$165 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?

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 233 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.