Cheltenham Holiday Rentals

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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 NZ$639
includes taxes & fees
13 Apr - 14 Apr
Stunning 2BD in Bourton on the Water

Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds
Stanway
10.0 out of 10, Exceptional, (7 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 NZ$301
includes taxes & fees
12 Apr - 13 Apr
Shepherds Hut in the Cotswolds

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (108 reviews)
"Very clean, excellent shower facilities and beautiful location"
United Kingdom
Christian
The price is NZ$179
includes taxes & fees
19 Apr - 20 Apr
Crescent Place by Mansley

Beautiful Home in Heart of Winchcombe

Beautiful Home in Heart of Winchcombe
2.0 star property
Winchcombe
The price is NZ$1,297
includes taxes & fees
9 Apr - 10 Apr
Beautiful Home in Heart of Winchcombe

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is NZ$533
includes taxes & fees
13 Apr - 14 Apr
Brookbank Close

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (216 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 NZ$168
includes taxes & fees
19 Apr - 20 Apr
Strozzi Palace Suites by Mansley

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (140 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 NZ$267
includes taxes & fees
26 Apr - 27 Apr
Portland Apartments

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$162
includes taxes & fees
13 Apr - 14 Apr
Modern Studio Appartment

Stow on the Wold Scandi Chic Authentic Cottage

Stow on the Wold Scandi Chic Authentic Cottage
Stow-on-the-Wold
10.0 out of 10, Exceptional, (8 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 NZ$593
includes taxes & fees
14 Apr - 15 Apr
Stow on the Wold Scandi Chic Authentic Cottage

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$423
includes taxes & fees
15 Apr - 16 Apr
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Greystones Cottage

Greystones Cottage
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is NZ$634
includes taxes & fees
23 Apr - 24 Apr
Greystones Cottage

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$537
includes taxes & fees
15 Apr - 16 Apr
2 Bed House - Sleeps 6 - Garden, Pets, Parking

Sycamore Cottage Banham Cottages

Sycamore Cottage Banham Cottages
2.0 star property
Bourton-on-the-Water
Sycamore Cottage Banham Cottages

Lovely 2-Bed Home right by Cheltenham Race Course

Lovely 2-Bed Home right by Cheltenham Race Course
Cheltenham
The price is NZ$375
includes taxes & fees
10 Apr - 11 Apr
Lovely 2-Bed Home right by Cheltenham Race Course

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$490
includes taxes & fees
10 Apr - 11 Apr
Mayville House Apartment

Luxury Romantic Coach House for 2 in the Cotswolds | EV

Luxury Romantic Coach House for 2 in the Cotswolds | EV
Andoversford
10.0 out of 10, Exceptional, (2 reviews)
"The communication from the host was 1st class. A very nice place to stay ideal for what we needed, had everything needed for a short break "
United Kingdom
Helen
The price is NZ$828
includes taxes & fees
12 Apr - 13 Apr
Luxury Romantic Coach House for 2 in the Cotswolds | EV

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 NZ$285
includes taxes & fees
13 Apr - 14 Apr
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

Carter's Cottage

Carter's Cottage
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Sweet historic little cottage with precious garden, modern kitchen and comfy bed. Stairs are very narrow if you have mobility issues. Bring a sleeping mask as one room is very bright in the morning, due to skylights that make the room cheerful. Had trouble finding it because google map is incorrect. It is located on a very very narrow alleyway and the ivy covered fence has no signage on the outside! You open the green gate in the midst of the ivy covered fence! Lovely spot. Hope to return soon!"
United States
Julie
The price is NZ$1,389
includes taxes & fees
20 Apr - 21 Apr
Carter's Cottage

Clover Corner - 1-Bedroom Flat

Clover Corner - 1-Bedroom Flat
Bourton-on-the-Water
The price is NZ$388
includes taxes & fees
8 May - 9 May
Clover Corner - 1-Bedroom Flat

Beautiful Old School House in Cheltenham town centre.

Beautiful Old School House in Cheltenham town centre.
Cheltenham
The price is NZ$371
includes taxes & fees
15 Apr - 16 Apr
Beautiful Old School House in Cheltenham town centre.
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 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 NZ$168 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?

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. 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 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.