Cheltenham Holiday Rentals

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Holiday Rentals in Cheltenham

Crescent Place by Mansley

3.0 star property
9.4 out of 10, Exceptional, (83)
"Really clean, modern facilities, with everything we needed for a one night stay. A lot of traffic noise from 5am onwards but to be expected being so central - another one of the perks! Overall great stay. "
The price is NZ$228
includes taxes & fees
5 Oct - 6 Oct
Crescent Place by Mansley

Portland Apartments

3.5 star property
9.8 out of 10, Exceptional, (132)
"Very comfortable property. Had all that you needed for a comfortable stay. The extras in the fridge (orange, bread, milk) were great along with the bits for tea and coffee. Great location. Would recommend."
The price is NZ$310
includes taxes & fees
12 Oct - 13 Oct
Portland Apartments

Strozzi Palace Suites by Mansley

4.0 star property
9.4 out of 10, Exceptional, (194)
"Excellent suites and great location!"
The price is NZ$198
includes taxes & fees
9 Oct - 10 Oct
Strozzi Palace Suites by Mansley

Spa Court

3.0 star property
7.4 out of 10, Good, (38)
"Perfect location very close to the town centre. Very clean and tidy. Would definitely recommend."
Spa Court

Mayville House Apartment

3.5 star property
8.6 out of 10, Excellent, (4)
The price is NZ$466
includes taxes & fees
29 Sept - 30 Sept
Mayville House Apartment

Two bedroom holiday cottage with garden and off-street parking, Bourton-on-the-Water - North House

9.8 out of 10, Exceptional, (47)
"Had a great time. Nice garden to relax in, and well appointed small home for a family holiday. And the location couldn’t have been better."
Two bedroom holiday cottage with garden and off-street parking, Bourton-on-the-Water - North House

Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!

10.0 out of 10, Exceptional, (137)
"We spent a relaxing 2 weeks in this gorgeous period cottage. Dawn and Bette were excellent hosts and have attended to every need. Comfortable bedding, quiet and very cosy surroundings. Although only a couple of minutes from the main street it is very private and quiet. We made an excellent choice, we would recommend it to anyone looking for a base in the Cotswolds."
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!

Pittville Student Village

2.0 star property
7.4 out of 10, Good, (6)
"It was exactly what I was looking for. Just a bed and en suite shower for a very reasonable price!"
Pittville Student Village

Shepherds Hut in the Cotswolds

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."
The price is NZ$267
includes taxes & fees
29 Sept - 30 Sept
Shepherds Hut in the Cotswolds

Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded

10.0 out of 10, Exceptional, (170)
"Cozy.clean and convenient to all the cotswolds has to offer. A lovely cottage!"
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

8.6 out of 10, Excellent, (10)
"Stayed as a large family for a long weekend. The grandchildren loved the garden. The main house was great, the weather was perfect so we mainly used the kitchen and outside garden dining table. All four bedrooms in the main house are bright and well furnished. The bedrooms in the annexe are more basic but fine for just sleeping in. The host was always available and responded to the couple of queries we had immediately."
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

Cheltenham Cozy Retreat With 2 Bedrooms

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 "
The price is NZ$594
includes taxes & fees
10 Oct - 11 Oct
Cheltenham Cozy Retreat With 2 Bedrooms

The Loft

3.5 star property
The price is NZ$1,300
includes taxes & fees
13 Oct - 14 Oct
The Loft

Birch House

3.5 star property
The price is NZ$3,114
includes taxes & fees
2 Oct - 3 Oct
Birch House

Carter's Cottage

3.5 star property
10.0 out of 10, Exceptional, (1)
"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!"
Carter's Cottage

Greystones Cottage

3.5 star property
10.0 out of 10, Exceptional, (1)
"Fantastic stay, would recommend."
Greystones Cottage

Period cottage in idyllic riverside location in prime Cotswolds village

9.6 out of 10, Exceptional, (51)
"Amazing location! And staying here you don't have to have a car! Loved our stay"
Period cottage in idyllic riverside location in prime Cotswolds village

Bears Court North Barn 8

3.0 star property
The price is NZ$2,408
includes taxes & fees
1 Oct - 2 Oct
Bears Court North Barn 8

Petals Patch

3.5 star property
The price is NZ$1,598
includes taxes & fees
2 Oct - 3 Oct
Petals Patch

Stable Cottage

3.5 star property
The price is NZ$1,143
includes taxes & fees
17 Oct - 18 Oct
Stable 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

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$198 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 Cozy Retreat With 2 Bedrooms: This highly rated holiday home rental in Cheltenham offers a fireplace, a garden and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite homes for rent in Cheltenham are Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16 and The Little House, Luxury Cotswolds Stunning Views.

How many holiday rentals will I find in Cheltenham?

With 277 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.