Cheltenham Holiday Rentals

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Our top choices for Cheltenham holiday rentals

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 AU$460
includes taxes & fees
22 Feb - 23 Feb
Greystones Cottage

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (203 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$141
includes taxes & fees
8 Feb - 9 Feb
Strozzi Palace Suites by Mansley

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (137 reviews)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
The price is AU$352
includes taxes & fees
13 Feb - 14 Feb
Portland Apartments

Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds
Stanway
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$278
includes taxes & fees
1 Feb - 2 Feb
Shepherds Hut in the Cotswolds

4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage
Winchcombe
9.8 out of 10, Exceptional, (96 reviews)
"We had a wonderful stay lovely cottage well located everything you could need is provided would highly recommend"
Australia
martyn s.
The price is AU$279
includes taxes & fees
1 Feb - 2 Feb
4 Star Cotswold Stone Cottage

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (93 reviews)
"Room spotless great location helpful staff great parking facility "
United Kingdom
Joanne
The price is AU$148
includes taxes & fees
8 Feb - 9 Feb
Crescent Place by Mansley

Japonica Cottage

Japonica Cottage
3.5 star property
Cheltenham
8.0 out of 10, Very good, (2 reviews)
"Just bathed and jumped into sleep, breakfast ,out. The cottage is just too small, giving no relaxed feeling."
United Kingdom
Anonymous traveller
The price is AU$844
includes taxes & fees
16 Feb - 17 Feb
Japonica Cottage

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$140
includes taxes & fees
1 Feb - 2 Feb
Modern Studio Appartment

Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"It was a lovely property which was within easy walking distance to plenty of restaurants, although if you would like the property has cooking equipment. We were very comfortable in this well equipped home."
United Kingdom
Andrea
The price is AU$390
includes taxes & fees
14 Feb - 15 Feb
Quaint 1-bedroom house in Cheltenham

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, (6 reviews)
"Lovely location, very clean, great communication, very charming cottage "
United Kingdom
Julie
The price is AU$430
includes taxes & fees
1 Feb - 2 Feb
Stow on the Wold Scandi Chic Authentic Cottage

Darly Cottage

Darly Cottage
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (3 reviews)
"Great location and very comfortable. Excellent well equipped kitchen and an amazing welcome hamper. "
United Kingdom
Vicky
The price is AU$597
includes taxes & fees
16 Feb - 17 Feb
Darly Cottage

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Really lovely apartment, the beds are so comfy and the shower is lovely!"
United Kingdom
Lauren
Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

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 AU$448
includes taxes & fees
24 Feb - 25 Feb
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Country Cottage in Heart of the Cotswold

Country Cottage in Heart of the Cotswold
2.0 star property
Farmington
The price is AU$631
includes taxes & fees
22 Feb - 23 Feb
Country Cottage in Heart of the Cotswold

Bourton on the Water Scandi Chic Authentic Cottage

Bourton on the Water Scandi Chic Authentic Cottage
Bourton-on-the-Water
10.0 out of 10, Exceptional, (5 reviews)
"This cottage is perfect. It has everything you need. The location can’t be beat, walking distance to restaurants and shops. I truly loved staying here! "
United Kingdom
Krisztina O.
The price is AU$471
includes taxes & fees
4 Feb - 5 Feb
Bourton on the Water Scandi Chic Authentic Cottage

Bluebirds Cottage - Light & Airy 2 Bed in Bourton

Bluebirds Cottage - Light & Airy 2 Bed in Bourton
Bourton-on-the-Water
9.6 out of 10, Exceptional, (4 reviews)
"The parking was very good and the internet was also great. The location provides quiet while making the downtown very accessible. Overall, highly recommend the cottage. "
United States
Harold V.
The price is AU$458
includes taxes & fees
1 Feb - 2 Feb
Bluebirds Cottage - Light & Airy 2 Bed in Bourton

Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
The price is AU$725
includes taxes & fees
4 Feb - 5 Feb
Wellinghill Lodge

Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat

Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat
Cheltenham
Blue Garden Retreat by Fortuna Property, The Blue Garden Retreat

Country Cottage in the Heart of the Cotswolds

Country Cottage in the Heart of the Cotswolds
Cheltenham
The price is AU$612
includes taxes & fees
22 Feb - 23 Feb
Country Cottage in the Heart of the Cotswolds

Rustic Hideaway Cottage (Stow-on-the-Wold), Beautiful Mezzanine Cottage in the heart of Stow

Rustic Hideaway Cottage (Stow-on-the-Wold), Beautiful Mezzanine Cottage in the heart of Stow
Stow-on-the-Wold
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for a Cotswold holiday with great access into Stow and surrounding towns via lovely walks or car. Would highly recommend!"
United Kingdom
Leanna Q.
Rustic Hideaway Cottage (Stow-on-the-Wold), Beautiful Mezzanine Cottage in the heart of Stow
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$141 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 Chase: This highly rated holiday home rental in Cheltenham offers an indoor pool, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 9 bedrooms, in addition to a kitchen with a fridge and an electric kettle. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Cheltenham are 17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water and Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16.

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 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.