Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cheltenham vacation rentals

Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (116 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 ￥14,369
￥17,243 total
includes taxes & fees
Jun 29 - Jun 30
Crescent Place by Mansley
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (229 reviews)
"The property was well equipped and is very central to walk to shops, bars and restaurants. Convenient paid car parking also close by. Although not manned 24 hour we did also meet with the friendly and helpful staff who also managed the other property at The Crescent"
United Kingdom
Craig
The price is ￥14,044
￥16,853 total
includes taxes & fees
Jun 29 - Jun 30
Strozzi Palace Suites by Mansley
Terrace/patio

Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
The price is ￥42,850
￥74,846 total
includes taxes & fees
Jul 15 - Jul 16
Jasmine Cottage-2BD in Heart of Bourton
Terrace/patio

Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is ￥70,961
￥85,153 total
includes taxes & fees
Jun 29 - Jun 30
Swallow Studio
Terrace/patio

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is ￥26,025
￥47,203 total
includes taxes & fees
Jul 8 - Jul 9
Brookbank Close
Exterior

Cotswolds Grade II Listed Barn +underfloor heating

Cotswolds Grade II Listed Barn +underfloor heating
Little Rissington
The price is ￥43,105
￥56,948 total
includes taxes & fees
Jun 30 - Jul 1
Cotswolds Grade II Listed Barn +underfloor heating
Exterior detail

4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage
Winchcombe
9.8 out of 10, Exceptional, (97 reviews)
"Great location! Perfect for us"
United States
Lynn R.
The price is ￥39,399
￥51,751 total
includes taxes & fees
Jul 2 - Jul 3
4 Star Cotswold Stone Cottage
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (146 reviews)
"Good parking spaces behind the property, very clear information about finding the property. The apartment was spacious, very clean, lovely decor and very comfortable. We got some advice on where to find a nice local pub, and ate in the centre close to the property. Overall absolutely lovely."
United Kingdom
Roderick
The price is ￥20,375
￥24,451 total
includes taxes & fees
Jul 22 - Jul 23
Portland Apartments
Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
4.0 star property
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."
United Kingdom
Wayne
The price is ￥31,271
￥37,525 total
includes taxes & fees
Jul 11 - Jul 12
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
Exterior detail

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 ￥11,500
￥14,907 total
includes taxes & fees
Jun 28 - Jun 29
Modern Studio Appartment
Outdoor dining

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, (9 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 ￥46,001
￥69,427 total
includes taxes & fees
Jul 8 - Jul 9
Stow on the Wold Scandi Chic Authentic Cottage
Property grounds

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe

Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Cheltenham
The price is ￥63,890
￥63,890 total
includes taxes & fees
Jul 9 - Jul 10
Cosy 2-Bed Cotswold Cottage in Shipton Oliffe
Luxury Cottage, Private Bathroom | Exterior

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 ￥57,679
￥69,215 total
includes taxes & fees
Jul 16 - Jul 17
Greystones Cottage
Outdoor dining

Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
The price is ￥70,961
￥85,153 total
includes taxes & fees
Jun 30 - Jul 1
Woodcock Studio
Apartment | Individually decorated, individually furnished, laptop workspace

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (4 reviews)
"Spotlessly clean, very well equipped with everything you need for a short stay. Really comfortable beds and great location to walk to town centre. Parking a bonus. Would definitely stay again. "
United Kingdom
Louisa
The price is ￥39,021
￥46,825 total
includes taxes & fees
Jul 4 - Jul 5
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
Interior

Historic Character Filled Home, Character Filled Home in the Heart of Stow

Historic Character Filled Home, Character Filled Home in the Heart of Stow
Stow-on-the-Wold
The price is ￥75,806
￥97,103 total
includes taxes & fees
Jul 2 - Jul 3
Historic Character Filled Home, Character Filled Home in the Heart of Stow
Interior

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 ￥28,751
￥38,973 total
includes taxes & fees
Jul 6 - Jul 7
Quaint 1-bedroom house in Cheltenham
Fridge, microwave, oven, stovetop

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 ￥29,709
￥46,107 total
includes taxes & fees
Jun 29 - Jun 30
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Terrace/patio

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Winchcombe
10.0 out of 10, Exceptional, (74 reviews)
"Wonderful cottage in a beautiful town."
United Kingdom
Sheila e.
The price is ￥27,746
￥53,358 total
includes taxes & fees
Jul 26 - Jul 27
Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Dining

Beautiful Old School House in Cheltenham town centre.

Beautiful Old School House in Cheltenham town centre.
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Nice primary bedroom, lovely bath and kitchen."
United States
Mike R.
The price is ￥25,556
￥35,352 total
includes taxes & fees
Jul 6 - Jul 7
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

Malmaison Cheltenham

Malmaison Cheltenham

10/10 Excellent
"Parking was small but available. Staff were very friendly & helpful. The room was well presented and clean."
Zarah 2-night trip
Posted 9 hours ago
Malmaison Cheltenham

Find out more about Cheltenham

Search for holiday rentals in Cheltenham on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheltenham using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cheltenham!

Frequently asked questions

Can I find a vacation rental in Cheltenham?

Yes, there are vacation rentals in Cheltenham close to Cotswold Farm Park, or you can choose a more remote 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 theater during your trip.

What are some of the best vacation home rentals that Cheltenham has to offer?

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking: Visitors give good reviews to this Cheltenham vacation home rental, which is located in the city center and has a fireplace, a selection of games, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Another good choice for your trip to Cheltenham is Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe..

How many vacation rentals will I find in Cheltenham?

With 238 Expedia vacation rentals, you're sure 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 Cheltenham Art Gallery and Museum and Cotswold Motoring Museum. Other places in town to visit include The Promenade and Cheltenham Town Hall.

What are vacation rentals like in Cheltenham?

Vacation rentals are private properties you can book for a long or short time in Cheltenham. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.