A historic building with large windows and ivy-covered walls.

Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

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, (120 reviews)
"Great rooms right in town centre with lovely Korean restaurant next door. Superb air con in hot weather too!"
United Kingdom
Donald
The price is AED 273
AED 328 total
includes taxes & fees
16 Aug - 17 Aug
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, (233 reviews)
"Great location and had air con"
United Kingdom
Joanne
The price is AED 309
AED 371 total
includes taxes & fees
16 Aug - 17 Aug
Strozzi Palace Suites by Mansley
1 bedroom, iron/ironing board, internet, bed sheets

Chic Studio in Cheltenham

Chic Studio in Cheltenham
Cheltenham
The price is AED 277
AED 397 total
includes taxes & fees
20 Jul - 21 Jul
Chic Studio in Cheltenham
In-room safe, iron/ironing board, free WiFi

Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.0 star property
Stow-on-the-Wold
Cotswold Townhouse - Adults Only
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (148 reviews)
"Great location. Beautifully kept apartment and a parking space."
United Kingdom
Titisha
The price is AED 529
AED 635 total
includes taxes & fees
3 Aug - 4 Aug
Portland Apartments
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 AED 266
AED 344 total
includes taxes & fees
21 Jul - 22 Jul
Modern Studio Appartment
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 AED 1,093
AED 1,858 total
includes taxes & fees
4 Aug - 5 Aug
Jasmine Cottage-2BD in Heart of Bourton
Terrace/patio

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is AED 595
AED 1,087 total
includes taxes & fees
2 Aug - 3 Aug
Brookbank Close
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 AED 956
AED 1,497 total
includes taxes & fees
21 Jul - 22 Jul
Stow on the Wold Scandi Chic Authentic Cottage
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 AED 664
AED 900 total
includes taxes & fees
20 Jul - 21 Jul
Quaint 1-bedroom house in Cheltenham
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 AED 910
AED 1,195 total
includes taxes & fees
21 Jul - 22 Jul
4 Star Cotswold Stone Cottage
Outdoor dining

Woodcock Studio

Woodcock Studio
3.0 star property
Cheltenham
The price is AED 1,639
AED 1,967 total
includes taxes & fees
23 Jul - 24 Jul
Woodcock Studio
Exterior

Bluebirds Cottage Light Airy 2BD Bourton

Bluebirds Cottage Light Airy 2BD Bourton
3.0 star property
Cheltenham
8.0 out of 10, Very Good, (3 reviews)
"Brilliant country side stay in a lovely Cotswolds Hamlet "
United Kingdom
Adam
The price is AED 508
AED 1,604 total
includes taxes & fees
16 Aug - 17 Aug
Bluebirds Cottage Light Airy 2BD Bourton
WiFi

Spacious 5bed in Cheltenham Town

Spacious 5bed in Cheltenham Town
Cheltenham
The price is AED 1,063
AED 1,063 total
includes taxes & fees
20 Jul - 21 Jul
Spacious 5bed in Cheltenham Town
Fridge, microwave, oven, stovetop

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

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Leckhampton
10.0 out of 10, Exceptional, (1 review)
"Very cosy and warm place with all amenities that you need for a short stay. Host was very helpful."
United States
Jane W.
The price is AED 330
AED 531 total
includes taxes & fees
27 Jul - 28 Jul
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Dining

Spacious & Stunning 5 Bed Cheltenham Home

Spacious & Stunning 5 Bed Cheltenham Home
Cheltenham
The price is AED 1,173
AED 1,173 total
includes taxes & fees
19 Jul - 20 Jul
Spacious & Stunning 5 Bed Cheltenham Home
WiFi

Cheltenham Town Centre 2-Bed 2-Bath Flat + Parking

Cheltenham Town Centre 2-Bed 2-Bath Flat + Parking
Cheltenham
The price is AED 597
AED 597 total
includes taxes & fees
9 Aug - 10 Aug
Cheltenham Town Centre 2-Bed 2-Bath Flat + Parking
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 rustic cottage. Lovely town. Had everything you needed for your stay. Would stay again."
United States
Linnia E.
Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.
Smart TV, fireplace, books

Beautiful & spacious Regency apt in centre Cheltenham, free parking

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
The price is AED 465
AED 1,045 total
includes taxes & fees
24 Jul - 25 Jul
Beautiful & spacious Regency apt in centre Cheltenham, free parking
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

Spacious 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.

Spacious 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.
Cheltenham
6.0 out of 10, (1 review)
The price is AED 883
AED 1,579 total
includes taxes & fees
19 Jul - 20 Jul
Spacious 3 bedroom house with parking and private garden. Ideal for families, groups or work stays.
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

Holiday Inn Express Cheltenham by IHG

Holiday Inn Express Cheltenham by IHG

10/10 Excellent
"The staff are lovely at this hotel, location is perfect and the breakfast is pretty good."
Sarah 1-night trip
Posted 1 hour ago
Holiday Inn Express Cheltenham by IHG

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?

Lovely Two Bedroom Home: You might like this vacation home rental near Cheltenham. It has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Our travelers also rate Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe. as a favorite home for rent in Cheltenham.

How many vacation rentals will I find in Cheltenham?

With 244 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 Everyman Theatre 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.