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Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Cheltenham vacation rentals

Cottage | Exterior
South Hill Farmhouse

South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
The price is ￥742,153
￥890,584 total
includes taxes & fees
Dec 29 - Dec 30
South Hill Farmhouse
Interior
Modern Studio Appartment

Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1)
"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 ￥11,375
￥14,745 total
includes taxes & fees
Dec 29 - Dec 30
Modern Studio Appartment
Reception
Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (200)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is ￥13,419
￥16,103 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Strozzi Palace Suites by Mansley
Outdoor dining
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds

Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds

Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds
Tannery Lane
9.6 out of 10, Exceptional, (10)
"Had a great stay. Lovely property "
United Kingdom
Lucy O.
The price is ￥27,489
￥50,028 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Delightful detached 2 bedrooms 2 en-suites cottage in the heart of the Cotswolds
1 bedroom, bed sheets
Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds

Shepherds Hut in the Cotswolds
Stanway
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."
United Kingdom
Lain H.
The price is ￥26,162
￥29,954 total
includes taxes & fees
Dec 30 - Dec 31
Shepherds Hut in the Cotswolds
Fridge, microwave, oven, stovetop
4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage

4 Star Cotswold Stone Cottage
Winchcombe
9.8 out of 10, Exceptional, (96)
"We had a wonderful stay lovely cottage well located everything you could need is provided would highly recommend"
Australia
martyn s.
The price is ￥23,171
￥30,122 total
includes taxes & fees
Jan 11 - Jan 12, 2026
4 Star Cotswold Stone Cottage
Garden
Oakey Cottage

Oakey Cottage

Oakey Cottage
2.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
The price is ￥79,115
￥94,938 total
includes taxes & fees
Dec 29 - Dec 30
Oakey Cottage
Deluxe Double Room, 1 Bedroom, Non Smoking | In-room safe, individually decorated, individually furnished, desk
Crescent Place by Mansley

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (88)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is ￥13,279
￥15,935 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Crescent Place by Mansley
Front of property
Portland Apartments

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (137)
"•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 ￥22,449
￥26,939 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Portland Apartments
Property entrance
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment

Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.6 out of 10, Exceptional, (5)
"Modern 2 bedroom apartment very close to the town centre. Very clean and quiet with all mod cons. TV has free Netflix included, however the couch was too small to lie down on comfortably. Only other negative was a noisy manhole cover in the street which vibrated every time a car drove over it ( not the fault of the apartment obviously). "
United Kingdom
Mr D
Elliot Oliver - Modern 2 Bedroom Town Centre Apartment
Cottage | Living area
Beautiful Cotswold View

Beautiful Cotswold View

Beautiful Cotswold View
3.5 star property
Cheltenham
8.0 out of 10, Very Good, (1)
"Lovely property just a short walk into the centre of Bourton on the water, though beware there is a very steep hill to climb when walking back. Very spacious. Lounge and open plan kitchen could do with a bit of an update. Fabulous views across the country side and so many different species of birds to view from the very large window in the lounge. Owners very kindly left binoculars and a bird book. Extremely quiet setting. Stayed Friday to Monday and it was a really lovely break. "
United Kingdom
Jureen
The price is ￥118,171
￥141,805 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Beautiful Cotswold View
Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (9)
"Great apartment. Very clean and modern. Will definitely be staying there again."
United Kingdom
Ross
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger
Fridge, microwave, oven, stovetop
Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1)
"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 ￥28,481
￥38,608 total
includes taxes & fees
Dec 26 - Dec 27
Quaint 1-bedroom house in Cheltenham
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

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Leckhampton
The price is ￥22,118
￥30,754 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Terrace/patio
Stow on the Wold Scandi Chic Authentic Cottage

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, (5)
"Lovely location, very clean, great communication, very charming cottage "
United Kingdom
Julie
The price is ￥31,849
￥50,807 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Stow on the Wold Scandi Chic Authentic Cottage
Exterior
Honeypot Cottage-Lovely Bolthole in Stow

Honeypot Cottage-Lovely Bolthole in Stow

Honeypot Cottage-Lovely Bolthole in Stow
2.0 star property
Cheltenham
The price is ￥44,394
￥74,337 total
includes taxes & fees
Dec 26 - Dec 27
Honeypot Cottage-Lovely Bolthole in Stow
Luxury Cottage, Private Bathroom | 3 bedrooms
Greystones Cottage

Greystones Cottage

Greystones Cottage
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (2)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is ￥60,655
￥72,786 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Greystones Cottage
Cottage | Balcony
The Cornerstone

The Cornerstone

The Cornerstone
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
The price is ￥99,013
￥118,816 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Cornerstone
Outdoor dining
Country Cottage in the Heart of the Cotswolds

Country Cottage in the Heart of the Cotswolds

Country Cottage in the Heart of the Cotswolds
Cheltenham
Country Cottage in the Heart of the Cotswolds
Classic House, 3 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, dishwasher
Brookbank Close

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
Brookbank Close
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

Cowley Manor Experimental

Cowley Manor Experimental

10/10 Excellent
"Great country home, great food and definitely will visit again"
Victor 1-night trip
Posted 2 days ago
Cowley Manor Experimental

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:

  • View our selection of featured holiday rentals in Cheltenham
  • Use the map to find apartments and other holiday homes in the Cheltenham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cheltenham while they last

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?

Cheltenham Country Retreats: Visitors give good reviews to this Cheltenham vacation home rental, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Another good choice for your trip to Cheltenham is Comfy modern townhouse/w free parking & garden, newly refurbished, self catering.

How many vacation rentals will I find in Cheltenham?

With 232 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.