Cheltenham Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Cheltenham vacation rentals

Exterior
South Hill Farmhouse

South Hill Farmhouse

South Hill Farmhouse
3.0 star property
Cheltenham
The price is P288,129
P345,754 total
includes taxes & fees
Jan 5 - Jan 6, 2026
South Hill Farmhouse
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, (201)
"Absolutely brilliant"
United Kingdom
Philip
The price is P5,032
P6,039 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Strozzi Palace Suites 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 P9,185
P11,022 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Portland Apartments
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, (91)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is P5,109
P6,131 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Crescent Place by Mansley
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
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 P22,845
P27,414 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Greystones 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
Beautiful Cotswold View
Private kitchen
Brookbank Close

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
Brookbank Close
Exterior
Hour Cottage

Hour Cottage

Hour Cottage
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"Awesome location to enjoy all the cute towns around the Cotswold. Very quiet location in one of the less crowded, but still very quaint, towns."
United States
Janet
The price is P34,986
P41,983 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hour Cottage
Outdoor dining
2 Bed House - Sleeps 6 - Garden, Pets, Parking

2 Bed House - Sleeps 6 - Garden, Pets, Parking

2 Bed House - Sleeps 6 - Garden, Pets, Parking
3.5 star property
Cheltenham
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 "
United Kingdom
Tina
The price is P16,361
P21,540 total
includes taxes & fees
Jan 25 - Jan 26, 2026
2 Bed House - Sleeps 6 - Garden, Pets, Parking
3 bedrooms
Ivy Cottage

Ivy Cottage

Ivy Cottage
3.0 star property
Cheltenham
The price is P22,796
P27,356 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Ivy 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cheltenham Hotel Reviews

Queens Hotel Cheltenham

Queens Hotel Cheltenham

10/10 Excellent
"Clean and comfortable room. Very enjoyable breakfast. "
Robert 1-night trip
Posted 2 days ago
Queens Hotel 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:

  • 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 2 Bed House - Sleeps 6 - Garden, Pets, Parking.

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.