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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cheltenham vacation rentals

A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

1. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (140 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is ￥14,606
￥17,527 total
includes taxes & fees
Oct 18 - Oct 19
Crescent Place by Mansley
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

2. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (246 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is ￥14,855
￥17,826 total
includes taxes & fees
Oct 4 - Oct 5
Strozzi Palace Suites by Mansley
A beige building with a black door, a small set of steps, and two potted plants.

3. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (155 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is ￥20,184
￥24,220 total
includes taxes & fees
Oct 25 - Oct 26
Portland Apartments
A dining table with a bowl and two wine glasses, a fork, and a spoon.

4. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (49 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is ￥10,038
￥15,038 total
includes taxes & fees
Oct 4 - Oct 5
Spa Court

5. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
The price is ￥10,126
￥15,126 total
includes taxes & fees
Oct 4 - Oct 5
Relaxing Retreat in Cheltenham
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

6. 21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
The Suffolks
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place right at the heart of centre. Great how who communicate well. Effortless Stay."
United Kingdom
Tarun
The price is ￥29,585
￥29,585 total
includes taxes & fees
Oct 9 - Oct 10
21 Montpellier Terrace
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

7. 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 ￥22,501
￥45,627 total
includes taxes & fees
Sep 27 - Sep 28
Beautiful & spacious Regency apt in centre Cheltenham, free parking
A brick building with a narrow hallway and a door leading outside.

8. 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 ￥11,251
￥14,585 total
includes taxes & fees
Sep 28 - Sep 29
Modern Studio Appartment
A modern interior with a staircase, a sofa, a coffee table, and a painting.

9. Coach House - Lovely Home in Cheltenham

Coach House - Lovely Home in Cheltenham
2.0 star property
Cheltenham
The price is ￥16,506
￥36,475 total
includes taxes & fees
Oct 4 - Oct 5
Coach House - Lovely Home in Cheltenham
A compact kitchen with white cabinets, a microwave, a stove, and a sink. There is a wooden dining table with chairs and a sofa with a yellow pillow.

10. 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, (2 reviews)
"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 ￥10,417
￥18,959 total
includes taxes & fees
Oct 8 - Oct 9
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
A cozy living room with a sofa, a coffee table with chess, a bookshelf, and a fireplace.

11. The Coach House - Beautiful 1 Bedroom in Cheltenham

The Coach House - Beautiful 1 Bedroom in Cheltenham
Cheltenham
The price is ￥20,405
￥37,073 total
includes taxes & fees
Oct 4 - Oct 5
The Coach House - Beautiful 1 Bedroom in Cheltenham

12. 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
8.4 out of 10, Very good, (5 reviews)
"The property was so comfy ,easy to self check in.clean and convenience location. Our family had a great time here."
Hong Kong SAR China
heiyu
The price is ￥36,026
￥43,231 total
includes taxes & fees
Oct 17 - Oct 18
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

13. Mayville House Apartment

Mayville House Apartment
3.5 star property
Cheltenham
8.8 out of 10, Excellent, (5 reviews)
"I booked this apartment for my family of 4 on the day and because we were so caught up in our trip we forgot to notify the host. We arrived in the evening and despite us not having given them a heads up first, the apartment was sorted and in impeccable state. The bed was extremely comfortable, kitch and bathroom very clean. Very happy with our overnight stay, would highly recommend.l"
United Kingdom
Boya
The price is ￥40,975
￥49,169 total
includes taxes & fees
Sep 27 - Sep 28
Mayville House Apartment

14. Montrose Lodge, superb central Regency-style apartment with free parking(x2)

Montrose Lodge, superb central Regency-style apartment with free parking(x2)
Cheltenham
9.6 out of 10, Exceptional, (5 reviews)
"The property was ideally located for exploring Cheltenham. Apartment was spacious and very quiet. Lots of storage and hanging space for clothes. Bed very comfy. Host very helpful and friendly "
United Kingdom
Jennifer S.
The price is ￥26,252
￥29,586 total
includes taxes & fees
Sep 28 - Sep 29
Montrose Lodge, superb central Regency-style apartment with free parking(x2)
A wooden vanity with a mirror, a clock, and a framed picture on the wall.

15. 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 ￥23,605
￥32,208 total
includes taxes & fees
Oct 5 - Oct 6
Quaint 1-bedroom house in Cheltenham
A neatly arranged bedroom with a large bed, two framed pictures on the wall, and a tray with a teapot and cups on the bed.

16. Luxurious 1 Bed Detached Home with Gated Parking

Luxurious 1 Bed Detached Home with Gated Parking
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"Beautifully decorated, well appointed, comfortable bed, black out curtains for easy sleeping, good water pressure and nice hot water."
United States
Catherine
The price is ￥35,835
￥35,835 total
includes taxes & fees
Sep 27 - Sep 28
Luxurious 1 Bed Detached Home with Gated Parking
A modern kitchen with white cabinets, a built-in oven, and a window with a red frame.

17. 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 ￥21,939
￥35,690 total
includes taxes & fees
Oct 5 - Oct 6
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
A multi-story building with a row of windows, a black metal fence, and a hedge in front.

18. Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment

Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Lovely property, very clean and beds very comfortable. Ideal location to explore Cheltenham and the Cotswold villages"
United Kingdom
Beverley A.
The price is ￥37,138
￥37,138 total
includes taxes & fees
Sep 27 - Sep 28
Margaret's Loft by Fortuna Property Portfolio, The Margaret's Loft Apartment
A building with a symmetrical facade, featuring a central window flanked by two smaller windows, and a row of four black doors below.

19. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is ￥34,725
￥41,669 total
includes taxes & fees
Oct 15 - Oct 16
Cotswold Townhouse - Adults Only
A wooden house with a garden, a wooden fence, and a welcome sign.

20. Wellinghill Lodge

Wellinghill Lodge
3.0 star property
Cheltenham
The price is ￥65,525
￥78,630 total
includes taxes & fees
Oct 5 - Oct 6
Wellinghill Lodge
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

No 131

No 131

10/10 Excellent
"Great hotel, super location and the bar area was superb. Some renovations going on while we were there, no warning of that which would have been nice , or a few free drinks to compensate as we have had at other places but still very good and recommended."
Nicholas 1-night trip
Posted 1 hour ago
No 131

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?

Bears Court: This Cheltenham vacation home rental offers a garden and WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. 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 251 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 Cheltenham Town Hall and Pitville Pump Room.

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.