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Upton St. Leonards Holiday Rentals

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Our top choices for Upton St. Leonards holiday rentals

1. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (49 reviews)
"Great stay "
United Kingdom
Tania
The price is AU$143
includes taxes & fees
8 Nov - 9 Nov
The Coach House and The Stable

2. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (152 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is AU$158
includes taxes & fees
8 Nov - 9 Nov
Crescent Place by Mansley

3. The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19 reviews)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
The price is AU$174
includes taxes & fees
22 Oct - 23 Oct
The Cozy Apartment

4. 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 AU$357
includes taxes & fees
11 Nov - 12 Nov
21 Montpellier Terrace

5. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (18 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is AU$279
includes taxes & fees
1 Nov - 2 Nov
The Judges Lodgings Boutique Hotel

6. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.8 out of 10, Excellent, (44 reviews)
"Was fab . Breakfast was delicious ."
United Kingdom
Charlotte
The price is AU$151
includes taxes & fees
1 Nov - 2 Nov
Old Fleece Apartments

7. 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 AU$137
includes taxes & fees
24 Oct - 25 Oct
Modern Studio Appartment

8. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (250 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is AU$160
includes taxes & fees
16 Nov - 17 Nov
Strozzi Palace Suites by Mansley

9. 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
9.6 out of 10, Exceptional, (4 reviews)
"Absolutely fantastic place and very clean. Can’t find any fault at all. Wish there was some paper kitchen towels and cleaning wipes, other than that absolutely loved the place."
United Kingdom
nambiappan
The price is AU$328
includes taxes & fees
7 Nov - 8 Nov
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

10. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is AU$238
includes taxes & fees
25 Oct - 26 Oct
Portland Apartments

11. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very good, (22 reviews)
"Nice place clean and fresh"
United Kingdom
Richard
The price is AU$239
includes taxes & fees
22 Oct - 23 Oct
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

12. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (51 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is AU$133
includes taxes & fees
25 Oct - 26 Oct
Spa Court

13. Elliot Oliver- Charming 1 Bed Apartment

Elliot Oliver- Charming 1 Bed Apartment
4.0 star property
Gloucester
9.8 out of 10, Exceptional, (17 reviews)
"Very easy access and excellent location"
United Kingdom
Terry
The price is AU$301
includes taxes & fees
31 Oct - 1 Nov
Elliot Oliver- Charming 1 Bed Apartment

14. Beautiful 2 Bedroom Apartment With Parking in The Docks

Beautiful 2 Bedroom Apartment With Parking in The Docks
4.0 star property
Gloucester
10.0 out of 10, Exceptional, (13 reviews)
"Clean room, fantastic communication. Excellent location. "
United Kingdom
Yifang
The price is AU$317
includes taxes & fees
31 Oct - 1 Nov
Beautiful 2 Bedroom Apartment With Parking in The Docks

15. First Floor One Bedroom Apartment for Upto 3

First Floor One Bedroom Apartment for Upto 3
3.0 star property
Stonehouse
The price is AU$273
includes taxes & fees
28 Oct - 29 Oct
First Floor One Bedroom Apartment for Upto 3

16. Elliot Oliver - Luxurious Two Bedroom Apartment in The Docks

Elliot Oliver - Luxurious Two Bedroom Apartment in The Docks
3.0 star property
Gloucester
10.0 out of 10, Exceptional, (3 reviews)
"Tip Top an so comfortable ideally placed and excellent safety for parking to behind the electric gates. Ideally placed as easy to leave for day and to get back into also….."
United Kingdom
Jonathan
Elliot Oliver - Luxurious Two Bedroom Apartment in The Docks

17. Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks

Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks
Cirencester
9.8 out of 10, Exceptional, (7 reviews)
"Good location. The apartment was as shown in the photos and descriptions."
United States
Cheri L.
Lovely Cotswolds 1 bed nr town centre yet mins from river and countryside walks

18. Recently converted self-contained apartment with garden in Cotswold village

Recently converted self-contained apartment with garden in Cotswold village
Poulton
9.0 out of 10, Wonderful, (51 reviews)
"The location was convenient as a base for exploring Cotswolds. The guesthouse was small for a family of three, but it had everything we needed. We would definitely consider booking this property if we visit this area again."
United States
Walter
The price is AU$163
includes taxes & fees
1 Nov - 2 Nov
Recently converted self-contained apartment with garden in Cotswold village

19. 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 AU$476
includes taxes & fees
29 Oct - 30 Oct
Beautiful & spacious Regency apt in centre Cheltenham, free parking

20. 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
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
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 Upton St. Leonards Hotel Reviews

Find out more about Upton St. Leonards

Everything you need to know about Upton St. Leonards holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upton St. Leonards holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upton St. Leonards holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Upton St. Leonards holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upton St. Leonards. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upton St. Leonards holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upton St. Leonards holiday rentals we have selected for you start as low as AU$133 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Upton St. Leonards rentals

At Expedia, we put the best Upton St. Leonards holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upton St. Leonards rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upton St. Leonards holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upton St. Leonards. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Upton St. Leonards?

Yes, there are holiday rentals close to the most popular sights in Upton St. Leonards, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Upton St. Leonards speak positively about the countryside and restaurants in this destination. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that Upton St. Leonards has to offer?

Spacious, Cosy Cotswolds Farmhouse with Annex: This holiday home rental outside of Upton St. Leonards offers a fireplace, 1 hot tub and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Upton St. Leonards?

While exploring the area, visit family-friendly sights like Greyfriars, or get outside and enjoy nature at Pittville Park. Prinknash Abbey and Gloucester Quays are a couple of places you'll find in the wider area.

What’s a holiday rental in Upton St. Leonards like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upton St. Leonards. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.