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Upton St. Leonards Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Upton St. Leonards vacation rentals

A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

1. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (48 reviews)
"Great stay "
United Kingdom
Tania
$83 nightly
The price is $99
Oct 25 - Oct 26
Total with taxes and fees
The Coach House and The Stable
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

2. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (143 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
$83 nightly
The price is $100
Oct 18 - Oct 19
Total with taxes and fees
Crescent Place by Mansley
A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

3. 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
$157 nightly
The price is $188
Oct 11 - Oct 12
Total with taxes and fees
The Judges Lodgings Boutique Hotel
A brick building with a narrow hallway and a door leading outside.

4. 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
$93 nightly
The price is $93
Oct 6 - Oct 7
Total with taxes and fees
Modern Studio Appartment
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

5. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (247 reviews)
"Very nice hotel. Great stay."
United States
Thomas
$89 nightly
The price is $107
Oct 18 - Oct 19
Total with taxes and fees
Strozzi Palace Suites by Mansley
A hotel room with a bed, a sofa, a small table, a chair, a desk, a lamp, a picture on the wall, and a window with blinds.

6. 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
$109 nightly
The price is $131
Oct 11 - Oct 12
Total with taxes and fees
The Cozy Apartment
A large stone building with multiple windows and a prominent tower.

7. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (42 reviews)
"Clean room comfy bed great staff "
United Kingdom
Alan
$81 nightly
The price is $97
Oct 18 - Oct 19
Total with taxes and fees
Old Fleece Apartments
A beige building with a black door, a small set of steps, and two potted plants.

8. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (155 reviews)
"Fantastic accommodation."
United Kingdom
Helen
$138 nightly
The price is $166
Oct 25 - Oct 26
Total with taxes and fees
Portland Apartments
A bedroom with a bed, bedside tables, a nightstand, a door, and a wall-mounted painting.

9. First Floor One Bedroom Apartment for Upto 3

First Floor One Bedroom Apartment for Upto 3
3.0 star property
Stonehouse
$151 nightly
The price is $182
Oct 28 - Oct 29
Total with taxes and fees
First Floor One Bedroom Apartment for Upto 3
A dining table with a bowl and two wine glasses, a fork, and a spoon.

10. 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
$102 nightly
The price is $102
Oct 11 - Oct 12
Total with taxes and fees
Spa Court
A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

11. 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
$106 nightly
The price is $106
Oct 18 - Oct 19
Total with taxes and fees
21 Montpellier Terrace
A compact living space with a kitchenette, two sofas, a dining table, and a small garden view.

12. 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
$172 nightly
The price is $206
Oct 6 - Oct 7
Total with taxes and fees
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
Room

13. 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
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

14. 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.
$260 nightly
The price is $260
Oct 8 - Oct 9
Total with taxes and fees
Beautiful & spacious Regency apt in centre Cheltenham, free parking
A stone wall with a metal gate, a stone building with a tiled roof, and a grassy lawn.

15. 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, (50 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
$118 nightly
The price is $118
Oct 12 - Oct 13
Total with taxes and fees
Recently converted self-contained apartment with garden in Cotswold village
A neatly made bed with a quilted headboard, two bedside tables with lamps, and a wardrobe to the right.

16. 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
A bedroom with a large bed, a checkered armchair, a decorative wall panel, and a window.

17. Grigshot Apartment

Grigshot Apartment
4.0 star property
Stroud
9.6 out of 10, Exceptional, (9 reviews)
"A very unique interesting stay. Highly recommend it. "
United States
Gregory
$149 nightly
The price is $179
Oct 7 - Oct 8
Total with taxes and fees
Grigshot Apartment
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

18. 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
$260 nightly
The price is $313
Oct 6 - Oct 7
Total with taxes and fees
Mayville House Apartment
A traditional stone building with a sign for 'The Cotswold Perfumery' indicating it is a shop.

19. 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
$320 nightly
The price is $359
Nov 1 - Nov 2
Total with taxes and fees
Bluebirds Cottage Light Airy 2BD Bourton
A modern kitchen with a central island, white cabinetry, and a black countertop.

20. Country home from home

Country home from home
Dymock
10.0 out of 10, Exceptional, (2 reviews)
"Immaculately clean and well presented property. Natasha was very friendly and helpful with the check-in. The property is very well equipped and well furnished with an excellent shower too. Peaceful rural setting and easy parking. Would definitely recommend a stay here!"
United Kingdom
Andrew
$158 nightly
The price is $158
Oct 6 - Oct 7
Total with taxes and fees
Country home from home
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

Hotel Indigo Gloucester The Forum By IHG

Hotel Indigo Gloucester The Forum By IHG

8/10 Good
"Check in was very slick, room a little smaller than photos - for a suite it was tiny. Breakfast was poor, service very slow and buffet choice was very limited. Emailed hotel twice to get information relating to parking, did not receive any response to either message which was very poor ."
Simon 1-night trip
Posted 9 hours ago
Hotel Indigo Gloucester The Forum By IHG

Find out more about Upton St. Leonards

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upton St. Leonards vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upton St. Leonards vacation 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 low season months. For more hustle and bustle, you may prefer to visit Upton St. Leonards in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $97 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upton St. Leonards rentals

At Expedia, we put the best Upton St. Leonards vacation 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 vacation.

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 vacation rentals in Upton St. Leonards?

Yes, you can find vacation rentals near top attractions in Upton St. Leonards, or you can select a secluded option if you're looking for relaxation. 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's the top vacation rental in Upton St. Leonards?

Spacious, Cosy Cotswolds Farmhouse with Annex: This vacation home rental near Upton St. Leonards offers a fireplace, a 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 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 larger area.

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

A vacation rental is a private property where you can stay for a long or short time in Upton St. Leonards. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.