A rural road leading to a farmhouse surrounded by fields and trees.

Upton St. Leonards Holiday Rentals

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Our top choices for Upton St. Leonards holiday rentals

1. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.0 out of 10, Wonderful, (17 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$276
includes taxes & fees
8 Sept - 9 Sept
The Judges Lodgings Boutique Hotel

2. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (136 reviews)
"Great rooms right in town centre with lovely Korean restaurant next door. Superb air con in hot weather too!"
United Kingdom
Donald
The price is AU$162
includes taxes & fees
27 Sept - 28 Sept
Crescent Place by Mansley

3. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (242 reviews)
"I had a lovely stay here with my mum. We had the siena suite and it was exceptionally clean and as per the photos. Was really nice to have the terrace and kitchenette aswell. We recieved a warm welcome from friendly staff who helped us up to the suite with our bags. Great central location and well priced too. Would definitely recommend!"
United Kingdom
Bridget
The price is AU$154
includes taxes & fees
4 Oct - 5 Oct
Strozzi Palace Suites by Mansley

4. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (154 reviews)
"Fantastic accommodation."
United Kingdom
Helen
The price is AU$225
includes taxes & fees
30 Sept - 1 Oct
Portland Apartments

5. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (46 reviews)
"Great stay "
United Kingdom
Tania
The price is AU$141
includes taxes & fees
27 Sept - 28 Sept
The Coach House and The Stable

6. Nelson Serviced Apartments

Nelson Serviced Apartments
3.5 star property
Gloucester
6.6 out of 10, (34 reviews)
"Great apartment at Friary but our room was on 3rd floor with no elevator which could be a struggle for some. "
United States
Tim
The price is AU$186
includes taxes & fees
27 Sept - 28 Sept
Nelson Serviced Apartments

7. 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$171
includes taxes & fees
7 Sept - 8 Sept
The Cozy Apartment

8. 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
The price is AU$148
includes taxes & fees
4 Oct - 5 Oct
Old Fleece Apartments

9. 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)
"Well equipped and comfortable apartment right in the centre of Gloucester. Easy walk to shops and restaurants and to Docks for outlet shopping."
United Kingdom
Andrew
The price is AU$224
includes taxes & fees
11 Sept - 12 Sept
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

10. The Coach House

The Coach House
3.0 star property
Cheltenham
The price is AU$794
includes taxes & fees
18 Sept - 19 Sept
The Coach House

11. Tranquil Woodland Cottage by River Wye

Tranquil Woodland Cottage by River Wye
3.0 star property
Lydbrook
10.0 out of 10, Exceptional, (1 review)
"Quirky fun place to stay. Really close to Forest of Dean Cycle Centre. Will be back again"
United Kingdom
Gary
The price is AU$248
includes taxes & fees
30 Sept - 1 Oct
Tranquil Woodland Cottage by River Wye

12. The Cowshed Banham Cottages

The Cowshed Banham Cottages
2.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay. Location was perfect. Hosts were very prompt with their responses. Property was clean, will book this place again if we ever revisit in the future."
United Kingdom
Pratigya
The price is AU$955
includes taxes & fees
7 Sept - 8 Sept
The Cowshed Banham Cottages

13. Central Serviced Apartments

Central Serviced Apartments
3.0 star property
Cheltenham
6.4 out of 10, (29 reviews)
"Great place to stay, very clean, walking distance to high street shops, and restaurants."
United Kingdom
Petra
The price is AU$328
includes taxes & fees
7 Sept - 8 Sept
Central Serviced Apartments

14. The Shop Cotswold Apartment Sleeps 2

The Shop Cotswold Apartment Sleeps 2
3.0 star property
Cirencester
6.0 out of 10, (4 reviews)
"Would stay again , close walking distance to city center"
United States
Frank
The price is AU$295
includes taxes & fees
20 Sept - 21 Sept
The Shop Cotswold Apartment Sleeps 2

15. The Stables Banham Cottages

The Stables Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is AU$1,179
includes taxes & fees
7 Sept - 8 Sept
The Stables Banham Cottages

16. Beechwood Cottage Banham Cottages

Beechwood Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"We had the most marvelous stay. Girls weekend and we could walk to anywhere we needed to go. The property was beautiful and the hosts provided everything required for a wonderful weekend. Will definitely visit again."
United States
Michaela
The price is AU$1,314
includes taxes & fees
16 Sept - 17 Sept
Beechwood Cottage Banham Cottages

17. Sycamore Cottage Banham Cottages

Sycamore Cottage Banham Cottages
3.5 star property
Bourton-on-the-Water
10.0 out of 10, Exceptional, (1 review)
"This cottage is AMAZING! The location is unbelievable to be right in town, yet, very quiet! High end finishes and had everything we needed. We will absolutely book to stay again!"
United States
Heidi
The price is AU$1,349
includes taxes & fees
4 Oct - 5 Oct
Sycamore Cottage Banham Cottages

18. The Haybarn Banham Cottages

The Haybarn Banham Cottages
3.5 star property
Bourton-on-the-Water
The price is AU$1,486
includes taxes & fees
19 Sept - 20 Sept
The Haybarn Banham Cottages

19. Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"We had a lovely stay. Would highly recommend "
United Kingdom
Anonymous traveller
The price is AU$1,613
includes taxes & fees
26 Sept - 27 Sept
Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

20. The Lock House

The Lock House
3.5 star property
Gloucester
The price is AU$988
includes taxes & fees
1 Oct - 2 Oct
The Lock House
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$141 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?

Luxury 6 Bed House, Hot Tub, Games Room and in Walking Distance to Village Pub : This holiday home rental outside of Upton St. Leonards offers a fireplace, a patio and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.