Upton St. Leonards vacation rentals

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August 2025

September 2025

Discover a selection of 6 cottages and other vacation rentals in Upton St. Leonards that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you expect for your stay, including WiFi and parking. You're sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Upton St. Leonards

Showing deals for:Nov 14 - Nov 21

Exceptional

(10 reviews)

The Little House, Luxury Cotswolds Stunning Views

Cheltenham, England

10% off

includes taxes & fees

Exceptional

(12 reviews)

Stunning Cotswold Contemporary House set in the vineyards of Woodchester Valley

Stroud, England

20% off

includes taxes & fees

Exceptional

(17 reviews)

Beautiful newly converted studio apartment in idyllic Cotswold village!

Cirencester

10% off

includes taxes & fees

Exceptional

(71 reviews)

Charming holiday home in the lovely Cotswold hillside village of France Lynch.

Stroud, England

5% off

includes taxes & fees

Swallows Rest beautiful spacious barn conversion

Exceptional

(130 reviews)

Light and spacious barn conversion on working farm in the Cotswolds

Stroud, ENG

25% off

includes taxes & fees

Exceptional

(7 reviews)

(105) Beautiful Stable Cottage in Landmark Grade II Listed Georgian House -

Stroud

31% off

includes taxes & fees

Cosy 1 bed unit converted piggery. Patio with chairs and Charcoal BBQ

Exceptional

(12 reviews)

Charming converted Piggery on peaceful Cotswold farm

Gloucester, England

15% off

includes taxes & fees

Exceptional

(141 reviews)

Truly STUNNING VIEWS at " beautiful Cotswold cottage" in AONB, Cotswolds England

Stroud, Gloucestershire

10% off

includes taxes & fees

Exceptional

(12 reviews)

Luxury 3-bed Edwardian Town House in the Cotswolds - VERIFIED KEY WORKERS ONLY

Stroud, England

10% off

includes taxes & fees

Exceptional

(78 reviews)

Quiet Detached Cottage with Stunning Sunsets, 180 Views from all rooms & patio

Stroud, Gloucestershire

10% off

includes taxes & fees

Exceptional

(6 reviews)

(106)Beautiful Stable Cottage in Landmark Grade II Listed Georgian House -

Stroud

28% off

includes taxes & fees

Exceptional

(37 reviews)

The Chairman's Retreat, Slad, The Cotswolds, Gloucestershire. Space to relax.

Stroud, ENG

8% off

includes taxes & fees

Exceptional

(11 reviews)

Lovely Cotswolds farm house on an award winning vineyard with stunning views

Stroud, England

10% off

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Upton St. Leonards

Bond End Farm Cottage

Sleeps 2 · 1 bedroom · 1 bathroom

Central Cotswolds with lovely views towards Cheltenham, Gloucester and beyond

Sleeps 4 · 2 bedrooms

Top rated rentals - Upton St. Leonards

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Find out more about Upton St. Leonards

Friendly Upton St. Leonards will entice you

The countryside and other outdoor surroundings create an inviting atmosphere in Upton St. Leonards. Well-liked for its restaurants, bars and local tours, this city is both welcoming and relaxing. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Upton St. Leonards

Are you looking for things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Upton St. Leonards a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

Gloucester Ski and Snowboard Centre (1 mi / 1.5 km)
The Barn Owl Centre (3.2 mi / 5.2 km)
Cirencester Golf Club (11.5 mi / 18.5 km)
Highgrove Shop Tetbury (13.7 mi / 22 km)
Cotswold Edge Golf Club (13.7 mi / 22.1 km)
Greyfriars (2.9 mi / 4.7 km)

Exploring the natural features in Upton St. Leonards

Whether you're an active traveler or just want to spend some time taking in the scenery, Upton St. Leonards is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

Pittville Park (7.4 mi / 12 km)
Minchinhampton Common (8.6 mi / 13.9 km)
Slimbridge Wildfowl and Wetlands Centre (10.8 mi / 17.4 km)
Highgrove House (14.6 mi / 23.5 km)
Highgrove House and Gardens (14.8 mi / 23.9 km)
Westonbirt Arboretum (15.7 mi / 25.3 km)

Frequently asked questions

What is the best area to stay in Upton St Leonards when booking a vacation rental?

When considering a vacation rental in Upton St Leonards, the most appealing area is the vicinity around the village centre. This charming neighbourhood offers a delightful blend of tranquillity and accessibility to local attractions. Staying here provides you with the convenience of being close to the picturesque St. Leonard's Church, a wonderful example of local architecture that dates back to the 12th century. Additionally, the area is just a short distance from the scenic Cotswold Way, great for those who enjoy walking and exploring the stunning countryside.

How much does it cost to rent a vacation home in Upton St Leonards?

Prices for vacation rentals in Upton St Leonards vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upton St Leonards to more spacious homes.

Are there any discounts for Upton St Leonards vacation house rentals?

You can find great discounts on house rentals in Upton St Leonards on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay vacation rentals in Upton St Leonards?

A long-stay vacation rental in Upton St Leonards is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Upton St Leonards vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Upton St Leonards with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

What are popular rental amenities in Upton St Leonards?

In Upton St Leonards, there is a limited selection of vacation rentals, and specific rental amenities are not commonly highlighted. However, visitors can typically expect basic comforts, such as essential kitchen facilities, comfortable living areas, and perhaps outdoor spaces to enjoy the tranquil surroundings. The area is known for its picturesque countryside, making any rental a peaceful retreat, yet specific amenities beyond the essentials may vary widely due to the small number of options available.

How early should I book a Upton St Leonards vacation rental?

Book your Upton St Leonards vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Upton St Leonards?

In Upton St Leonards, visitors can enjoy the charm of this quaint village, which is conveniently located near the historic city of Gloucester. The village itself offers a peaceful atmosphere, with lovely countryside views and local walking paths. Nearby, the stunning Gloucester Cathedral, famous for its striking architecture and Harry Potter filming locations, is a must-visit.

Can I change or cancel my Upton St Leonards home rental booking on Vrbo?

To find Upton St Leonards vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Upton St Leonards vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.