Lodging Image

Upton St. Leonards Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Upton St. Leonards vacation rentals

Dishwasher, cookware/dishes/utensils

Flat 6

Flat 6
2.0 star property
Tetbury
The price is P31,714
P38,057 total
includes taxes & fees
Jul 12 - Jul 13
Flat 6
Free WiFi, bed sheets

Studio Sleeps 2 With Parking and Garden

Studio Sleeps 2 With Parking and Garden
2.5 star property
Worcester
The price is P7,137
P8,564 total
includes taxes & fees
Jul 6 - Jul 7
Studio Sleeps 2 With Parking and Garden
Lounge

The Lansdowne Cottage

The Lansdowne Cottage
3.0 star property
Cheltenham
9.0 out of 10, Wonderful, (11 reviews)
"Nice little place to stay "
United Kingdom
Anonymous traveler
The price is P25,626
P30,751 total
includes taxes & fees
Jul 17 - Jul 18
The Lansdowne Cottage
Living area

The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
2.0 star property
Gloucester
9.0 out of 10, Wonderful, (14 reviews)
"Almost everything about this stay was excellent. I would say that some of the interior is in need of maintenance (sagging floors) and one bathroom was tight spacing. The parking was not available but we were able to get parking nearby."
United States
Ryan
The price is P4,709
P10,570 total
includes taxes & fees
Jul 12 - Jul 13
The Judges Lodgings Boutique Hotel
Interior

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 P5,750
P6,900 total
includes taxes & fees
Jul 5 - Jul 6
The Cozy Apartment
Private kitchen

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
10.0 out of 10, Exceptional, (1 review)
"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."
United Kingdom
Wayne
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
1 bedroom, iron/ironing board, free WiFi, bed sheets

Central Apartment with Patio - Sofa Bed

Central Apartment with Patio - Sofa Bed
3.0 star property
Cheltenham
Central Apartment with Patio - Sofa Bed
Exterior

The Granary

The Granary
3.0 star property
Ross-on-Wye
10.0 out of 10, Exceptional, (5 reviews)
"Perfect place to run about the WYe valley - lovely cottage! Great pub in the village too! "
United Kingdom
Dave
The price is P20,771
P24,925 total
includes taxes & fees
Jul 18 - Jul 19
The Granary
Exterior detail

Tranquil Riverside Forest Cottage in Lydbrook

Tranquil Riverside Forest Cottage in Lydbrook
2.0 star property
Lydbrook
The price is P10,814
P12,977 total
includes taxes & fees
Jul 6 - Jul 7
Tranquil Riverside Forest Cottage in Lydbrook
Terrace/patio

Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
The price is P17,897
P30,497 total
includes taxes & fees
Jul 15 - Jul 16
Jasmine Cottage-2BD in Heart of Bourton
Exterior

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (118 reviews)
"We really enjoyed our stay here! Great location and super comfortable room! Will definitely be staying here again if I'm visiting the area!"
United Kingdom
Rita
The price is P6,082
P7,298 total
includes taxes & fees
Jul 30 - Jul 31
Crescent Place by Mansley
Reception

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (230 reviews)
The price is P5,740
P6,888 total
includes taxes & fees
Jul 26 - Jul 27
Strozzi Palace Suites by Mansley
Exterior

Greystones Cottage

Greystones Cottage
3.5 star property
Cheltenham
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic stay, would recommend."
United Kingdom
Caroline
The price is P18,109
P21,731 total
includes taxes & fees
Jul 7 - Jul 8
Greystones Cottage
2 bedrooms, individually decorated, individually furnished

Beautiful 2 Bedroom Apartment With Parking in The Docks

Beautiful 2 Bedroom Apartment With Parking in The Docks
4.0 star property
Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"Clean room, fantastic communication. Excellent location. "
United Kingdom
Yifang
Beautiful 2 Bedroom Apartment With Parking in The Docks
Exterior

Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (40 reviews)
"Clean room comfy bed great staff "
United Kingdom
Alan
The price is P5,398
P6,478 total
includes taxes & fees
Jul 19 - Jul 20
Old Fleece Apartments
Front of property

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (146 reviews)
"Good parking spaces behind the property, very clear information about finding the property. The apartment was spacious, very clean, lovely decor and very comfortable. We got some advice on where to find a nice local pub, and ate in the centre close to the property. Overall absolutely lovely."
United Kingdom
Roderick
The price is P7,845
P9,415 total
includes taxes & fees
Jul 22 - Jul 23
Portland Apartments
Terrace/patio

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is P10,660
P18,943 total
includes taxes & fees
Jul 5 - Jul 6
Brookbank Close
Terrace/patio

Swallow Studio

Swallow Studio
3.0 star property
Cheltenham
The price is P27,323
P32,788 total
includes taxes & fees
Jul 8 - Jul 9
Swallow Studio
Living area

Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Elliot Oliver - 2 Bedroom Garden Apartment With Parking
4.0 star property
Cheltenham
9.0 out of 10, Wonderful, (4 reviews)
"Beautifully presented property, perfect for our stay with our son for his graduation. Short walk to the high street and short drive to the racecourse. As stated in another review, a bit more soundproofing would be beneficial as the people above had a baby/toddler, but it didn’t spoil our stay."
United Kingdom
Shelley
Elliot Oliver - 2 Bedroom Garden Apartment With Parking
48-inch flat-screen TV with digital channels, TV

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 P9,201
P11,041 total
includes taxes & fees
Jul 26 - Jul 27
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upton St. Leonards Hotel Reviews

Hotel Indigo Gloucester The Forum By IHG

Hotel Indigo Gloucester The Forum By IHG

10/10 Excellent
"I had an excellent short stay at this hotel. From the moment I arrived, the service stood out—efficient, attentive, and genuinely focused on making guests feel welcome. Every staff member I interacted with was friendly and polite, creating a comfortable atmosphere that made the experience even better. The room was spotless, the check‑in smooth, and the overall environment calm and inviting. I’d happily return for another stay."
Matthew 2-night trip
Posted less than an hour ago
Hotel Indigo Gloucester The Forum By IHG

Find out more about Upton St. Leonards

Search for holiday rentals in Upton St. Leonards on Expedia! You can easily find your home rentals, villas, holiday apartments in Upton St. Leonards using one of the methods below:

  • View our selection of featured holiday rentals in Upton St. Leonards
  • Use the map to find apartments and other holiday homes in the Upton St. Leonards neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Upton St. Leonards while they last

Look no further and take a look at our great range of rental properties in Upton St. Leonards!

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 there to see and do in Upton St. Leonards?

While exploring the area, visit family-friendly sights like The Barn Owl Centre, 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.