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Upton St. Leonards Holiday Rentals

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Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Upton St. Leonards holiday rentals

Fridge, electric kettle, toaster, cookware/dishes/utensils
Little Noo

Little Noo

Little Noo
3.0 star property
Gloucester
The price is HK$3,828
HK$4,593 total
includes taxes & fees
17 Dec - 18 Dec
Little Noo
Lounge
The Coach House and The Stable

The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
9.0 out of 10, Wonderful, (41)
"Great stay "
United Kingdom
Tania
The price is HK$651
HK$781 total
includes taxes & fees
21 Dec - 22 Dec
The Coach House and The Stable
Front of property
Portland Apartments

Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (135)
"•Great Location •Apartment immaculate •Tastefully decorated •Friendly hosts •A luxurious home from home •Highly recommend •Complimentary Tea, Coffee, Milk, Orange Juice and Croissants "
United Kingdom
Debra
The price is HK$1,146
HK$1,376 total
includes taxes & fees
12 Jan - 13 Jan 2026
Portland Apartments
Reception
Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (199)
"Excellent suites and great location!"
United Kingdom
Barrie
The price is HK$722
HK$867 total
includes taxes & fees
11 Jan - 12 Jan 2026
Strozzi Palace Suites by Mansley
Interior
The Cozy Apartment

The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
The Cozy Apartment
1 bedroom
Grigshot Apartment

Grigshot Apartment

Grigshot Apartment
4.0 star property
Stroud
9.6 out of 10, Exceptional, (9)
"A very unique interesting stay. Highly recommend it. "
United States
Gregory
The price is HK$1,346
HK$1,616 total
includes taxes & fees
14 Dec - 15 Dec
Grigshot Apartment
Exterior
Crescent Place by Mansley

Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (88)
"Good location, clean and nice rooms. "
United Kingdom
Jessica
The price is HK$738
HK$886 total
includes taxes & fees
4 Jan - 5 Jan 2026
Crescent Place by Mansley
Living area
1 Bed Lodge Sleeps 4 - Pet Welcome - Fireplace

1 Bed Lodge Sleeps 4 - Pet Welcome - Fireplace

1 Bed Lodge Sleeps 4 - Pet Welcome - Fireplace
3.5 star property
Cirencester
10.0 out of 10, Exceptional, (4)
"Bluebell Cottage is beautifully equipped and maintained, and offers very comfortable accommodation. Its position ensures that visitors enjoy a quiet, relaxing break with the opportunity to pay for extra facilities if needed. We feel Claire went above and beyond to answer any queries we had, and was charming and approachable."
United Kingdom
Anthony
1 Bed Lodge Sleeps 4 - Pet Welcome - Fireplace
Living area
The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
2.0 star property
Gloucester
8.4 out of 10, Very good, (7)
"The location was great and the area quiet. Convenient to train and bus, grocery, and local interests. Property was ok in cleanliness (white grout and subway tile require a LOT of maintenance) and the modern updates were poorly installed. Far too many bric-a-brac to keep dusted. Comfortable and spacious. "
United States
Erin
The price is HK$548
HK$1,283 total
includes taxes & fees
14 Dec - 15 Dec
The Judges Lodgings Boutique Hotel
Private kitchen
Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking

Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking
3.5 star property
Gloucester
10.0 out of 10, Exceptional, (4)
"Absolutely Top Class Apartment. Facilities were excellent and apartment is finished to a very high standard. Great location close to the centre of Gloucester. Beds were so comfortable and the rooms spacious. Our family loved this apartment and made for a great weekend."
United Kingdom
Wayne
The price is HK$1,720
HK$2,064 total
includes taxes & fees
1 Jan - 2 Jan 2026
Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking
2 bedrooms, individually decorated, individually furnished
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

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)
"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
The price is HK$1,911
HK$2,293 total
includes taxes & fees
1 Jan - 2 Jan 2026
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
Interior
Oakey Cottage

Oakey Cottage

Oakey Cottage
2.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"Beautiful location on the outskirts of Bourton on the Water. Within easy walking distance of the centre. Totally dog friendly. Excellent and plentiful provisions for breakfast. Everything you would want when away. Definitely would go again."
United Kingdom
Anita
The price is HK$4,300
HK$5,159 total
includes taxes & fees
22 Dec - 23 Dec
Oakey Cottage
Living area
Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (1)
"Really lovely apartment, the beds are so comfy and the shower is lovely!"
United Kingdom
Lauren
The price is HK$2,213
HK$2,656 total
includes taxes & fees
3 Jan - 4 Jan 2026
Elliot Oliver - Chic 2 Bedroom Town Centre Apartment
2 bedrooms, individually decorated, individually furnished
Beautiful 2 Bedroom Apartment With Parking in The Docks

Beautiful 2 Bedroom Apartment With Parking in The Docks

Beautiful 2 Bedroom Apartment With Parking in The Docks
4.0 star property
Gloucester
9.6 out of 10, Exceptional, (4)
"smooth check in. very modern. secure parking."
Australia
stacey
Beautiful 2 Bedroom Apartment With Parking in The Docks
1 bedroom, individually decorated, individually furnished
Elliot Oliver- Charming 1 Bed Apartment

Elliot Oliver- Charming 1 Bed Apartment

Elliot Oliver- Charming 1 Bed Apartment
4.0 star property
Gloucester
10.0 out of 10, Exceptional, (7)
"Excellent apartment, very central and parking is a bonus. Plenty of eateries nearby and a few minutes walk into the city centre for shopping & sightseeing 😊 "
United Kingdom
Peter
Elliot Oliver- Charming 1 Bed Apartment
Exterior
Old Fleece Apartments

Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (39)
"Far better than expected for the price will use again"
United Kingdom
brian
The price is HK$686
HK$823 total
includes taxes & fees
4 Jan - 5 Jan 2026
Old Fleece Apartments
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

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very good, (21)
"Nice, central location. Quays nearby, so plenty of choices to eat/drink as well as the city centre being right there. Apartment was spacious, clean, recently refurbished by the look of it. Bed was comfortable, plenty of space in the apartment, nice kitchen and bathroom. "
United Kingdom
Robert
The price is HK$1,103
HK$1,324 total
includes taxes & fees
14 Dec - 15 Dec
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
1 bedroom, free WiFi, bed sheets
Gloucester - Apartment - Sleeps 2 - Parking - 97ws

Gloucester - Apartment - Sleeps 2 - Parking - 97ws

Gloucester - Apartment - Sleeps 2 - Parking - 97ws
3.0 star property
Gloucester
10.0 out of 10, Exceptional, (1)
"excellent location. Parking free from 3pm - 9am right outside the door. Very nicely renovated, good cooking facilities. Very friendly and helpful owner. Only downside for us was the bed is next to the wall so not so easy to get in and out of as a couple when you are old like us."
United Kingdom
Dawn
The price is HK$687
HK$1,012 total
includes taxes & fees
14 Dec - 15 Dec
Gloucester - Apartment - Sleeps 2 - Parking - 97ws
Individually decorated, individually furnished, laptop workspace
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

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
10.0 out of 10, Exceptional, (3)
"Spotlessly clean, very well equipped with everything you need for a short stay. Really comfortable beds and great location to walk to town centre. Parking a bonus. Would definitely stay again. "
United Kingdom
Louisa
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
Exterior
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (23)
"Great place to stay and very easy to get around"
United Kingdom
Joanna
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
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

De Vere Cotswold Water Park

De Vere Cotswold Water Park

10/10 Excellent
"Excellent "
Amy 2-night trip
Posted 4 days ago
De Vere Cotswold Water Park

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

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 a BBQ 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.