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Upton St. Leonards Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Upton St. Leonards holiday rentals

A spacious living room with a leather sofa, a coffee table with a tray, and a wooden cabinet.

1. 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
The price is S$245
includes taxes & fees
23 Sept - 24 Sept
The Judges Lodgings Boutique Hotel
A modern kitchen with dark cabinets and a dining area with a glass table.

2. 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, (6 reviews)
"I loved my stay here, spotless and quick responses"
United Kingdom
Macey
The price is S$299
includes taxes & fees
3 Oct - 4 Oct
Elliot Oliver - Luxurious 2 Bedroom Apartment With Parking
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.

3. 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 S$169
includes taxes & fees
27 Sept - 28 Sept
The Cozy Apartment
A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

4. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (47 reviews)
"Great stay "
United Kingdom
Tania
The price is S$145
includes taxes & fees
6 Oct - 7 Oct
The Coach House and The Stable
A compact kitchen with a washing machine, microwave, and stove.

5. 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 S$169
includes taxes & fees
27 Sept - 28 Sept
Nelson Serviced Apartments
A compact living space with a kitchenette, two sofas, a dining table, and a small garden view.

6. 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 S$203
includes taxes & fees
25 Sept - 26 Sept
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

7. Elliot Oliver- Charming 1 Bed Apartment

Elliot Oliver- Charming 1 Bed Apartment
4.0 star property
Gloucester
9.8 out of 10, Exceptional, (17 reviews)
"Very easy access and excellent location"
United Kingdom
Terry
The price is S$253
includes taxes & fees
3 Oct - 4 Oct
Elliot Oliver- Charming 1 Bed Apartment
A large stone building with multiple windows and a prominent tower.

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 S$135
includes taxes & fees
4 Oct - 5 Oct
Old Fleece Apartments
A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

9. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.2 out of 10, Wonderful, (140 reviews)
"Lovely, very clean and great location"
United Kingdom
Nina
The price is S$137
includes taxes & fees
18 Oct - 19 Oct
Crescent Place by Mansley
A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

10. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (246 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is S$143
includes taxes & fees
27 Sept - 28 Sept
Strozzi Palace Suites by Mansley
A dining table with a bowl and two wine glasses, a fork, and a spoon.

11. 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
The price is S$120
includes taxes & fees
4 Oct - 5 Oct
Spa Court
A beige building with a black door, a small set of steps, and two potted plants.

12. 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 S$211
includes taxes & fees
28 Sept - 29 Sept
Portland Apartments
A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

13. 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
The price is S$403
includes taxes & fees
23 Sept - 24 Sept
Mayville House Apartment

14. 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
The price is S$408
includes taxes & fees
17 Oct - 18 Oct
Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger
A stone building with a wooden door, a window, and a small garden area with a table and chairs.

15. Chapel Cottage

Chapel Cottage
3.5 star property
Stonehouse
The price is S$615
includes taxes & fees
26 Sept - 27 Sept
Chapel Cottage
A bedroom with a large bed, a checkered armchair, a decorative wall panel, and a window.

16. 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
The price is S$230
includes taxes & fees
23 Sept - 24 Sept
Grigshot Apartment
A row of traditional stone buildings with a shop on the corner.

17. 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 S$260
includes taxes & fees
27 Sept - 28 Sept
The Shop Cotswold Apartment Sleeps 2
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

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

10/10 Excellent
"Great place... lovely rooms... nice bar and outside area. Breakfast good and use of a spa. No complaints at all."
Malcolm 1-night trip
Posted 2 hours ago
Cheltenham Chase Hotel & Spa

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’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.