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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, (16 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is NZ$325
includes taxes & fees
23 Aug - 24 Aug
The Judges Lodgings Boutique Hotel

2. 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 NZ$227
includes taxes & fees
23 Aug - 24 Aug
The Cozy Apartment

3. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (237 reviews)
"Very nice hotel. Great stay."
United States
Thomas
The price is NZ$193
includes taxes & fees
6 Sept - 7 Sept
Strozzi Palace Suites by Mansley

4. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (127 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 NZ$194
includes taxes & fees
31 Aug - 1 Sept
Crescent Place by Mansley

5. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (45 reviews)
"Great stay "
United Kingdom
Tania
The price is NZ$173
includes taxes & fees
23 Aug - 24 Aug
The Coach House and The Stable

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 NZ$349
includes taxes & fees
21 Aug - 22 Aug
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

7. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.6 out of 10, Excellent, (41 reviews)
"Clean room comfy bed great staff "
United Kingdom
Alan
The price is NZ$182
includes taxes & fees
23 Aug - 24 Aug
Old Fleece Apartments

8. Elliot Oliver- Charming 1 Bed Apartment

Elliot Oliver- Charming 1 Bed Apartment
4.0 star property
Gloucester
9.6 out of 10, Exceptional, (15 reviews)
"Very easy access and excellent location"
United Kingdom
Terry
The price is NZ$319
includes taxes & fees
22 Aug - 23 Aug
Elliot Oliver- Charming 1 Bed Apartment

9. Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks

Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks
3.5 star property
Gloucester
9.8 out of 10, Exceptional, (27 reviews)
"The location is excellent only a short walk to some brilliant restaurants and the city centre "
United Kingdom
Geoffrey
The price is NZ$387
includes taxes & fees
22 Aug - 23 Aug
Elliot Oliver - Loft Style 2 Bedroom Apartment With Parking In The Docks

10. Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"This is a lovely property, managed by a friendly and responsive host. I very much appreciated the high standard of cleanliness, especially with the linen which was impeccable. The property is close to the racecourse, to the Brewery Quarter and to the university. Very quiet and peaceful at night. Thank you Mo for your attentiveness. "
United Kingdom
KATIA
The price is NZ$161
includes taxes & fees
24 Aug - 25 Aug
Modern Studio Appartment

11. Stylish one bed apartment in the Stroud Valleys

Stylish one bed apartment in the Stroud Valleys
Stroud
9.6 out of 10, Exceptional, (4 reviews)
"Lovely property and hosts"
United Kingdom
Kelly G.
The price is NZ$249
includes taxes & fees
28 Aug - 29 Aug
Stylish one bed apartment in the Stroud Valleys

12. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (152 reviews)
"Great location. On site parking. Well equipped apartment, good quality amenities & facilities"
United Kingdom
Robert
The price is NZ$296
includes taxes & fees
2 Sept - 3 Sept
Portland Apartments

13. Norfolk House - Steps from Quays, Parks & Docks

Norfolk House - Steps from Quays, Parks & Docks
Gloucestershire
The price is NZ$691
includes taxes & fees
17 Sept - 18 Sept
Norfolk House - Steps from Quays, Parks & Docks

14. Beautiful & spacious Regency apt in centre Cheltenham, free parking

Beautiful & spacious Regency apt in centre Cheltenham, free parking
Montpellier
9.8 out of 10, Exceptional, (21 reviews)
"Lovely property, comfortable and location is great for exploring the Cotswolds."
United Kingdom
Carol W.
The price is NZ$508
includes taxes & fees
23 Aug - 24 Aug
Beautiful & spacious Regency apt in centre Cheltenham, free parking

15. Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"It was a lovely property which was within easy walking distance to plenty of restaurants, although if you would like the property has cooking equipment. We were very comfortable in this well equipped home."
United Kingdom
Andrea
The price is NZ$415
includes taxes & fees
23 Aug - 24 Aug
Quaint 1-bedroom house in Cheltenham

16. 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 NZ$367
includes taxes & fees
20 Aug - 21 Aug
Tranquil Woodland Cottage by River Wye

17. 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 NZ$487
includes taxes & fees
20 Aug - 21 Aug
Mayville House Apartment

18. 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 NZ$402
includes taxes & fees
20 Aug - 21 Aug
Central Serviced Apartments

19. Recently converted self-contained apartment with garden in Cotswold village

Recently converted self-contained apartment with garden in Cotswold village
Poulton
9.0 out of 10, Wonderful, (48 reviews)
"The location was convenient as a base for exploring Cotswolds. The guesthouse was small for a family of three, but it had everything we needed. We would definitely consider booking this property if we visit this area again."
United States
Walter
The price is NZ$193
includes taxes & fees
23 Aug - 24 Aug
Recently converted self-contained apartment with garden in Cotswold village

20. Meadow Lodge @ Berrys Place Farm

Meadow Lodge @ Berrys Place Farm
3.5 star property
Gloucester
The price is NZ$751
includes taxes & fees
12 Sept - 13 Sept
Meadow Lodge @ Berrys Place Farm
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Upton St. Leonards holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Upton St. Leonards. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Upton St. Leonards. Seeing all the best attractions is bound to make you fall in love with Upton St. Leonards. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Upton St. Leonards short-term rentals, that won’t be hard to do.

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?

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.: This holiday home rental outside of Upton St. Leonards is located in a rural location, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a terrace, a garden and a selection of games 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 Stroud Bowl, 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.