Upton St. Leonards Vacation Rentals from $99: Search Short-Term Rentals

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Our top choices for Upton St. Leonards vacation rentals

Grand Apartment, 2 Bedrooms, Courtyard View | Living area | 42-inch flat-screen TV with digital channels, streaming services

1. The Judges Lodgings Boutique Hotel

Gloucester

Andrew

$165 nightly

Aug 23 - Aug 24

Total with taxes and fees

2. The Cozy Apartment

Gloucester

Matt

$112 nightly

Aug 23 - Aug 24

Total with taxes and fees

3. Strozzi Palace Suites by Mansley

Cheltenham

Thomas

$82 nightly

Aug 26 - Aug 27

Total with taxes and fees

4. Crescent Place by Mansley

Cheltenham

Donald

$104 nightly

Aug 27 - Aug 28

Total with taxes and fees

5. The Coach House and The Stable

Stroud

Tania

$85 nightly

Aug 23 - Aug 24

Total with taxes and fees

48-inch flat-screen TV with digital channels, TV

6. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Gloucester

Andrew

$161 nightly

Aug 21 - Aug 22

Total with taxes and fees

7. Old Fleece Apartments

Stroud

Alan

$82 nightly

Aug 23 - Aug 24

Total with taxes and fees

1 bedroom, iron/ironing board, WiFi (free), individually decorated

8. Elliot Oliver- Charming 1 Bed Apartment

Gloucester

Terry

$155 nightly

Aug 22 - Aug 23

Total with taxes and fees

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

Gloucester

Geoffrey

$192 nightly

Aug 22 - Aug 23

Total with taxes and fees

10. Modern Studio Appartment

Cheltenham

KATIA

$95 nightly

Aug 24 - Aug 25

Total with taxes and fees

11. Stunning one bed apartment in the Stroud Valleys

Stroud

Kelly G.

$147 nightly

Aug 23 - Aug 24

Total with taxes and fees

12. Portland Apartments

Cheltenham

Robert

$139 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Gloucestershire

$420 nightly

Sep 14 - Sep 15

Total with taxes and fees

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

Montpellier

Carol W.

$307 nightly

Aug 23 - Aug 24

Total with taxes and fees

15. Quaint 1-bedroom house in Cheltenham

Cheltenham

Andrea

$248 nightly

Aug 23 - Aug 24

Total with taxes and fees

16. Tranquil Woodland Cottage by River Wye

Lydbrook

Gary

17. Mayville House Apartment

Cheltenham

Boya

$240 nightly

Aug 21 - Aug 22

Total with taxes and fees

Apartment | Hypo-allergenic bedding available, iron/ironing board (on request)

18. Central Serviced Apartments

Cheltenham

Petra

$197 nightly

Aug 21 - Aug 22

Total with taxes and fees

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

Poulton

Walter

$114 nightly

Aug 23 - Aug 24

Total with taxes and fees

20. Meadow Lodge @ Berrys Place Farm

Gloucester

$369 nightly

Sep 12 - Sep 13

Total with taxes and fees

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Top Upton St. Leonards Hotel Reviews

Queens Hotel Cheltenham

10/10 Excellent

"The hotel is truly elegant and an absolute delight. Sitting in the dining room it was easy imagine events from a bygone time."

Mercure Gloucester Bowden Hall Hotel

8/10 Good

"Enjoyed our stay, we were on the top floor, but no lifts. Anyone with mobility issues might struggle. There is a stair lift to first floor that needs hotel staff in attendance. Room was spacious, bed very comfortable and facilities fine, We elected to have "no clean" service, (the hotel's policy for saving water) but we did expect the inside of the windows to have been cleaned, the views were obscured because of this. Also, we expected tea, coffee and milk to be replaced, but had to ask. Hotel in lovely location, breakfasts very good."

DoubleTree by Hilton Cheltenham-Cotswolds

8/10 Good

"I had an overall pleasant stay at DoubleTree by Hilton Cheltenham. The hotel is set in a lovely, peaceful location with beautiful grounds, making it a relaxing place to stay while still being conveniently located for Cheltenham and the surrounding Cotswolds. The staff were friendly, welcoming and helpful throughout our stay. Check-in was straightforward. The room was comfortable and spacious, and the bed was particularly comfortable. However, there were a couple of areas that could have been better. The water pressure in the shower was quite weak and could definitely have been stronger. I also noticed some dust around the toilet area, so a little more attention to detail when cleaning the bathroom would have been appreciated. Overall, we enjoyed our stay and found the hotel comfortable and relaxing. With a few improvements to the bathroom cleanliness and shower pressure, it would have been an even better experience."

Malmaison Cheltenham

8/10 Good

"We returned from a very busy day at 10.30 to find that our room had not been serviced - we had not opted into the scheme whereby guests can forgo a clean and receive a voucher to be used in the bar. Miguel went out of his way to supply the required teas, coffees towels etc. Thank you for your help Miguel."

Find out more about Upton St. Leonards

Everything you need to know about Upton St. Leonards vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upton St. Leonards vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upton St. Leonards vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upton St. Leonards vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upton St. Leonards. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upton St. Leonards in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upton St. Leonards rentals

At Expedia, we put the best Upton St. Leonards vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upton St. Leonards rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upton St. Leonards vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upton St. Leonards. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 the top vacation rental in Upton St. Leonards?

Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe.: This vacation home near Upton St. Leonards is located in a rural location and has a fireplace, a furnished patio, and a barbecue grill 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 you can immerse yourself in your vacation.

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 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.

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Check prices for these dates

Our top choices for Upton St. Leonards vacation rentals

1. The Judges Lodgings Boutique Hotel

2. The Cozy Apartment

3. Strozzi Palace Suites by Mansley

4. Crescent Place by Mansley

5. The Coach House and The Stable

6. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

7. Old Fleece Apartments

8. Elliot Oliver- Charming 1 Bed Apartment

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

10. Modern Studio Appartment

11. Stunning one bed apartment in the Stroud Valleys

12. Portland Apartments

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

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

15. Quaint 1-bedroom house in Cheltenham

16. Tranquil Woodland Cottage by River Wye

17. Mayville House Apartment

18. Central Serviced Apartments

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

20. Meadow Lodge @ Berrys Place Farm

Find vacation rentals that suit your style

Top Upton St. Leonards Hotel Reviews

Queens Hotel Cheltenham

The Ormond At Tetbury

De Vere Tortworth Court

Mercure Gloucester Bowden Hall Hotel

Leonardo Hotel Cheltenham

DoubleTree by Hilton Cheltenham-Cotswolds

Cheltenham Chase Hotel & Spa

Malmaison Cheltenham

Hatton Court

Find out more about Upton St. Leonards

Frequently asked questions

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