Upleadon Vacation Rentals from CA $84: Short-Term Rentals for 2026

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Our top choices for Upleadon vacation 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

Gloucester

Andrew

CA $267 total

includes taxes & fees

Nov 15 - Nov 16

A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

2. Strozzi Palace Suites by Mansley

Cheltenham

Roy

CA $136 total

includes taxes & fees

Nov 22 - Nov 23

A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

3. Crescent Place by Mansley

Cheltenham

Eleanor

CA $138 total

includes taxes & fees

Nov 29 - Nov 30

A brick building with a narrow hallway and a door leading outside.

4. Modern Studio Appartment

Cheltenham

KATIA

CA $121 total

includes taxes & fees

Nov 10 - Nov 11

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.

5. The Cozy Apartment

Gloucester

Matt

CA $187 total

includes taxes & fees

Nov 15 - Nov 16

6. Relaxing Retreat in Cheltenham

Cheltenham

Wilbert M.

CA $130 total

includes taxes & fees

Nov 22 - Nov 23

A brick house with a patio, a bench, and a table with chairs.

7. The Lodge at Bredon's Norton

Tewkesbury

CA $185 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a central island, white cabinetry, and a black countertop.

8. Country home from home

Dymock

Andrew

CA $214 total

includes taxes & fees

Nov 16 - Nov 17

A large stone building with multiple windows and a prominent tower.

9. Old Fleece Apartments

Stroud

Charlotte

CA $149 total

includes taxes & fees

Nov 15 - Nov 16

A cozy room with a bed, a small table, a sofa, and a view of the outdoors.

10. The Coach House and The Stable

Stroud

Tania

CA $141 total

includes taxes & fees

Nov 15 - Nov 16

A round marble table with a fruit platter, a vase with flowers, and a modern kitchen in the background.

11. Beautiful 2 Bedroom Apartment With Parking in The Docks

Gloucester

Yifang

A modern apartment with a living room, dining area, and kitchen. There is a flat-screen TV, a glass coffee table with a vase, and a red rug. The kitchen has grey cabinets and a built-in oven.

12. Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Gloucester

Jacek

A grand room with ornate ceiling and detailed murals, furnished with plush seating and a chandelier.

13. Charming cottage in the heart of Ledbury

Ledbury

Andrew J.

CA $262 total

includes taxes & fees

Nov 10 - Nov 11

A compact living space with a kitchenette, two sofas, a dining table, and a small garden view.

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

Gloucester

Richard

CA $168 total

includes taxes & fees

Dec 6 - Dec 7

A dining table with a bowl and two wine glasses, a fork, and a spoon.

15. Spa Court

Cheltenham

Paul

CA $136 total

includes taxes & fees

Nov 15 - Nov 16

A living room with a fireplace, a chandelier, a dining area, and a kitchen in the background.

16. Portland Apartments

Cheltenham

Helen

CA $243 total

includes taxes & fees

Nov 23 - Nov 24

A wooden vanity with a mirror, a clock, and a framed picture on the wall.

17. Quaint 1-bedroom house in Cheltenham

Cheltenham

Rita P.

CA $280 total

includes taxes & fees

Nov 10 - Nov 11

A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

18. 21 Montpellier Terrace

The Suffolks

Tarun

CA $353 total

includes taxes & fees

Nov 11 - Nov 12

A kitchen with a wooden countertop, a sink, and a white microwave. There are stools and a hanging plant.

19. The Old Cart Shed

Ross-on-Wye

CA $849 total

includes taxes & fees

Nov 13 - Nov 14

A brick house with a wooden deck, a bench, and a garden with green plants.

20. Ivy Stables

Callow End

Tim

CA $224 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation rentals that suit your style

Top Upleadon Hotel Reviews

A traditional half-timbered building with flower boxes on the windows, a sign for 'The Feathers' pub, and a shop named 'Wye Bridge'.

The Feathers Hotel, Ledbury, Herefordshire

Ledbury

10/10 Excellent

Huge kudos to the staff, particularly Trisha, Alice, Andy amd a few others. Great food and breakfast. The house made bread, toast and black pudding at breakfast. The dinner was great, good way to celebrate both my aunt’s birthdays. Also, was upgraded to eves cottage, that was a great experience whilst I was in town for my cousin’s wedding and was allowed to check in early so that I could get ready for the ceremony. Lovely stay.

Aaron

An indoor swimming pool with a hot tub, surrounded by lounge chairs and a brick wall with a green wall feature.

Holiday Inn Gloucester-Cheltenham by IHG

Gloucester

10/10 Excellent

One of nicest bunch of staff have met at a hotel. Very hardworking, diligent and actually care about their guests. Rooms were clean and comfortable and the pool and gym were excellent. Only issue was on checkin as it took a very long time as a couple guests were having payment and suite issues. Parking is close by, food in restaurant was perfect and breakfast had a lot of choices. This hotel takes good allergies super serious and lots of dairy gluten free options available- we were sad to...

Thomas

A Holiday Inn Express building with a covered entrance and a visible sign.

Holiday Inn Express Gloucester - South by IHG

Gloucester

10/10 Excellent

Karen Jayne

A hotel room with a bed, two chairs, a desk, a mirror, a television, and a window.

The Edward Hotel

Gloucester

10/10 Excellent

Heather

A bar area with a wooden counter, bar stools, a chandelier, and a tiled backsplash.

The Tudor House Hotel, Tewkesbury, Gloucestershire

Tewkesbury

10/10 Excellent

Kristine

A bar area with a long counter, hanging lights, shelves with bottles, and a coffee machine.

The Kings Head Hotel

Ross-on-Wye

10/10 Excellent

Tracey

A deck with outdoor seating, a stone tower, and a view of the countryside.

Royal Hotel Ross On Wye by Greene King Inns

Ross-on-Wye

10/10 Excellent

Peter

A bedroom with a large bed, multiple pillows, a wooden nightstand, a mirror, and a textured wall.

Beaumont House

Cheltenham

10/10 Excellent

Beaumont House is a beautiful Bed & Breakfast on the outskirts of Cheltenham. On arrival we were shown around the facilities and offered a glass of Prosecco. Our room was small, which was stated on the website, but had everything we needed for one night. We usually sleep with the window open but as the room was below ground level we didn't feel comfortable doing so but apart from that everything was excellent. The breakfast menu was extensive and the food freshly cooked and served with a...

Michael

A building with a white facade, a black awning, and a parking lot.

Castle Lodge Hotel

Ross-on-Wye

10/10 Excellent

Dominique

Find out more about Upleadon

Everything you need to know about Upleadon 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 Upleadon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Upleadon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upleadon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upleadon. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upleadon vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upleadon vacation rentals we have selected for you start as low as CA $84 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upleadon rentals

At Expedia, we put the best Upleadon 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 Upleadon 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 Upleadon 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 Upleadon. 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

Are there vacation rentals in Upleadon?

Yes, there are vacation rentals near the most popular sights in Upleadon, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Upleadon?

Self-catering farmhouse set in 68 acres of private land - dog and child friendly: This vacation home rental near Upleadon is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

What can I see and do in Upleadon?

While exploring the area, visit family-friendly sights like Morgan Motor Company, or get outside and enjoy nature at Malvern Hills. In the larger area, you’ll find Hartpury University and Hartpury College and Kingsholm Stadium.

What are vacation rentals like in Upleadon?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Upleadon. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

Upleadon Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Upleadon vacation rentals

1. The Judges Lodgings Boutique Hotel

2. Strozzi Palace Suites by Mansley

3. Crescent Place by Mansley

4. Modern Studio Appartment

5. The Cozy Apartment

6. Relaxing Retreat in Cheltenham

7. The Lodge at Bredon's Norton

8. Country home from home

9. Old Fleece Apartments

10. The Coach House and The Stable

11. Beautiful 2 Bedroom Apartment With Parking in The Docks

12. Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

13. Charming cottage in the heart of Ledbury

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

15. Spa Court

16. Portland Apartments

17. Quaint 1-bedroom house in Cheltenham

18. 21 Montpellier Terrace

19. The Old Cart Shed

20. Ivy Stables

Find vacation rentals that suit your style

Top Upleadon Hotel Reviews

The Feathers Hotel, Ledbury, Herefordshire

10/10 Excellent

Find out more about Upleadon

Upleadon vacation rentals: An excellent choice for every season

How to find incredible deals on Upleadon rentals

Frequently Asked Questions

Are there vacation rentals in Upleadon?

What are some of the best vacation rentals in Upleadon?

What can I see and do in Upleadon?

What are vacation rentals like in Upleadon?

Explore a world of travel with Expedia