Uppingham Vacation Rentals from $54: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Uppingham?

3 Bed House - Sleeps 6 - Parking - Wifi : This vacation home rental outside of Uppingham comes with free WiFi so you can feel at home during your trip. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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Our top choices for Uppingham vacation rentals

A red brick building with a white door, a window with a hanging flower basket, and a small evergreen tree in front.

1. 5A Waterfall Way

Market Harborough

Lewis

$351 nightly

Oct 13 - Oct 14

Total with taxes and fees

A wooden cabin with a garage, outdoor seating, and a hot tub.

2. Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland

Ketton

Maxine B.

$205 nightly

Oct 11 - Oct 12

Total with taxes and fees

A bathroom with a white sink, a mirror, a toilet, and a shower area.

3. 2 bedroom accommodation in Oakham

Oakham

Margaret Watters

$295 nightly

Nov 5 - Nov 6

Total with taxes and fees

4. Double Room with Private Bathroom @ The Gables Aparthotel

Leicester

Stephen

$86 nightly

Oct 10 - Oct 11

Total with taxes and fees

A historic building with a corner turret, large windows, and a sign indicating a bicycle parking zone.

5. The Gresham Aparthotel

Leicester City Centre

Moira

$64 nightly

Oct 18 - Oct 19

Total with taxes and fees

A stone building with a sign reading "No 17" and a door with a small window.

6. Rutland Cottage, Ketton by Belmont Places

Ketton

$287 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern building with a brick facade, solar panels on the roof, and a well-maintained lawn with a pathway.

7. Ascot House

Peterborough

Raquel

$110 nightly

Oct 15 - Oct 16

Total with taxes and fees

A dark blue door with a white handle and a decorative glass panel above it.

8. Robin's Nest, your home from home

Wilbarston

"Host there to welcome us when we arrived. He helped to carry in the luggage and showed us how the hot water and heating worked. Amenities were ideal with breakfast food items included plus a bottle of Prosecco and shortbread as a thoughtful Christmas gift. The property had been decorated for Christmas - another kind and thoughtful touch. The property was spotlessly clean and had everything that we needed. The bed was extremely comfortable. Thank you to the hosts. "

Angela W.

$138 nightly

Oct 11 - Oct 12

Total with taxes and fees

A patio with a grill, outdoor seating, and a view of a field.

9. The Cottage · Luxury Romantic Retreat in Idyllic Rural Location

Clipston

Mashkoor A.

$271 nightly

Oct 12 - Oct 13

Total with taxes and fees

A stone house with a green door, a stone pathway, and a neatly trimmed hedge.

10. Bumble Bee

Oakham

Johann

$372 nightly

Oct 29 - Oct 30

Total with taxes and fees

A red door with a white window, a brick building with ivy, and a clear sky.

11. 2 bedroom accommodation in Market Overton

Market Overton

Dewyl1

$366 nightly

Oct 30 - Oct 31

Total with taxes and fees

A modern interior with a dining area, large windows, and a sofa with cushions.

12. NEW Luxury Countryside Retreat for Family and Friends

Clipston

Nic L.

$294 nightly

Oct 14 - Oct 15

Total with taxes and fees

A wicker table and chairs on an outdoor patio with a view of a sunset over a body of water.

13. Bijou boutique country room, private terrace with beautiful countryside views.

Corby Glen

Penny T.

$152 nightly

Oct 11 - Oct 12

Total with taxes and fees

14. Stylish 2-bed Apartment in Centre of Stamford

Stamford

A room with a wooden floor, white walls, and a view through a glass door to a backyard with a wooden fence and a red building.

15. Kettering - House - Stay 8 - Parking - Garden

Kettering

Tom

$282 nightly

Oct 14 - Oct 15

Total with taxes and fees

A pathway leading to a house with a brick facade, a white door, and a window.

16. Stylish 3-Bed with Smart TVs, Parking & Workspace

Kettering

$262 nightly

Nov 1 - Nov 2

Total with taxes and fees

17. Park View

Leicester

"No frills but good location. I just needed a bed and shower during a trip to see a concert at the nearby De Montfort Hall. It's a great location for that, less than 5mins walk, also near plenty of bars, restaurants and shops. It's cheap so I didn't expect much. The room and toilet/shower was basic but clean. There were no curtains, just blinds...so in the summer and with a heat wave it was quite unbearable. There's an electronic lock on the room doors but not on the main outside door so anyone...

Richard

$45 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Top Uppingham Hotel Reviews

Orton Hall Hotel & Spa

10/10 Excellent

"Nice staff"

Rutland Hall Hotel & Spa

8/10 Good

"Overall a good stay. I stayed in the cosy double room and all I would say is the bed was really hard. Also the room was right by the door so it was noisy as times. Breakfast was good. We tried booking in for dinner on the first evening however it was full so we ordered a delivery to the hotel as it was late. No food service in the evening which I thought was odd. The hotel did try and book us in for the other nights though."

Find out more about Uppingham

Everything you need to know about Uppingham 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 Uppingham 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 Uppingham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Uppingham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Uppingham. 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 Uppingham 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 $54 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 Uppingham rentals

At Expedia, we put the best Uppingham 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 Uppingham 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 Uppingham 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 Uppingham. 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 a vacation rental in Uppingham?

Yes, we have vacation rentals close to top local attractions in Uppingham, or you can choose a more remote option if you're looking for a relaxing stay. Our travelers say Uppingham has a good selection of bars and the restaurants. Make sure you have time to check out the coffeehouses while you're in the area.

What are some of the best vacation rentals in Uppingham?

3 Bed House - Sleeps 6 - Parking - Wifi: This vacation home rental outside of Uppingham comes with free WiFi so you can feel at home during your trip. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Uppingham?

Expedia has 3 vacation rentals for your stay in Uppingham.

What can I see and do in Uppingham?

Enjoy the area's cultural attractions such as Corby Heritage Centre, or get outdoors into nature at a spot like Rutland Water Nature Reserve. In the larger area, you’ll find Lyddington Bede House and Rutland Water Country Park.

What are vacation rentals like in Uppingham?

Vacation rentals are privately owned properties you can reserve for several days or more in Uppingham. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.

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Check prices for these dates

Our top choices for Uppingham vacation rentals

1. 5A Waterfall Way

2. Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland

3. 2 bedroom accommodation in Oakham

4. Double Room with Private Bathroom @ The Gables Aparthotel

5. The Gresham Aparthotel

6. Rutland Cottage, Ketton by Belmont Places

7. Ascot House

8. Robin's Nest, your home from home

9. The Cottage · Luxury Romantic Retreat in Idyllic Rural Location

10. Bumble Bee

11. 2 bedroom accommodation in Market Overton

12. NEW Luxury Countryside Retreat for Family and Friends

13. Bijou boutique country room, private terrace with beautiful countryside views.

14. Stylish 2-bed Apartment in Centre of Stamford

15. Kettering - House - Stay 8 - Parking - Garden

16. Stylish 3-Bed with Smart TVs, Parking & Workspace

17. Park View

Find vacation rentals that suit your style

Top Uppingham Hotel Reviews

Orton Hall Hotel & Spa

Leicester Marriott Hotel

The Gresham Aparthotel

voco Leicester by IHG

Holiday Inn Leicester by IHG

The Belmont Hotel

The Three Swans Hotel, Market Harborough, Leicestershire

Rushton Hall Hotel & SPA

Rutland Hall Hotel & Spa

Find out more about Uppingham

Frequently asked questions

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