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Uppingham Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Uppingham vacation rentals

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

1. The Gresham Aparthotel

The Gresham Aparthotel
3.5 star property
Leicester City Centre
9.0 out of 10, Wonderful, (478 reviews)
"Great hotel. Lovely rooms, great beds, lovely breakfast. Lots of walkable things to do nearby. Really friendly staff."
United Kingdom
Moira
The price is P3,727
P4,473 total
includes taxes & fees
Oct 25 - Oct 26
The Gresham Aparthotel
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

2. Bee Hive

Bee Hive
3.0 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved every thing about our stay at bee hive! The perfect place to meet up with very good friends. The hot tub was great fun, food on site delicious- we adored the calm quiet atmosphere and gorgeous view from our veranda. The entire place was so clean too..! Could not fault a thing!"
United Kingdom
Tina
The price is P40,832
P48,999 total
includes taxes & fees
Oct 21 - Oct 22
Bee Hive
A modern building with a brick facade, solar panels on the roof, and a well-maintained lawn with a pathway.

3. Ascot House

Ascot House
4.0 star property
Peterborough
9.0 out of 10, Wonderful, (40 reviews)
"Clean room, nice space, night time lady at reception was super lovely"
United Kingdom
Raquel
The price is P7,392
P8,870 total
includes taxes & fees
Oct 11 - Oct 12
Ascot House
A modern bedroom with a large bed, a nightstand, a mirror, and a bathroom visible in the background.

4. The Pocklington

The Pocklington
4.0 star property
Leicester City Centre
7.0 out of 10, Good, (2 reviews)
"The table was chipped and scratched. And I had to pay an extra £40 on top of my booking price for the standard after stay cleaning. Had to message the property to ask for check in information. Could hear the road from the room as well as everyone leaving and entering through the front door. Will not be staying here again"
United Kingdom
Lauren
The price is P10,436
P15,836 total
includes taxes & fees
Oct 11 - Oct 12
The Pocklington
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.

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

Kettering - House - Stay 8 - Parking - Garden
4.0 star property
Kettering
10.0 out of 10, Exceptional, (1 review)
"love this property. Always stay here when in the area. Quiet residential area with space for 2 cars on private drive. "
United Kingdom
Tom
The price is P19,847
P23,816 total
includes taxes & fees
Oct 14 - Oct 15
Kettering - House - Stay 8 - Parking - Garden
A modern living room with a large window, a sofa, and a dining area.

6. 14 Acres

14 Acres
5.0 star property
Market Harborough
The price is P16,896
P20,275 total
includes taxes & fees
Oct 7 - Oct 8
14 Acres
Interior detail

7. Park View

Park View
2.0 star property
Leicester
8.6 out of 10, Excellent, (12 reviews)
"Great price just what I need for one night stay as I was going to the darts"
United Kingdom
Ryan
The price is P3,106
P3,727 total
includes taxes & fees
Oct 25 - Oct 26
Park View
A compact kitchen with a built-in oven, microwave, and washing machine, featuring light wood flooring and neutral cabinetry.

8. Cozy 1 Bedroom Fully Furnished Apartment

Cozy 1 Bedroom Fully Furnished Apartment
2.0 star property
Clarendon Park
10.0 out of 10, Exceptional, (1 review)
The price is P9,599
P11,519 total
includes taxes & fees
Oct 13 - Oct 14
Cozy 1 Bedroom Fully Furnished Apartment
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

9. Squirrel's Nest

Squirrel's Nest
3.0 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"Lovely property. Very clean & staff were very helpful. Wood fired hot tub maybe not ideal & you have to buy your own wood after night one (b&m much cheaper than buying it there). But was good it was lit & warmed up for us on arrival. A very enjoyable stay, although we left a lot of food & drink in the fridge & we were almost home by the time we realised 😞"
United Kingdom
Dennis
The price is P41,677
P50,013 total
includes taxes & fees
Oct 13 - Oct 14
Squirrel's Nest
Exterior

10. Riverside Retreat Near Beach and Nature, No Deposit

Riverside Retreat Near Beach and Nature, No Deposit
2.5 star property
Kettering
The price is P91,589
P124,402 total
includes taxes & fees
Oct 8 - Oct 9
Riverside Retreat Near Beach and Nature, No Deposit
A living room with a TV displaying 'NETFLIX', a glass coffee table, a white entertainment unit, and a blue sofa.

11. Stunning 1 Bedroom Apt With Balcony-leicester City

Stunning 1 Bedroom Apt With Balcony-leicester City
3.0 star property
Leicester City Centre
9.2 out of 10, Wonderful, (5 reviews)
"Was very cozy and clean, perfect for a night away "
United Kingdom
Tianna
The price is P9,703
P9,703 total
includes taxes & fees
Oct 8 - Oct 9
Stunning 1 Bedroom Apt With Balcony-leicester City
A compact kitchen with a built-in oven, microwave, and washing machine, featuring light wood flooring and neutral cabinetry.

12. 1 Bedroom Fully Furnished Apartment

1 Bedroom Fully Furnished Apartment
2.0 star property
Clarendon Park
The price is P9,599
P11,519 total
includes taxes & fees
Oct 7 - Oct 8
1 Bedroom Fully Furnished Apartment
A stone building with a sign reading "THE MALTINGS".

13. Flat 2, The Maltings

Flat 2, The Maltings
3.0 star property
Oakham
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful apartment, far bigger than the photos suggest. It's tastefully decorated and really well equipped. The host was friendly and helpful. Ten out of ten!"
United Kingdom
M
The price is P35,554
P42,665 total
includes taxes & fees
Nov 1 - Nov 2
Flat 2, The Maltings
A modern living room with a grey sofa, a round coffee table, and a dining area with a table and chairs.

14. Leicester Centre - 1 Bedroom - 1 Bathroom - Wifi

Leicester Centre - 1 Bedroom - 1 Bathroom - Wifi
3.5 star property
Leicester City Centre
9.4 out of 10, Exceptional, (3 reviews)
"Was an absolute lovely stay and perfect location an fabulous hospitality from the host "
United Kingdom
Namrata
The price is P8,086
P9,703 total
includes taxes & fees
Oct 20 - Oct 21
Leicester Centre - 1 Bedroom - 1 Bathroom - Wifi
A red brick building with a white door, a window with a hanging flower basket, and a small evergreen tree in front.

15. 5A Waterfall Way

5A Waterfall Way
3.5 star property
Market Harborough
10.0 out of 10, Exceptional, (2 reviews)
"Loverly little apartment in a loverly village - pub next door to always helps for a refresher"
United Kingdom
Lewis
The price is P21,965
P26,358 total
includes taxes & fees
Oct 10 - Oct 11
5A Waterfall Way
A modern living room with a flat-screen TV, a round coffee table, a sofa, and a painting on the wall.

16. 1 bed Apartment, Sleeps 2

1 bed Apartment, Sleeps 2
3.0 star property
Leicester City Centre
9.6 out of 10, Exceptional, (4 reviews)
"Stunning property in the centre of Leicester."
United Kingdom
Peter
The price is P7,351
P8,821 total
includes taxes & fees
Oct 20 - Oct 21
1 bed Apartment, Sleeps 2
A brick cottage with wooden doors, a sign reading 'CHRISTNUT FARM,' and a small garden area with potted plants.

17. Stables Cottage

Stables Cottage
3.0 star property
Leicester
The price is P40,621
P48,745 total
includes taxes & fees
Oct 13 - Oct 14
Stables Cottage
A living room with a sofa, pillows, a coffee table, a TV mounted on the wall, and a small plant on the side table.

18. 2 Bed Flat - Sleeps 5 - Pets - Parking - Wifi

2 Bed Flat - Sleeps 5 - Pets - Parking - Wifi
3.5 star property
Leicester
4.0 out of 10, (1 review)
"Good: contact with manager. Cleanliness and general set up Parking for car off road. Access to public transport.. Not good: on arrival the flat was stone cold and took 24 hours to warm up. Kitchen equipment was old, basic and just about functional. Very limited small kitchen tools "
United Kingdom
Marinus
The price is P6,616
P11,417 total
includes taxes & fees
Oct 13 - Oct 14
2 Bed Flat - Sleeps 5 - Pets - Parking - Wifi
A kitchen with wooden cabinets, a toaster, a kettle, a blender, and a pressure cooker on the countertop.

19. 3 Bed House - Sleeps 4 - Parking - Wifi

3 Bed House - Sleeps 4 - Parking - Wifi
3.0 star property
Rushden
The price is P11,026
P14,722 total
includes taxes & fees
Oct 9 - Oct 10
3 Bed House - Sleeps 4 - Parking - Wifi
A brick cottage with a wooden porch, a door labeled "Groom's Cottage," and a small garden area with gravel and potted plants.

20. Grooms Cottage

Grooms Cottage
3.0 star property
Leicester
The price is P35,341
P42,409 total
includes taxes & fees
Oct 13 - Oct 14
Grooms Cottage
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 Uppingham Hotel Reviews

Ramada Encore by Wyndham Leicester City Centre

Ramada Encore by Wyndham Leicester City Centre

10/10 Excellent
"Really comfortable stay and a great base for Leicester. We had a lovely stay. The room was a really good size, quiet and comfortable, with a decent shower and comfortable bed. Breakfast was particularly good, with a really nice choice including things like overnight oats as well as the usual options. The only thing I'd suggest is planning ahead if you're arriving by car, as we found the hotel and parking a little tricky to navigate on arrival! Once we'd worked that out, though, everything was great and we'd happily stay again."
Hannah 1-night trip
Posted 19 hours ago
Ramada Encore by Wyndham Leicester City Centre

Find out more about Uppingham

Search for holiday rentals in Uppingham on Expedia! You can easily find your home rentals, villas, holiday apartments in Uppingham using one of the methods below:

  • View our selection of featured holiday rentals in Uppingham
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  • Enter your travel dates to view the best deals on holiday rentals in Uppingham while they last

Look no further and take a look at our great range of rental properties in Uppingham!

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.