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Uppingham Vacation Rentals

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Our top choices for Uppingham vacation rentals

1. The Gresham Aparthotel

The Gresham Aparthotel
3.5 star property
Leicester City Centre
9.0 out of 10, Wonderful, (498 reviews)
"Better than a small hotel room, staff were excellent. Could have stayed much longer!"
Canada
James
The price is CA $102
CA $122 total
includes taxes & fees
Dec 6 - Dec 7
The Gresham Aparthotel

2. Grooms Cottage

Grooms Cottage
3.0 star property
Leicester
The price is CA $882
CA $1,059 total
includes taxes & fees
Nov 9 - Nov 10
Grooms Cottage

3. Ascot House

Ascot House
4.0 star property
Peterborough
9.2 out of 10, Wonderful, (44 reviews)
"Clean room, nice space, night time lady at reception was super lovely"
United Kingdom
Raquel
The price is CA $140
CA $168 total
includes taxes & fees
Nov 30 - Dec 1
Ascot House

4. Park View

Park View
2.0 star property
Leicester
8.4 out of 10, Very good, (17 reviews)
"I enjoyed my stay"
United Kingdom
Eliu
The price is CA $66
CA $80 total
includes taxes & fees
Nov 8 - Nov 9
Park View

5. 14 Acres

14 Acres
5.0 star property
Market Harborough
The price is CA $380
CA $456 total
includes taxes & fees
Nov 8 - Nov 9
14 Acres

6. 1 Bed Flat - Sleeps 2 - Pets - Parking - Wifi

1 Bed Flat - Sleeps 2 - Pets - Parking - Wifi
3.0 star property
Kettering
The price is CA $105
CA $183 total
includes taxes & fees
Nov 16 - Nov 17
1 Bed Flat - Sleeps 2 - Pets - Parking - Wifi

7. 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 CA $218
CA $262 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 1 Bedroom Fully Furnished Apartment

8. Manor View

Manor View
3.5 star property
Oakham
The price is CA $631
CA $757 total
includes taxes & fees
Nov 14 - Nov 15
Manor View

9. 1 Bedroom Fully Furnished Apartment

1 Bedroom Fully Furnished Apartment
2.0 star property
Clarendon Park
The price is CA $216
CA $260 total
includes taxes & fees
Nov 8 - Nov 9
1 Bedroom Fully Furnished Apartment

10. 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 CA $1,019
CA $1,223 total
includes taxes & fees
Nov 10 - Nov 11
Bee Hive

11. 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 CA $475
CA $570 total
includes taxes & fees
Nov 8 - Nov 9
Kettering - House - Stay 8 - Parking - Garden

12. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
The price is CA $708
CA $850 total
includes taxes & fees
Dec 7 - Dec 8
9 Rectory Lane

13. Sensational Haven Place

Sensational Haven Place
3.0 star property
Leicester
The price is CA $205
CA $382 total
includes taxes & fees
Nov 13 - Nov 14
Sensational Haven Place

14. Stables Cottage

Stables Cottage
3.0 star property
Leicester
The price is CA $1,014
CA $1,217 total
includes taxes & fees
Nov 13 - Nov 14
Stables Cottage

15. 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 CA $221
CA $221 total
includes taxes & fees
Nov 17 - Nov 18
Stunning 1 Bedroom Apt With Balcony-leicester City

16. 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 CA $1,041
CA $1,249 total
includes taxes & fees
Nov 10 - Nov 11
Squirrel's Nest

17. 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 CA $147
CA $256 total
includes taxes & fees
Nov 8 - Nov 9
2 Bed Flat - Sleeps 5 - Pets - Parking - Wifi

18. 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 CA $180
CA $216 total
includes taxes & fees
Nov 8 - Nov 9
Leicester Centre - 1 Bedroom - 1 Bathroom - Wifi

19. 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 CA $167
CA $201 total
includes taxes & fees
Nov 8 - Nov 9
1 bed Apartment, Sleeps 2

20. 3 Bed House - Sleeps 4 - Parking - Wifi

3 Bed House - Sleeps 4 - Parking - Wifi
3.0 star property
Rushden
The price is CA $207
CA $282 total
includes taxes & fees
Nov 10 - Nov 11
3 Bed House - Sleeps 4 - Parking - Wifi
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

Find out more about Uppingham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Uppingham. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.