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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Uppingham holiday rentals

Exterior
The Gresham Aparthotel

The Gresham Aparthotel

The Gresham Aparthotel
3.5 star property
Leicester City Centre
9.0 out of 10, Wonderful, (386)
"Clean and comfortable and convenient location "
United Kingdom
Theresa
The Gresham Aparthotel
Cottage | Living room
The Croft Farm

The Croft Farm

The Croft Farm
3.5 star property
Peterborough
The price is ฿89,919
฿107,903 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Croft Farm
Front of property
Ascot House

Ascot House

Ascot House
4.0 star property
Peterborough
9.0 out of 10, Wonderful, (25)
"Nice people, lots of space. Feels more like a home than a hotel. "
United Kingdom
Rory
The price is ฿3,113
฿3,736 total
includes taxes & fees
28 Dec - 29 Dec
Ascot House
60-inch Smart TV with digital channels, video game console, Netflix
14 Acres

14 Acres

14 Acres
5.0 star property
Market Harborough
14 Acres
Apartment | Business centre
Private Guest House With En-suite, no Full Kitchen

Private Guest House With En-suite, no Full Kitchen

Private Guest House With En-suite, no Full Kitchen
3.0 star property
Glenfield
10.0 out of 10, Exceptional, (3)
"Great accomodation. Extremely clean and good customer service "
United Kingdom
Abimbola
The price is ฿3,581
฿3,581 total
includes taxes & fees
26 Dec - 27 Dec
Private Guest House With En-suite, no Full Kitchen
Cottage | Interior
The Coach House

The Coach House

The Coach House
3.5 star property
Grantham
10.0 out of 10, Exceptional, (1)
"Very Clean and tidy, highly recomend"
United Kingdom
Sarah
The price is ฿29,580
฿35,497 total
includes taxes & fees
21 Jan - 22 Jan 2026
The Coach House
House, 2 Bedrooms | Room amenity
2 Bedroom Modern House

2 Bedroom Modern House

2 Bedroom Modern House
2.0 star property
Leicester
The price is ฿4,770
฿5,724 total
includes taxes & fees
26 Dec - 27 Dec
2 Bedroom Modern House
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Modern Peaceful Open Plan 1-bed Apartment Rutland

Modern Peaceful Open Plan 1-bed Apartment Rutland

Modern Peaceful Open Plan 1-bed Apartment Rutland
3.0 star property
Oakham
8.6 out of 10, Excellent, (4)
"Really nice modern apartment style accommodation. "
United Kingdom
Pauline
The price is ฿3,654
฿6,349 total
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Peaceful Open Plan 1-bed Apartment Rutland
House, Private Bathroom (Bank Side House) | Restaurant
KVM - Highclere House

KVM - Highclere House

KVM - Highclere House
4.0 star property
Peterborough
8.0 out of 10, Very good, (1)
"All good except the front door step unsafe, the wind took one of the fence panels and the wheelie bins so couldn’t do rubbish and a man turned up to fix the taps but we refused entry as we had no notification or expectation of visit."
United Kingdom
Anonymous traveller
The price is ฿3,573
฿8,617 total
includes taxes & fees
11 Jan - 12 Jan 2026
KVM - Highclere House
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

Novotel Leicester

Novotel Leicester

10/10 Excellent
"All of it"
Mandeep 2-night trip
Posted 2 days ago
Novotel Leicester

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
  • Use the map to find apartments and other holiday homes in the Uppingham neighbourhood you prefer
  • 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 holiday rental in Uppingham?

Yes, there are holiday rentals close to the most popular sights in Uppingham, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Uppingham has a good selection of bars and the restaurants. Make sure you have time to check out the coffee shops while you're in the area.

What are some of the best holiday rentals that Uppingham has to offer?

East Midlands House: This holiday home rental outside Uppingham offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Uppingham?

Expedia has 3 holiday 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 wider area, you’ll find Rutland Water Golf Course and Rutland Water Country Park.

What are holiday rentals like in Uppingham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Uppingham. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.