Photo by Jules & Jenny

Uppingham Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Uppingham

Exterior
The Gresham Aparthotel

Aparthotel in Leicester City Centre

3.5 star property
9.0 out of 10, Wonderful, (374)
"Clean and comfortable and convenient location "
United Kingdom
Theresa
The Gresham Aparthotel
Reception
Ascot House

Aparthotel in Peterborough

4.0 star property
9.0 out of 10, Wonderful, (22)
"Nice people, lots of space. Feels more like a home than a hotel. "
United Kingdom
Rory
The price is HK$658
HK$790 total
includes taxes & fees
30 Nov - 1 Dec
Ascot House
In-room safe, soundproofing, iron/ironing board, free WiFi
The Netflix Suite

Apartment in Leicester City Centre

3.5 star property
The price is HK$1,026
HK$1,747 total
includes taxes & fees
29 Nov - 30 Nov
The Netflix Suite
Lounge
East Midlands House

Holiday Home in Kettering

3.5 star property
East Midlands House
Living area
Charming 2-bedroom apartment in nice Stoneygate with WiFi

Apartment in Stoneygate

8.0 out of 10, Very good, (1)
"Was everything that we needed."
United Kingdom
Tony B.
The price is HK$1,030
HK$1,576 total
includes taxes & fees
29 Nov - 30 Nov
Charming 2-bedroom apartment in nice Stoneygate with WiFi
Terrace/patio
14 Acres

Aparthotel in Market Harborough

5.0 star property
14 Acres
2 bedrooms, free WiFi
LA BELLE MEUNIERE LEICESTER

Apartment in Leicester

7.0 out of 10, Good, (2)
"I had the best experience staying at this property! The house was spotlessly clean, comfortable, and very well taken care of. What I loved most were the thoughtful details provided for guests — bottles of water, tea, and biscuits for a light breakfast. These small touches made me feel so welcome and showed how much care the hosts put into making the stay enjoyable. Everything was cozy and convenient, and I truly felt at home. I would definitely recommend this place to anyone looking for a...
United States
Afi A.
The price is HK$721
HK$937 total
includes taxes & fees
12 Dec - 13 Dec
LA BELLE MEUNIERE LEICESTER
Interior
The Coach House

Cottage in Grantham

3.5 star property
The price is HK$6,918
HK$8,302 total
includes taxes & fees
12 Dec - 13 Dec
The Coach House
Private kitchen
Apartment in Leicester- Doublebed-citycentre-wifi

Apartment in Westcotes

3.0 star property
6.6 out of 10, (4)
"Good hosts, close to town centre, all you need for a short stay "
United Kingdom
Chris
Apartment in Leicester- Doublebed-citycentre-wifi
In-room dining
Swale Corner

Holiday Home in Wellingborough

3.5 star property
8.4 out of 10, Very good, (8)
"No issues with the stay, complimentary butter, Jam and milk in the fridge. Along with sugar, tea, coffee and biscuits. Even had washing powder. Only issue was when sat on the sofa there was no table to put your drinks on, I ended up using a waste paper bin turned upside down. In the bathroom the glass shower door you can’t open so have to get in at the far end of the bath and walk down the bath, with the water on this gets slippery so could do with a bath mat."
United Kingdom
David
Swale Corner
Private kitchen
House-sleeps 8-parking-garden

Residence in Kettering

3.5 star property
10.0 out of 10, Exceptional, (1)
"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 HK$1,884
HK$2,261 total
includes taxes & fees
3 Dec - 4 Dec
House-sleeps 8-parking-garden
Dining
Luxury Leicester Apartment Retreat

Apartment in Leicester City Centre

3.0 star property
8.0 out of 10, Very good, (1)
"The apartment is very conveniently located in the heart of Leicester. It didn’t take us long to walk to anywhere in the city. Lovely decor and super modern. Had all the facilities we needed, full kitchen, living area and double bedroom. The only downsides were that the bathroom had a really strong drain smell and then in a morning we’d get food smells in the kitchen that seemed to be coming through from other apartments. These are more building issues rather than the stay itself though. The...
United Kingdom
Natasja
The price is HK$1,006
HK$1,207 total
includes taxes & fees
30 Nov - 1 Dec
Luxury Leicester Apartment Retreat
5 bedrooms, iron/ironing board, WiFi, bed sheets
Lady Charlotte house is suitable for workers and large families for vacation

Holiday Home in Peterborough

4.0 out of 10, (2)
"Booked to stay for one night to visit family waited for the access details to be emailed, messaged the host to be told at 8pm that the property is closed qnd isnt available to stay in but still took the money for the reservation and its non refundable "
United Kingdom
Sara-jane
The price is HK$2,575
HK$2,771 total
includes taxes & fees
19 Dec - 20 Dec
Lady Charlotte house is suitable for workers and large families for vacation
Property grounds
Otter's View

Cottage in Oakham

3.0 star property
The price is HK$5,742
HK$6,891 total
includes taxes & fees
8 Dec - 9 Dec
Otter's View
Terrace/patio
Luxury, in the heart of Rutland. A home for all occasions

Holiday Home in Ketton

10.0 out of 10, Exceptional, (1)
"Had an amazing time at Lemon Squeezy House. A really fantastic property that catered perfectly to our need for an extended family get together, with ample communal and break out areas. Well equipped and beautifully decorated. Would happily stay again, highly recommended."
United Kingdom
Gerard M.
Luxury, in the heart of Rutland. A home for all occasions
Interior
lovely 3 bed house

Holiday Home in Barton Seagrave

9.0 out of 10, Wonderful, (6)
"We thoroughly enjoyed our stay and would come back. "
United Kingdom
Thomas m.
The price is HK$1,442
HK$1,648 total
includes taxes & fees
30 Nov - 1 Dec
lovely 3 bed house
Exterior
Relaxing Room With Ensuite Rutland Point

Apartment in Oakham

3.0 star property
9.0 out of 10, Wonderful, (2)
"Lovely comfortable clean room, attached to a very nice cafe. "
United Kingdom
jonathan
The price is HK$619
HK$743 total
includes taxes & fees
1 Dec - 2 Dec
Relaxing Room With Ensuite Rutland Point
Outdoor dining
Stunning 1 Bedroom Apt With Balcony-leicester City

Apartment in Leicester City Centre

3.0 star property
10.0 out of 10, Exceptional, (1)
"Was very cozy and clean, perfect for a night away "
United Kingdom
Tianna
The price is HK$1,207
HK$1,207 total
includes taxes & fees
30 Nov - 1 Dec
Stunning 1 Bedroom Apt With Balcony-leicester City
BBQ/picnic Area
River Nene Cottages

Cottage in Peterborough

3.5 star property
10.0 out of 10, Exceptional, (12)
"Immaculate and beautiful cottage (we stayed in Barley) with all home comforts. Access to a gorgeous swimming pool and gardens. The location in the hamlet of Water Newton is stunning and gorgeous walks through the countryside are abundant. This isn’t a conventional self catering arrangement because the owners live on site and the cottages have a share with permanent residents. This means that you can’t invite friends or family over in daytime or evening without advance express permission. This...
United Kingdom
Aimee
River Nene Cottages
Private kitchen
Squirrel's Nest

Cottage in Oakham

3.0 star property
The price is HK$5,287
HK$6,345 total
includes taxes & fees
9 Dec - 10 Dec
Squirrel's Nest
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Uppingham Hotel Reviews

Barton Hall Hotel & Spa

Barton Hall Hotel & Spa

10/10 Excellent
"Beautifully decorated room with a very comfortable bed. All members of staff were friendly and helpful. A lovely place and an amazing outdoor spa."
Pauline 1-night trip
Posted 4 days ago
Barton Hall Hotel & Spa

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 of 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.

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 Country Park and Rockingham Castle.

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.