A church interior with wooden pews, a central aisle, and a stained glass window.

Uppingham Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Uppingham holiday rentals

A covered corridor with sliding glass doors leading to a patio area.

1. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
3.0 star property
Oakham
8.8 out of 10, Excellent, (3 reviews)
"Lovely comfortable clean room, attached to a very nice cafe. "
United Kingdom
jonathan
The price is AU$117
includes taxes & fees
9 Sept - 10 Sept
Relaxing Room With Ensuite Rutland Point
A covered corridor with sliding glass doors leading to a patio area.

2. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
Rutland
The price is AU$117
includes taxes & fees
9 Sept - 10 Sept
Relaxing Room With Ensuite Rutland Point
A stone wall with a wooden gate, leading to a rural area with houses and trees.

3. Wren Cottage

Wren Cottage
3.0 star property
Oakham
The price is AU$1,187
includes taxes & fees
10 Sept - 11 Sept
Wren Cottage
A room with a bed, a television mounted on the wall, and a window.

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

Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
Ketton
10.0 out of 10, Exceptional, (1 review)
"Absolutely amazing stay at the Rabbit Hut! Host was amazing and the Hut was the perfect peaceful break we needed. Will be back soon!"
United States
Maxine B.
The price is AU$286
includes taxes & fees
8 Sept - 9 Sept
Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
A bedroom with a bed, pillows, a dresser, and a glass of white wine with a strawberry garnish.

5. The Plough, 4 beds, sleeps 9, free parking

The Plough, 4 beds, sleeps 9, free parking
Caldecott
The price is AU$711
includes taxes & fees
18 Sept - 19 Sept
The Plough, 4 beds, sleeps 9, free parking

6. Park View

Park View
2.0 star property
Leicester
9.2 out of 10, Wonderful, (7 reviews)
"We be use you again thsnk you so much me and my gf love it"
United Kingdom
Adam
The price is AU$60
includes taxes & fees
13 Sept - 14 Sept
Park View
A dark blue door with a white handle and a decorative glass panel above it.

7. Robin's Nest, your home from home

Robin's Nest, your home from home
Wilbarston
8.0 out of 10, Very good, (1 review)
"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. "
United Kingdom
Angela W.
The price is AU$198
includes taxes & fees
7 Oct - 8 Oct
Robin's Nest, your home from home
A cozy living room with a sofa, teal cushions, a wooden dining table with chairs, a kitchen in the background, and a brick wall with a clock.

8. 2 bedroom accommodation in Oakham

2 bedroom accommodation in Oakham
Oakham
8.0 out of 10, Very good, (4 reviews)
"great location on the edge of Oakham, easy walking to shops, cafes, pubs etc. Road parking was fine but the road is quite narrow with cars parked up both sides. lots of outdoor activities at Rutland water. Only 20 minute drive from the historic town of Stamford.plenty of hot water and house lovely and warm."
United States
Margaret Watters
The price is AU$488
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Oakham
A garden with a stone wall, a wooden deck, and a stone pathway.

9. Historic 200-year old stone built Annex near Stamford, Lincolnshire

Historic 200-year old stone built Annex near Stamford, Lincolnshire
bainton
The price is AU$247
includes taxes & fees
8 Sept - 9 Sept
Historic 200-year old stone built Annex near Stamford, Lincolnshire
A historic building with a corner turret, large windows, and a sign indicating a bicycle parking zone.

10. The Gresham Aparthotel

The Gresham Aparthotel
3.5 star property
Leicester City Centre
9.0 out of 10, Wonderful, (463 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 AU$125
includes taxes & fees
13 Sept - 14 Sept
The Gresham Aparthotel
A two-story house with a large lawn, a visible garage, and a tree to the right.

11. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
3.0 star property
Oakham
7.4 out of 10, Good, (3 reviews)
"Good stay for one night, we had efficient communication with the owner. Slightly odd to had a large Elvis on the wall, but that's seen in photos! Comfy and clean, good value."
United Kingdom
Jessica
The price is AU$117
includes taxes & fees
13 Sept - 14 Sept
Relaxing Room With Ensuite Rutland Point
A modern building with a brick facade, solar panels on the roof, and a well-maintained lawn with a pathway.

12. Ascot House

Ascot House
4.0 star property
Peterborough
9.0 out of 10, Wonderful, (39 reviews)
"Clean room, nice space, night time lady at reception was super lovely"
United Kingdom
Raquel
The price is AU$180
includes taxes & fees
20 Sept - 21 Sept
Ascot House
A red brick building with a white door, a window with a hanging flower basket, and a small evergreen tree in front.

13. 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 AU$597
includes taxes & fees
12 Sept - 13 Sept
5A Waterfall Way

14. Accessible Double Room with Private Bathroom @ The Gables Aparthotel

Accessible Double Room with Private Bathroom @ The Gables Aparthotel
Leicester
The price is AU$145
includes taxes & fees
11 Sept - 12 Sept
Accessible Double Room with Private Bathroom @ The Gables Aparthotel
A patio with a grill, outdoor seating, and a view of a field.

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

The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
Clipston
10.0 out of 10, Exceptional, (22 reviews)
"Clean and comfy interior - really appreciated the small gestures from the owner such as a special anniversary touch as requested, sourdough bread and other items for breakfast."
United Kingdom
Mashkoor A.
The price is AU$385
includes taxes & fees
10 Sept - 11 Sept
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location

16. Private Studio with parking near A14

Private Studio with parking near A14
Burton Latimer
The price is AU$150
includes taxes & fees
10 Sept - 11 Sept
Private Studio with parking near A14
A modern interior with a dining area, large windows, and a sofa with cushions.

17. NEW Luxury Countryside Retreat for Family and Friends

NEW Luxury Countryside Retreat for Family and Friends
Clipston
10.0 out of 10, Exceptional, (33 reviews)
"Fabulous property."
Canada
Nic L.
The price is AU$417
includes taxes & fees
14 Sept - 15 Sept
NEW Luxury Countryside Retreat for Family and Friends
A compact kitchen with a built-in oven, microwave, and washing machine, featuring light wood flooring and neutral cabinetry.

18. 1 Bedroom Fully Furnished Apartment

1 Bedroom Fully Furnished Apartment
2.0 star property
Clarendon Park
The price is AU$251
includes taxes & fees
9 Sept - 10 Sept
1 Bedroom Fully Furnished Apartment
A modern living room with a large window, a sofa, and a dining area.

19. 14 Acres

14 Acres
5.0 star property
Market Harborough
The price is AU$492
includes taxes & fees
13 Sept - 14 Sept
14 Acres

20. Stylish 2-bed Apartment in Centre of Stamford

Stylish 2-bed Apartment in Centre of Stamford
Stamford
The price is AU$404
includes taxes & fees
13 Sept - 14 Sept
Stylish 2-bed Apartment in Centre of Stamford
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

The Belmont Hotel

The Belmont Hotel

10/10 Excellent
"Very professional and friendly staff made our stay wonderful. We would all happily stay again. The rooms are very comfortable and the meals are excellent. The location is also excellent being within easy walking distance of the train station and, if you arrive by car, it has a large onsite carpark. Direct access onto the pedestrianised New Walk road which goes from Victoria Park, past the museum and on into Leicester city centre."
Karen 2-night trip
Posted 7 hours ago
The Belmont Hotel

Find out more about Uppingham

Everything you need to know about Uppingham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Uppingham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Uppingham holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Uppingham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Uppingham holiday rentals we have selected for you start as low as AU$60 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Uppingham rentals

At Expedia, we put the best Uppingham holiday 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 holiday.

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 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?

3 Bed House - Sleeps 6 - Parking - Wifi: This holiday home rental outside of Uppingham comes with free WiFi so that 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 that you can cook with friends or family.

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 Lyddington Bede House 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.