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Uppingham Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Uppingham vacation rentals

Exterior detail

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 AED 254
AED 305 total
includes taxes & fees
27 Sep - 28 Sep
Relaxing Room With Ensuite Rutland Point
WiFi, bed sheets

2. The Black Swan Shepherds Hut overlooking private lakes

The Black Swan Shepherds Hut overlooking private lakes
Ketton
The price is AED 662
AED 760 total
includes taxes & fees
27 Sep - 28 Sep
The Black Swan Shepherds Hut overlooking private lakes
1 bedroom, WiFi (free), bed sheets

3. 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 AED 662
AED 760 total
includes taxes & fees
27 Sep - 28 Sep
Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
Exterior detail

4. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
Rutland
The price is AED 304
AED 304 total
includes taxes & fees
24 Sep - 25 Sep
Relaxing Room With Ensuite Rutland Point
4 bedrooms, iron/ironing board, WiFi, bed sheets

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

The Plough, 4 beds, sleeps 9, free parking
Caldecott
The price is AED 904
AED 1,861 total
includes taxes & fees
24 Sep - 25 Sep
The Plough, 4 beds, sleeps 9, free parking
Cottage | Interior

6. 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 AED 1,300
AED 1,560 total
includes taxes & fees
23 Oct - 24 Oct
5A Waterfall Way
Living area

7. 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 AED 1,066
AED 1,066 total
includes taxes & fees
26 Sep - 27 Sep
2 bedroom accommodation in Oakham
Interior

8. Gordon House

Gordon House
3.5 star property
Kettering
6.0 out of 10, (4 reviews)
"The place was extremely smelly. Very very bad odor. The beds sheets were not clean. Kitchen was dusty. Seems it wasn't used for a while. There were not enough towels."
United States
Bhupinder
The price is AED 460
AED 552 total
includes taxes & fees
6 Oct - 7 Oct
Gordon House
Exterior detail

9. 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 AED 447
AED 525 total
includes taxes & fees
16 Oct - 17 Oct
Robin's Nest, your home from home
Outdoor dining

10. 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 AED 716
AED 1,005 total
includes taxes & fees
22 Oct - 23 Oct
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
Exterior

11. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
3.0 star property
Oakham
7.0 out of 10, Good, (4 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 AED 254
AED 305 total
includes taxes & fees
27 Sep - 28 Sep
Relaxing Room With Ensuite Rutland Point
Interior

12. Double Room with Private Bathroom @ The Gables Aparthotel

Double Room with Private Bathroom @ The Gables Aparthotel
Leicester
The price is AED 373
AED 373 total
includes taxes & fees
24 Sep - 25 Sep
Double Room with Private Bathroom @ The Gables Aparthotel
60-inch Smart TV with digital channels, video-game console, Netflix

13. 14 Acres

14 Acres
5.0 star property
Market Harborough
The price is AED 1,003
AED 1,204 total
includes taxes & fees
18 Oct - 19 Oct
14 Acres
Outdoor dining

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

Historic 200-year old stone built Annex near Stamford, Lincolnshire
bainton
The price is AED 437
AED 643 total
includes taxes & fees
27 Sep - 28 Sep
Historic 200-year old stone built Annex near Stamford, Lincolnshire
Exterior

15. Manor View

Manor View
3.0 star property
Oakham
The price is AED 1,496
AED 1,795 total
includes taxes & fees
2 Oct - 3 Oct
Manor View
Interior detail

16. Park View

Park View
2.0 star property
Leicester
8.2 out of 10, Very good, (10 reviews)
"We be use you again thsnk you so much me and my gf love it"
United Kingdom
Adam
The price is AED 178
AED 214 total
includes taxes & fees
27 Sep - 28 Sep
Park View
Front of property

17. 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 AED 421
AED 505 total
includes taxes & fees
23 Oct - 24 Oct
Ascot House
TV, video games, books, music library

18. 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 AED 750
AED 1,088 total
includes taxes & fees
19 Oct - 20 Oct
NEW Luxury Countryside Retreat for Family and Friends
1 bedroom, WiFi, bed sheets

19. Private Studio with parking near A14

Private Studio with parking near A14
Burton Latimer
The price is AED 382
AED 382 total
includes taxes & fees
27 Sep - 28 Sep
Private Studio with parking near A14
Interior

20. House-Sleeps 8 -Parking-Garden

House-Sleeps 8 -Parking-Garden
Barton Seagrave
10.0 out of 10, Exceptional, (1 review)
"My son and I visited with some friends and their kids for 1 night over the may bank holiday. The house has plenty of space and the kids enjoyed exploring and picking their rooms. It's close to a Budgins and fish and chip shop so food was easily available. We went to Stanwick Lakes which is only 20mins drive away and a giant free adventure play area."
United Kingdom
Natalie B.
The price is AED 1,257
AED 1,439 total
includes taxes & fees
27 Sep - 28 Sep
House-Sleeps 8 -Parking-Garden
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 Three Swans Hotel, Market Harborough, Leicestershire

The Three Swans Hotel, Market Harborough, Leicestershire

8/10 Good
"Very nice hotel in good central position with comfortable beds, good food and its own car park, spoiled for me by the rock-hard pillows in both the rooms we stayed in on two separate nights. I asked at Reception if it was possible to get a softer one, but, was told that they were 'all the same'. They were issued centrally by the Group and the individual hotel was powerless to change them. As a result I had two nights of very poor sleep. I have now cancelled my booking for next month and will make other arrangements. Great shame. Ships and tar I'm afraid."
Ian 1-night trip
Posted 12 hours ago
The Three Swans Hotel, Market Harborough, Leicestershire

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.