Photo by Jules & Jenny

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Our top choices for Uppingham cottages

1. Bennett's Cottage

Bennett's Cottage
3.5 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"Lovely property and the local support staff were close by and very friendly"
United Kingdom
Matthew
The price is ₹40,360
₹48,432 total
includes taxes & fees
15 Nov - 16 Nov
Bennett's Cottage

2. 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 ₹36,517
₹43,820 total
includes taxes & fees
13 Nov - 14 Nov
5A Waterfall Way

3. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
The price is ₹47,167
₹56,601 total
includes taxes & fees
1 Dec - 2 Dec
9 Rectory Lane

4. Bumble Bee

Bumble Bee
3.0 star property
Oakham
5.0 out of 10, (2 reviews)
"There is no parking … How you can advertise bumping up a high kerb onto the pavement to park is wrong , we would not of booked this property … Only suitable for 2 people not 4 Needs a good deep clean "
United Kingdom
Johann
The price is ₹38,740
₹46,489 total
includes taxes & fees
11 Nov - 12 Nov
Bumble Bee

5. Gardeners Cottage

Gardeners Cottage
2.5 star property
Oakham
The price is ₹213,014
₹255,617 total
includes taxes & fees
11 Nov - 12 Nov
Gardeners Cottage

6. 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 ₹67,883
₹81,460 total
includes taxes & fees
11 Nov - 12 Nov
Bee Hive

7. 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 ₹69,288
₹83,146 total
includes taxes & fees
11 Nov - 12 Nov
Squirrel's Nest

8. Stables Cottage

Stables Cottage
3.0 star property
Leicester
The price is ₹67,532
₹81,039 total
includes taxes & fees
14 Nov - 15 Nov
Stables Cottage

9. Grooms Cottage

Grooms Cottage
3.0 star property
Leicester
The price is ₹58,754
₹70,505 total
includes taxes & fees
11 Nov - 12 Nov
Grooms Cottage

10. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is ₹103,932
₹124,718 total
includes taxes & fees
11 Nov - 12 Nov
Rabbit Hole

11. Otter's View

Otter's View
3.0 star property
Oakham
The price is ₹80,758
₹96,910 total
includes taxes & fees
12 Nov - 13 Nov
Otter's View

12. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is ₹57,116
₹68,539 total
includes taxes & fees
17 Nov - 18 Nov
The Hideout

13. Farm View House

Farm View House
3.0 star property
Melton Mowbray
The price is ₹78,184
₹93,820 total
includes taxes & fees
17 Nov - 18 Nov
Farm View House

14. Buckingham House

Buckingham House
3.0 star property
Oakham
The price is ₹86,253
₹103,504 total
includes taxes & fees
16 Nov - 17 Nov
Buckingham House

15. The Walnut Room - Windmill Country Retreats

The Walnut Room - Windmill Country Retreats
2.0 star property
Melton Mowbray
The price is ₹38,389
₹46,067 total
includes taxes & fees
13 Nov - 14 Nov
The Walnut Room - Windmill Country Retreats
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.

Learn more about Uppingham

These charming market towns showcase historic architecture with Uppingham's antique shops and Oakham's impressive castle featuring a unique collection of ceremonial horseshoes. Explore the quaint independent boutiques and tea rooms, then visit nearby Rutland Water for sailing, cycling, and spotting ospreys at the nature reserve.

A church interior with wooden pews, a central aisle, and a stained glass window.
Photo by Jules & Jenny
Open Photo by Jules & Jenny

Top reviews in Uppingham

Frequently Asked Questions

How much do cottages in Uppingham cost?

Prepare to pay between ₹36,516 and ₹213,014 per night for cottages in Uppingham. No matter your budget, a wonderful stay is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Uppingham?

A guest favourite is The Windmill. Get comfortable at this 3.5-star stay which offers individually decorated rooms and WiFi. Ashwell is another popular option to look into. Unpack your suitcases at this 3.5-star cottage and you'll have access to conveniences such as individually decorated rooms and a garden. You can pick from multiple cottages in Uppingham with a total average guest review rating of 9.4.

How many cottages are there in Uppingham?

Enjoy reconnecting with nature in one of the cottages waiting for you in Uppingham. To help you choose your ideal place, take advantage of our filters to search for must-have amenities.

What are the best cheap cottages in Uppingham?

With cottages starting from ₹36,516 per night, you can afford to stay a little longer in Uppingham! One retreat that's easy on your pocket is Wing. It offers useful amenities like individually decorated rooms and a garden. Another cost-effective pick where you can relax and slow the pace down is Tickencote. Individually decorated rooms and a garden are among the conveniences here. Visiting free attractions in Uppingham will stretch your holiday budget even further. Oakham Castle and Rutland Water Country Park are must-do's. With the cash you save, why not explore some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Are there any family-friendly cottages in Uppingham?

Spend your family holiday at Ashwell, a 3.5-star cottage just a quick drive from downtown. Amenities here include WiFi and a stovetop. Another family-friendly option where you can swap the concrete jungle for wide open spaces is Cottesmore. WiFi and a patio help make this 3.5-star cottage a guest favourite. Once you've checked in and dropped off your bags, there are plenty of family-friendly attractions to see in and around Uppingham. Oakham Castle and Rutland Water Country Park are two of our top suggestions.

Why book your cottage in Uppingham with Expedia?

Reserving a cottage in Uppingham is as simple as entering your travel dates and selecting your ideal place for a holiday in the outdoors. From luxurious retreats to inexpensive stays and cottages that include amenities like laundry facilities, Expedia has something for all traveller styles. As for the best offers around? We have them too!

How can I find cheap cottages in Uppingham?

The quickest way to track down cheap cottages in Uppingham is with Expedia's filter tool. Narrow your search results by budget, star rating and amenities to take advantage of awesome prices in just a few clicks.