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

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Uppingham cottages

Cottage | Exterior

1. Flat 2, The Maltings

Flat 2, The Maltings
3.0 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"Beautiful apartment, far bigger than the photos suggest. It's tastefully decorated and really well equipped. The host was friendly and helpful. Ten out of ten!"
United Kingdom
M
$584 nightly
The price is $700
Sep 2 - Sep 3
Total with taxes and fees
Flat 2, The Maltings
Exterior

2. 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
$363 nightly
The price is $363
Sep 27 - Sep 28
Total with taxes and fees
2 bedroom accommodation in Oakham
Outdoor dining

3. 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.
$279 nightly
The price is $279
Sep 3 - Sep 4
Total with taxes and fees
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
Exterior

4. 2 bedroom accommodation in Market Overton

2 bedroom accommodation in Market Overton
Market Overton
10.0 out of 10, Exceptional, (1 review)
"Wonderful peaceful cottage, as a family weve had a much needed break, and were able to explore our family history in surrounding villages. Very much recommended....."
United Kingdom
Dewyl1
$404 nightly
The price is $404
Sep 6 - Sep 7
Total with taxes and fees
2 bedroom accommodation in Market Overton
Exterior

5. 1 bedroom accommodation in Sproxton

1 bedroom accommodation in Sproxton
Sproxton
10.0 out of 10, Exceptional, (9 reviews)
"A superb little cottage. Couldn't fault it for comfort, facilities and cleanliness. Hosts hospitality was also excellent."
United States
Lynn Hubbard
$507 nightly
The price is $507
Aug 31 - Sep 1
Total with taxes and fees
1 bedroom accommodation in Sproxton
Exterior

6. 3 bedroom accommodation in Melton Mowbray

3 bedroom accommodation in Melton Mowbray
Melton Mowbray
$1,252 nightly
The price is $1,252
Sep 3 - Sep 4
Total with taxes and fees
3 bedroom accommodation in Melton Mowbray
Exterior

7. Little Launde Cottage

Little Launde Cottage
2.0 star property
Leicester
$455 nightly
The price is $546
Sep 2 - Sep 3
Total with taxes and fees
Little Launde Cottage
Cottage | Interior

8. 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
$361 nightly
The price is $433
Aug 31 - Sep 1
Total with taxes and fees
5A Waterfall Way
Cottage | Interior

9. 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
$684 nightly
The price is $821
Sep 2 - Sep 3
Total with taxes and fees
Squirrel's Nest
Exterior

10. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
$814 nightly
The price is $976
Sep 11 - Sep 12
Total with taxes and fees
9 Rectory Lane
Cottage | Interior

11. 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
$383 nightly
The price is $459
Sep 13 - Sep 14
Total with taxes and fees
Bumble Bee
Cottage | Outdoor dining

12. Grooms Cottage

Grooms Cottage
3.0 star property
Leicester
$580 nightly
The price is $696
Sep 6 - Sep 7
Total with taxes and fees
Grooms Cottage
Cottage | Property grounds

13. 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
$670 nightly
The price is $804
Aug 31 - Sep 1
Total with taxes and fees
Bee Hive
Cottage | Outdoor dining

14. Stables Cottage

Stables Cottage
3.0 star property
Leicester
$667 nightly
The price is $800
Aug 31 - Sep 1
Total with taxes and fees
Stables Cottage
Exterior

15. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
$564 nightly
The price is $677
Sep 3 - Sep 4
Total with taxes and fees
The Hideout
Cottage | Interior

16. Otter's View

Otter's View
3.0 star property
Oakham
$797 nightly
The price is $957
Aug 31 - Sep 1
Total with taxes and fees
Otter's View
Property grounds

17. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
$1,026 nightly
The price is $1,231
Aug 31 - Sep 1
Total with taxes and fees
Rabbit Hole
Exterior

18. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
$433 nightly
The price is $520
Sep 11 - Sep 12
Total with taxes and fees
27 Brocklehurst
Property grounds

19. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
$2,103 nightly
The price is $2,524
Aug 31 - Sep 1
Total with taxes and fees
Gardeners Cottage
Exterior

20. Farm View House

Farm View House
3.0 star property
Melton Mowbray
$772 nightly
The price is $926
Aug 31 - Sep 1
Total with taxes and fees
Farm View 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

The Three Swans Hotel, Market Harborough, Leicestershire

The Three Swans Hotel, Market Harborough, Leicestershire

10/10 Excellent
"Second time in two weeks at this hotel. Wouldn’t hesitate booking again. Ideal location with good facilities and friendly staff"
David 1-night trip
Posted 7 hours ago
The Three Swans Hotel, Market Harborough, Leicestershire

Find out more about Uppingham

Uppingham Cottages information

Number of reviews
43
Accommodation
227 Cottages
Lowest Price
$279
Highest Price
$2,524

Frequently asked questions

How much do cottages in Uppingham cost?
Prepare to pay between $279 and $2,524 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 favorite 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 9.2.
How many cottages are there in Uppingham?
Enjoy reconnecting with nature in one of the 227 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 $279 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 vacation 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 vacay 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 favorite. 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 vacation in the outdoors. From luxurious retreats to inexpensive stays and cottages that include amenities like laundry facilities, Expedia has something for all traveler 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.

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