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 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Uppingham cottages

Cottage | Interior

1. 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
Sep 1 - Sep 2
Total with taxes and fees
5A Waterfall Way
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
$404 nightly
The price is $404
Aug 27 - Aug 28
Total with taxes and fees
2 bedroom accommodation in Oakham
Exterior

3. 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
$400 nightly
The price is $400
Aug 30 - Aug 31
Total with taxes and fees
2 bedroom accommodation in Market Overton
Outdoor dining

4. 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 7 - Sep 8
Total with taxes and fees
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
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. 🌿 Oak Tree Cottage – A Peaceful Country Retreat on the Stoke Rochford Estate

🌿 Oak Tree Cottage – A Peaceful Country Retreat on the Stoke Rochford Estate
Stoke Rochford
$240 nightly
The price is $240
Aug 23 - Aug 24
Total with taxes and fees
🌿 Oak Tree Cottage – A Peaceful Country Retreat on the Stoke Rochford Estate
Exterior

7. 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

8. Little Launde Cottage

Little Launde Cottage
2.0 star property
Leicester
$456 nightly
The price is $547
Aug 27 - Aug 28
Total with taxes and fees
Little Launde Cottage
Cottage | Exterior

9. 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 $701
Aug 27 - Aug 28
Total with taxes and fees
Flat 2, The Maltings
Exterior

10. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
$830 nightly
The price is $996
Sep 11 - Sep 12
Total with taxes and fees
9 Rectory Lane
Cottage | Interior

11. 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 3 - Sep 4
Total with taxes and fees
Squirrel's Nest
Cottage | Interior

12. 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
Aug 24 - Aug 25
Total with taxes and fees
Bumble Bee
Cottage | Outdoor dining

13. Stables Cottage

Stables Cottage
3.0 star property
Leicester
$667 nightly
The price is $801
Aug 24 - Aug 25
Total with taxes and fees
Stables Cottage
Cottage | Outdoor dining

14. 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

15. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
$684 nightly
The price is $821
Sep 1 - Sep 2
Total with taxes and fees
Badger's Burrow
Cottage | Interior

16. Otter's View

Otter's View
3.0 star property
Oakham
$800 nightly
The price is $960
Sep 21 - Sep 22
Total with taxes and fees
Otter's View
Exterior

17. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
$564 nightly
The price is $677
Aug 27 - Aug 28
Total with taxes and fees
The Hideout
Property grounds

18. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
$1,027 nightly
The price is $1,232
Sep 1 - Sep 2
Total with taxes and fees
Rabbit Hole
Exterior

19. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
$434 nightly
The price is $520
Sep 19 - Sep 20
Total with taxes and fees
27 Brocklehurst
Property grounds

20. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
$2,104 nightly
The price is $2,525
Aug 27 - Aug 28
Total with taxes and fees
Gardeners Cottage
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
"Had a room in the old part of the hotel at the front which was a tad noisy from the traffic immediately outside. That said, everything else was good/excellent and this is a nice hotel in the centre of a lovely town."
Christopher 1-night trip
Posted 5 hours ago
The Three Swans Hotel, Market Harborough, Leicestershire

Find out more about Uppingham

Uppingham Cottages information

Number of reviews
42
Accommodation
227 Cottages
Lowest Price
$240
Highest Price
$2,525

Frequently asked questions

How much do cottages in Uppingham cost?
Prepare to pay between $240 and $2,525 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 9.1.
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 $240 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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