Lodging Image

Search Uppingham Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

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
$357 nightly
The price is $429
Aug 4 - Aug 5
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
$408 nightly
The price is $408
Aug 27 - Aug 28
Total with taxes and fees
2 bedroom accommodation in Oakham
Exterior

3. Cosy cottage in the heart of Stamford with parking

Cosy cottage in the heart of Stamford with parking
Stamford
$259 nightly
The price is $259
Sep 1 - Sep 2
Total with taxes and fees
Cosy cottage in the heart of Stamford with parking
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, (21 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.
$276 nightly
The price is $276
Aug 20 - Aug 21
Total with taxes and fees
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
Exterior

5. 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
$395 nightly
The price is $395
Aug 30 - Aug 31
Total with taxes and fees
2 bedroom accommodation in Market Overton
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
$190 nightly
The price is $190
Aug 3 - Aug 4
Total with taxes and fees
🌿 Oak Tree Cottage – A Peaceful Country Retreat on the Stoke Rochford Estate
Exterior

7. 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
$503 nightly
The price is $503
Aug 31 - Sep 1
Total with taxes and fees
1 bedroom accommodation in Sproxton
Exterior

8. 3 bedroom accommodation in Melton Mowbray

3 bedroom accommodation in Melton Mowbray
Melton Mowbray
$1,319 nightly
The price is $1,319
Aug 2 - Aug 3
Total with taxes and fees
3 bedroom accommodation in Melton Mowbray
Exterior

9. Little Launde Cottage

Little Launde Cottage
2.0 star property
Leicester
$451 nightly
The price is $541
Aug 13 - Aug 14
Total with taxes and fees
Little Launde Cottage
Cottage | Exterior

10. 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
$578 nightly
The price is $694
Aug 9 - Aug 10
Total with taxes and fees
Flat 2, The Maltings
Exterior

11. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
$1,154 nightly
The price is $1,385
Aug 16 - Aug 17
Total with taxes and fees
9 Rectory Lane
Cottage | Property grounds

12. 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
$599 nightly
The price is $719
Aug 4 - Aug 5
Total with taxes and fees
Bennett's Cottage
Cottage | Interior

13. 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
$379 nightly
The price is $455
Aug 4 - Aug 5
Total with taxes and fees
Bumble Bee
Cottage | Property grounds

14. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
$678 nightly
The price is $813
Aug 4 - Aug 5
Total with taxes and fees
Badger's Burrow
Cottage | Interior

15. 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
$678 nightly
The price is $813
Aug 10 - Aug 11
Total with taxes and fees
Squirrel's Nest
Cottage | Outdoor dining

16. Grooms Cottage

Grooms Cottage
3.0 star property
Leicester
$575 nightly
The price is $690
Aug 8 - Aug 9
Total with taxes and fees
Grooms Cottage
Exterior

17. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
$559 nightly
The price is $670
Aug 4 - Aug 5
Total with taxes and fees
The Hideout
Cottage | Outdoor dining

18. Stables Cottage

Stables Cottage
3.0 star property
Leicester
$661 nightly
The price is $793
Aug 23 - Aug 24
Total with taxes and fees
Stables Cottage
Cottage | Interior

19. Otter's View

Otter's View
3.0 star property
Oakham
$790 nightly
The price is $948
Aug 7 - Aug 8
Total with taxes and fees
Otter's View
Exterior

20. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
$429 nightly
The price is $515
Aug 7 - Aug 8
Total with taxes and fees
27 Brocklehurst
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Uppingham Hotel Reviews

Holiday Inn Express Kettering by IHG

Holiday Inn Express Kettering by IHG

8/10 Good
"Clean, friendly hotel. Breakfast was as advertised and our room was perfect for our needs. Easy to find and free, plentiful parking. Mainly seems to cater for business clientele and does its job well for a very reasonable price."
Daphne 1-night trip
Posted 7 hours ago
Holiday Inn Express Kettering by IHG

Find out more about Uppingham

Uppingham Cottages information

Number of reviews
21
Accommodation
215 Cottages
Lowest Price
$190
Highest Price
$1,385

Frequently asked questions

How much do cottages in Uppingham cost?
Prepare to pay between $190 and $1,385 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 215 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 $190 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.

Explore a world of travel with Expedia