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
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Uppingham cottages

1 bedroom, individually decorated, individually furnished, free WiFi

Sunflower

Sunflower
2.5 star property
Northampton
$365 nightly
The price is $438
Jul 18 - Jul 19
Total with taxes and fees
Sunflower
Outdoor dining

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, (20 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.
$285 nightly
The price is $285
Jul 6 - Jul 7
Total with taxes and fees
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
Exterior

Bennett's Cottage, Oakham

Bennett's Cottage, Oakham
Oakham
$574 nightly
The price is $574
Jul 3 - Jul 4
Total with taxes and fees
Bennett's Cottage, Oakham
Exterior

Cosy cottage in the heart of Stamford with parking

Cosy cottage in the heart of Stamford with parking
Stamford
$231 nightly
The price is $231
Jun 22 - Jun 23
Total with taxes and fees
Cosy cottage in the heart of Stamford with parking
Exterior

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
$388 nightly
The price is $388
Jun 28 - Jun 29
Total with taxes and fees
2 bedroom accommodation in Oakham
Exterior

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
$442 nightly
The price is $442
Jun 21 - Jun 22
Total with taxes and fees
2 bedroom accommodation in Market Overton
Exterior

3 bedroom accommodation in Melton Mowbray

3 bedroom accommodation in Melton Mowbray
Melton Mowbray
$1,186 nightly
The price is $1,186
Jun 25 - Jun 26
Total with taxes and fees
3 bedroom accommodation in Melton Mowbray
Exterior

Daisy

Daisy
3.0 star property
Northampton
$366 nightly
The price is $439
Jul 18 - Jul 19
Total with taxes and fees
Daisy
Exterior

Daffodil

Daffodil
3.0 star property
Northampton
$381 nightly
The price is $457
Jul 18 - Jul 19
Total with taxes and fees
Daffodil
Exterior

The Oak Room - Windmill Country Retreats

The Oak Room - Windmill Country Retreats
2.5 star property
Melton Mowbray
$371 nightly
The price is $445
Jun 25 - Jun 26
Total with taxes and fees
The Oak Room - Windmill Country Retreats
Cottage | Interior

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
$353 nightly
The price is $423
Jul 1 - Jul 2
Total with taxes and fees
5A Waterfall Way
Fridge, toaster, cookware/dishes/utensils

Freesia

Freesia
3.0 star property
Northampton
$388 nightly
The price is $465
Jul 2 - Jul 3
Total with taxes and fees
Freesia
Exterior

Little Launde Cottage

Little Launde Cottage
2.0 star property
Leicester
$445 nightly
The price is $534
Jul 19 - Jul 20
Total with taxes and fees
Little Launde Cottage
Exterior

The Walnut Room - Windmill Country Retreats

The Walnut Room - Windmill Country Retreats
2.0 star property
Melton Mowbray
$379 nightly
The price is $454
Jun 25 - Jun 26
Total with taxes and fees
The Walnut Room - Windmill Country Retreats
Cottage | Property grounds

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
$422 nightly
The price is $507
Jul 1 - Jul 2
Total with taxes and fees
Bennett's Cottage
Exterior

Molly's Way

Molly's Way
3.0 star property
Melton Mowbray
$514 nightly
The price is $617
Jun 30 - Jul 1
Total with taxes and fees
Molly's Way
Dining

The Cuckoo's Rest

The Cuckoo's Rest
3.0 star property
Melton Mowbray
10.0 out of 10, Exceptional, (1 review)
"Great place close to where I needed to be"
United Kingdom
barry
$434 nightly
The price is $521
Jul 1 - Jul 2
Total with taxes and fees
The Cuckoo's Rest
Cottage | Exterior

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
$571 nightly
The price is $685
Jun 25 - Jun 26
Total with taxes and fees
Flat 2, The Maltings
Cottage | Outdoor dining

Teal Cottage

Teal Cottage
2.0 star property
Melton Mowbray
$468 nightly
The price is $561
Jul 1 - Jul 2
Total with taxes and fees
Teal Cottage
Exterior

Farm View House

Farm View House
3.0 star property
Melton Mowbray
$755 nightly
The price is $906
Jul 19 - Jul 20
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.
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

10/10 Excellent
"The front desk staff is not very friendly. I don’t feel comfortable"
Joseph 1-night trip
Posted 13 hours ago
Holiday Inn Express Kettering by IHG

Find out more about Uppingham

Uppingham Cottages information

Number of reviews
30
Accommodation
215 Cottages
Lowest Price
$231
Highest Price
$1,186

Frequently asked questions

How much do cottages in Uppingham cost?
Prepare to pay between $231 and $1,186 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 9.7.
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 $231 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