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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Uppingham cottages

A red brick building with a white door, a window with a hanging flower basket, and a small evergreen tree in front.

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
The price is £318
includes taxes & fees
26 Sept - 27 Sept
5A Waterfall Way
A brick house with a tiled roof, white windows, and a visible gutter system.

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
The price is £260
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Oakham
A patio with a grill, outdoor seating, and a view of a field.

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.
The price is £205
includes taxes & fees
24 Sept - 25 Sept
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
A stone house with a pitched roof, multiple chimneys, and a paved driveway.

4. Historic 200-year old stone built Annex near Stamford, Lincolnshire

Historic 200-year old stone built Annex near Stamford, Lincolnshire
bainton
The price is £133
includes taxes & fees
26 Sept - 27 Sept
Historic 200-year old stone built Annex near Stamford, Lincolnshire
A red door with a white window, a brick building with ivy, and a clear sky.

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
The price is £328
includes taxes & fees
5 Oct - 6 Oct
2 bedroom accommodation in Market Overton
A stone house with a traditional design, featuring a central door, multiple windows, and a small garden area.

6. Charming cottage near lovely Stamford with cosy open fire and a rural location.

Charming cottage near lovely Stamford with cosy open fire and a rural location.
Stamford, near Easton-on-the-Hill
6.0 out of 10, (2 reviews)
"A very comfortable cottage. Excellent enclosed garden if you have a dog and great walks within 200 yards of the cottage to the 'deeps' or beyond to at least two longer distance paths. Stamford is ten minutes away and if yoir visiting family in the area its a great base with good road links.We had our break at half term (February) the cottage is well heated with a log burning fire!....we bought extra logs from Morrisons in Stamford (about £8 a bag).Bob and Sarah provided a great welcome pack...
United States
Bob Banks
The price is £371
includes taxes & fees
4 Oct - 5 Oct
Charming cottage near lovely Stamford with cosy open fire and a rural location.
A small stone building with a tiled roof, a wooden fence, and a paved road.

7. 1 bedroom accommodation in Sproxton

1 bedroom accommodation in Sproxton
Sproxton
10.0 out of 10, Exceptional, (9 reviews)
"A lovely cottage with some quirky touches which made it a very special and unique. Perfect location for dog walking from the door step. Always looked forward to returning to the cottage after a day out to relax and chill .Would happily recommend."
United States
Paul Taylor
The price is £383
includes taxes & fees
27 Sept - 28 Sept
1 bedroom accommodation in Sproxton
A red brick house with a front door, two windows with shutters, a small porch, and a wooden fence.

8. 3 bedroom accommodation in Melton Mowbray

3 bedroom accommodation in Melton Mowbray
Melton Mowbray
The price is £921
includes taxes & fees
25 Sept - 26 Sept
3 bedroom accommodation in Melton Mowbray
A stone cottage with a red-tiled roof, a green door, and a small garden area with a planter and a pathway.

9. 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 £338
includes taxes & fees
26 Sept - 27 Sept
Bumble Bee
A two-story house with a brick facade and a white door.

10. Little Launde Cottage

Little Launde Cottage
2.0 star property
Leicester
The price is £402
includes taxes & fees
2 Oct - 3 Oct
Little Launde Cottage
A patio with a table and chairs, a brick wall, and a view of a green field.

11. Grooms Cottage

Grooms Cottage
3.0 star property
Leicester
The price is £512
includes taxes & fees
5 Oct - 6 Oct
Grooms Cottage
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

12. 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 £604
includes taxes & fees
27 Sept - 28 Sept
Squirrel's Nest
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

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
The price is £592
includes taxes & fees
6 Oct - 7 Oct
Bee Hive
A patio area with a wooden table and chairs, surrounded by a brick wall and a wooden fence.

14. Stables Cottage

Stables Cottage
3.0 star property
Leicester
The price is £589
includes taxes & fees
27 Sept - 28 Sept
Stables Cottage
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

15. Otter's View

Otter's View
3.0 star property
Oakham
The price is £704
includes taxes & fees
14 Oct - 15 Oct
Otter's View
A traditional stone building with a sign reading "THE MALTINGS".

16. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is £498
includes taxes & fees
1 Oct - 2 Oct
The Hideout
A row of single-story cabins with a brick pathway leading to the entrance.

17. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
The price is £383
includes taxes & fees
27 Sept - 28 Sept
27 Brocklehurst
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

18. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is £906
includes taxes & fees
26 Sept - 27 Sept
Rabbit Hole
A park with picnic tables, a visitor center, and a small building with a pitched roof.

19. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
The price is £1,856
includes taxes & fees
26 Sept - 27 Sept
Gardeners Cottage
A brick building with a triangular roof, a small window, and a gated entrance.

20. Farm View House

Farm View House
3.0 star property
Melton Mowbray
The price is £681
includes taxes & fees
26 Sept - 27 Sept
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

8/10 Good
"Very nice hotel in good central position with comfortable beds, good food and its own car park, spoiled for me by the rock-hard pillows in both the rooms we stayed in on two separate nights. I asked at Reception if it was possible to get a softer one, but, was told that they were 'all the same'. They were issued centrally by the Group and the individual hotel was powerless to change them. As a result I had two nights of very poor sleep. I have now cancelled my booking for next month and will make other arrangements. Great shame. Ships and tar I'm afraid."
Ian 1-night trip
Posted 4 hours ago
The Three Swans Hotel, Market Harborough, Leicestershire

Find out more about Uppingham

Uppingham Cottages information

Number of reviews
44
Accommodation
227 Cottages
Lowest Price
£133
Highest Price
£1,856

Frequently asked questions

How much do cottages in Uppingham cost?
Prepare to pay between £133 and £1,856 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?
Pick from multiple cottages in Uppingham that have a total average guest review rating of 8.8. The Windmill is an ideal place to put your feet up between adventures. This 3.5-star cottage also has individually decorated rooms and WiFi. Ashwell is another top pick with travellers to this area. It has a 3.5-star rating and amenities including a garden and individually decorated rooms.
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?
Wing is one of the best inexpensive cottages in Uppingham. It has individually decorated rooms and a garden. Another great choice that's easy on the wallet is Tickencote. Amenities here include individually decorated rooms and a garden. Rates for cottages start at only £133 per night, so you can afford to spend more time enjoying the great outdoors. If you want to save your hard-earned money and still enjoy the best of Uppingham, add a few fantastic free attractions to your travel plans. Oakham Castle and Rutland Water Country Park will keep you entertained. 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?
Many travellers needing a family-friendly cottage in Uppingham choose Ashwell. With a 3.5-star rating and amenities such as WiFi and a stovetop, you're sure to feel at home here. Another excellent option for families seeking some time out close to nature is Cottesmore. WiFi and a patio help make this 3.5-star cottage a comfortable base for your Uppingham getaway. Uppingham has no shortage of family-friendly attractions to explore that'll entertain the kids. Oakham Castle and Rutland Water Nature Reserve promise a fun-filled day for both young and old.
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.

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