Best Cottages in Uppingham in 2026

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Our top choices for Uppingham cottages

1 bedroom, individually decorated, individually furnished, free WiFi

Sunflower

Northampton

includes taxes & fees

26 Jun - 27 Jun

The Cottage · Luxury Romantic Retreat in Idyllic Rural Location

Clipston

Mashkoor A.

includes taxes & fees

7 Jul - 8 Jul

Bennett's Cottage, Oakham

Oakham

includes taxes & fees

29 Jun - 30 Jun

2 bedroom accommodation in Oakham

Oakham

Margaret Watters

includes taxes & fees

28 Jun - 29 Jun

1 bedroom accommodation in Sproxton

Sproxton

Lynn Hubbard

includes taxes & fees

26 Jun - 27 Jun

Cosy cottage in the heart of Stamford with parking

Stamford

includes taxes & fees

25 Jun - 26 Jun

2 bedroom accommodation in Market Overton

Market Overton

Dewyl1

includes taxes & fees

29 Jun - 30 Jun

🌿 Oak Tree Cottage – A Peaceful Country Retreat on the Stoke Rochford Estate

Stoke Rochford

includes taxes & fees

29 Jun - 30 Jun

3 bedroom accommodation in Melton Mowbray

Melton Mowbray

includes taxes & fees

25 Jun - 26 Jun

The Oak Room - Windmill Country Retreats

Melton Mowbray

includes taxes & fees

28 Jun - 29 Jun

Daisy

Northampton

includes taxes & fees

26 Jun - 27 Jun

The Walnut Room - Windmill Country Retreats

Melton Mowbray

includes taxes & fees

26 Jun - 27 Jun

Daffodil

Northampton

includes taxes & fees

26 Jun - 27 Jun

5A Waterfall Way

Market Harborough

Lewis

includes taxes & fees

26 Jun - 27 Jun

Little Launde Cottage

Leicester

includes taxes & fees

26 Jun - 27 Jun

Molly's Way

Melton Mowbray

includes taxes & fees

29 Jun - 30 Jun

Bennett's Cottage

Oakham

Matthew

includes taxes & fees

30 Jun - 1 Jul

Fridge, toaster, cookware/dishes/utensils

Freesia

Northampton

includes taxes & fees

26 Jun - 27 Jun

Teal Cottage

Melton Mowbray

includes taxes & fees

11 Jul - 12 Jul

The Old Bakery Cottage

Werrington

includes taxes & fees

3 Jul - 4 Jul

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Top Uppingham Hotel Reviews

Holiday Inn Leicester - Wigston by IHG

8/10 Good

"Clean room although too small for a queen bed and a made up sofa bed - which I didn’t need. Plenty of parking space. Good choice of food for breakfast. Complimentary water. Nice air con and a fabulous shower"

Orton Hall Hotel & Spa

8/10 Good

"Our room was perfect for us, a good size and lovely and quiet. Corridors were quiet and the floor did not creak as you walked along so we slept very well. Bed was very good, pillows less so. Hotel is in an excellent location for walking down the canal, ponds and woods, lots of green space just a walk away. The food at the restaurant was not as good as we were hoping but there are 2 very good pubs very close which served very good food. All in all though, for us, a very enjoyable stay"

The Three Swans Hotel, Market Harborough, Leicestershire

8/10 Good

"My stay was only three nights but it turned out to be like two separate stays. I was checked into a single room as requested and was initially delighted with it. But I then found that it coincided with football being shown on a large screen TV just yards away in the courtyard from my window, and that my room was next door to a gents toilet open to the visitors (ie public). And after experiencing the toilet door banging every 30 seconds and a hand dryer whirring literally the other side of the wall from my desk space, I had to ask to move. This was handled most professionally and I was shifted to a super and much larger room above a conference centre. I have read on reviews that this could also be noisy at times but I seemed to be almost the only person in that building, so it was super quiet. Apart from night time road works going on 50 yards away, that is (and of course outside the hotel's control). Advice to others: ask if the hotel is hosting any event in their courtyard and if so, avoid rooms close by. I did not eat at the hotel so my only contact with staff was with reception. They were terrific and a credit to the Three Swans. Car parking was easy and safe enough although the layout is a bit higgledy-piggledy, and I simply cannot fathom why it is also used as a public pay and display. If I had arrived late at night to find the parking full and not even all with hotel customers, I don't think I would be too pleased."

Ramada Encore by Wyndham Leicester City Centre

8/10 Good

"Very helpful staff, nice size room and disable toilet tastefully decorated and appeared to be a very popular place to stay. It right in the heart of Leicester which is great downside is it I could hear all the partying from my second floor room. Oh there is no parking I think the ncp car park has closed I used the nearby Highcross for parking overnight I was charged £6.50 (bargain). Also very confusing check-in time I’m sure it was advertised as being 2:00pm but the confirmation e- mail I received said 3:00pm"

Find out more about Uppingham

Uppingham Cottages information

Number of reviews	37
Accommodation	213 Cottages
Lowest Price	£143
Highest Price	£892

Frequently asked questions

How much do cottages in Uppingham cost?

Prepare to pay between £143 and £892 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 9.7. 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 213 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 £143 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.

Search Uppingham Cottages

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Uppingham cottages

Sunflower

The Cottage · Luxury Romantic Retreat in Idyllic Rural Location

Bennett's Cottage, Oakham

2 bedroom accommodation in Oakham

1 bedroom accommodation in Sproxton

Cosy cottage in the heart of Stamford with parking

2 bedroom accommodation in Market Overton

🌿 Oak Tree Cottage – A Peaceful Country Retreat on the Stoke Rochford Estate

3 bedroom accommodation in Melton Mowbray

The Oak Room - Windmill Country Retreats

Daisy

The Walnut Room - Windmill Country Retreats

Daffodil

5A Waterfall Way

Little Launde Cottage

Molly's Way

Bennett's Cottage

Freesia

Teal Cottage

The Old Bakery Cottage

Find holiday rentals that suit your style

Top Uppingham Hotel Reviews

Holiday Inn Leicester - Wigston by IHG

Find out more about Uppingham

Uppingham Cottages information

Frequently asked questions

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