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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Compare 139 Cottages in Uppingham with updated reviews, rates, and availability.

2 Bedroom Cottage near Oakham, Rutland with 13A EV charging facility
Exterior

2 Bedroom Cottage near Oakham, Rutland with 13A EV charging facility

9.8 out of 10, Exceptional, (110)
"Wonderful thoughtful hosts. More than average amenities. They thought of all the little things to make our stay comfortable. Very cute little cottage and great location for our purposes. Definitely need a car though. Really good food at the pub and convenient to have a little store right next door. "
2 Bedroom Cottage near Oakham, Rutland with 13A EV charging facility
Beautiful, renovated 1 Bedroom Cottage, with private yard. Great location.
Exterior

Beautiful, renovated 1 Bedroom Cottage, with private yard. Great location.

10.0 out of 10, Exceptional, (2)
"Had a lovely few days/nights here. The property has everything you need for a home from home experience. The cottage is very well located for the town and all of its variety of shops, with frequent buses into Leicester city centre. Thank you for a great stay Rebecca!"
Beautiful, renovated 1 Bedroom Cottage, with private yard. Great location.
Unique house, stylish decor, with garden.
Room

Unique house, stylish decor, with garden.

10.0 out of 10, Exceptional, (1)
"This was a lovely little house. Very nicely decorated, very clean, great facilities and the host has done everything that they can to make you feel welcome. I didn’t know I wanted the hot chocolate but it was very welcome at the end of the day 😃"
Unique house, stylish decor, with garden.
2 bedroom accommodation in Oakham
Living area

2 bedroom accommodation in Oakham

8.0 out of 10, Very Good, (1)
"Spacious, comfortable cottage on a quite road within walking distance of the shops and eateries of Oakham. Rutland Water is a short drive away with its famous Ospreys, the main reason for our visit doWater us a very short drive away"
2 bedroom accommodation in Oakham
Primrose Hall Holiday Cottage, near Rutland Water
Primrose Hall

Primrose Hall Holiday Cottage, near Rutland Water

10.0 out of 10, Exceptional, (35)
"Lovely property in a lovely area. "
Primrose Hall Holiday Cottage, near Rutland Water
Gable Cottage
Front of property

Gable Cottage

3.0 star property
9.4 out of 10, Exceptional, (10)
"It was a very clean and well presented property, owner lived near by and was very helpful and friendly."
Gable Cottage
Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham
View of Number Four from the garden

Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham

9.0 out of 10, Wonderful, (6)
"A brilliant stay at this wonderful property. Hosts are so helpful and have made the property so welcoming to stay in. Easily accessible to beautiful local scenery and everything you need for an amazing stay. "
Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham
Clicker’s Cottage makes a great base to explore all that Northamptonshire has to offer.
Living area

Clicker’s Cottage makes a great base to explore all that Northamptonshire has to offer.

9.6 out of 10, Exceptional, (5)
"A cosy cottage tastefully furnished and well equipped. Lovely garden. A very relaxing place to stay."
Clicker’s Cottage makes a great base to explore all that Northamptonshire has to offer.
River Nene Cottages
Front of property - evening/night

River Nene Cottages

3.5 star property
10.0 out of 10, Exceptional, (11)
"Thank you for a wonderful stay at Rivernene Cottages. Hosts Stephen and Phil were amazing and could not do enough for all the guests. We stayed in the Yew Tree Cottage, as a family of 4 (2 teenagers) this was perfect! The entire place is immaculately kept. The sweeping garden was a great place to chill out by the bank of the river as well as the delightful heated pool which was used many times during our stay! Cottages are very well equipped with everythjng you could need for a short or...
River Nene Cottages
Yew Lodge
Exterior

Yew Lodge

3.5 star property
10.0 out of 10, Exceptional, (1)
"Its was amazing stay for us"
Yew Lodge
Raynard's Retreat - UK33401
Exterior

Raynard's Retreat - UK33401

10.0 out of 10, Exceptional, (1)
"Booked a long weekend for myself and my grown up son to catch up with friends and family who still live in the area We moved North when he was 2 years old and is now in his early 20's so spent the time going to places he went as a baby. The lodge position was perfect as it was quiet but only about 20 minutes from everything. It was cosy and comfortable with everything we needed. My son made good use of the hot tub. are definitely considering booking to do the same next year."
Raynard's Retreat - UK33401
Missy's House in the Woods - a fully accessible property that sleeps 10 guests.
Welcome to Missy's House in the Woods, Harringworth, Northamptonshire: Sitting on the edge of a 70 acre ancient woodland on the Bulwick Estate

Missy's House in the Woods - a fully accessible property that sleeps 10 guests.

10.0 out of 10, Exceptional, (1)
"This place is unique - acres of space, luxuriously appointed and full of beautiful quirky art and decor. Peaceful surroundings, great for country walks. Fantastic place for a friends' reunion weekend - we will most definitely be back!"
Missy's House in the Woods - a fully accessible property that sleeps 10 guests.
4 bedroom accommodation in Drayton
Exterior

4 bedroom accommodation in Drayton

10.0 out of 10, Exceptional, (2)
"Great little lodge nestled in the rolling countryside between Drayton and Medbourne. Perfect location for a quiet family break which is surrounded by great walking opportunities and a short drive to the local towns and Rutland waters. Would recommend ⭐️⭐️⭐️⭐️⭐️"
4 bedroom accommodation in Drayton
Church View
Exterior

Church View

3.5 star property
Church View
Think quintessentially English "chocolate box" cottage and you’ll find this is it.
Exterior

Think quintessentially English "chocolate box" cottage and you’ll find this is it.

Think quintessentially English "chocolate box" cottage and you’ll find this is it.
Charming cottage near lovely Stamford with cosy open fire and a rural location.
Exterior detail

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

2.0 out of 10, (1)
"Front door is 5 yards from busy A43. Contacted owner for key code Friday am for Friday stay did not reply till 14.21 Sunday. Builders next door Hammering just after 7 Saturday and Monday. Cover on front bed filthy. Toilet seat not attached correctly. No logs provided for log burner or tools. Welcome pack not as advertised no wine no milk no eggs no crisps small loaf. Outside area no parasols cushions left outside dirty and cigarette burn, and a broken chair. Broken glass in cupboard. Very noisy...
Charming cottage near lovely Stamford with cosy open fire and a rural location.
3 bedroom accommodation in Lubenham, near Market Harborough
Living area

3 bedroom accommodation in Lubenham, near Market Harborough

10.0 out of 10, Exceptional, (1)
"A beautiful, spacious, secluded, property with great country views. Peace and tranquility meant instant relaxation. Just a 2 mile drive to Foxton Locks, and a few miles to Market Harborough. Miles of open countryside which is very rolling, ideal for challenging cycling. My only criticism is that the sound insulation between the two semi detached properties was inadequate. Otherwise marvellous and we will return."
3 bedroom accommodation in Lubenham, near Market Harborough
Willow Lodge
Exterior

Willow Lodge

3.5 star property
Willow Lodge
Farm View House
Exterior

Farm View House

3.5 star property
10.0 out of 10, Exceptional, (1)
"Lovely and quiet at the end of the village. Real home from home. Will definitely be back to stay again in the future. Went out in Leicester so didnt try the The Stilton Cheese Inn which is only a 10 mins walk away & looks good. "
Farm View House
Pheasant Lodge - UK33402
Exterior

Pheasant Lodge - UK33402

Pheasant Lodge - UK33402
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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Other property types in Uppingham

Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham
View of Number Four from the garden

Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham

9.0 out of 10, Wonderful, (6)
"A brilliant stay at this wonderful property. Hosts are so helpful and have made the property so welcoming to stay in. Easily accessible to beautiful local scenery and everything you need for an amazing stay. "
Quiet s/c cottage with garden 5 minutes walk to the centre of Uppingham
The Gresham Aparthotel
Room

The Gresham Aparthotel

3.5 star property
9.0 out of 10, Wonderful, (292)
"After a bad start with a room which had a bad smell the manager Mark (Hills) moved us into a nice airy apartment. Mark was very apologetic & rectified the situation. "
The price is AED 286
AED 344 total
includes taxes & fees
24 Jan - 25 Jan
The Gresham Aparthotel
The Hideaway
Terrace/patio

The Hideaway

10.0 out of 10, Exceptional, (12)
"A little bit of luxury hidden away. Beautifully decorated with excellent attention to detail and fabulous service from the owner. Thank you, we would definitely come again."
The Hideaway
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.

Frequently asked questions

How much do cottages in Uppingham cost?
You can expect to pay between and per night for cottages in Uppingham. No matter your budget, a terrific stay is just 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?
Uppingham offers multiple cottages with a total average guest review rating of 9.1. Amberleigh is a good option if you love nature and an easygoing pace. Guests of this 3.5-star stay will have use of a garden and individually decorated rooms. The Windmill is another popular choice. This 3.5-star cottage comes with individually decorated rooms and WiFi.
How many cottages are there in Uppingham?
You can choose from 139 cottages in Uppingham. Whether you’re taking a trip with the kids or planning a retreat with your pals, Expedia will help you find the right space to get back to nature.
Why book your cottage in Uppingham with Expedia?
Expedia has some great cottages in Uppingham, so start packing for an unforgettable vacation on nature’s doorstep. If you’re on a budget, click on how much you’d like to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a pool or free WiFi. We’ll help you find a suitable place whatever your bank balance or plans.
How can I find cheap cottages in Uppingham?
With Expedia’s helpful filter tool, sourcing cheap cottages in Uppingham couldn’t be easier. To discover properties that are very pocket friendly, narrow down your search by amenities, budget and star rating.