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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 138 Cottages in Uppingham with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (111)
"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
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.
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.
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
A stunning and spacious holiday accommodation in a beautiful and quiet village close to Oakham.
Living area

A stunning and spacious holiday accommodation in a beautiful and quiet village close to Oakham.

10.0 out of 10, Exceptional, (2)
"Beautiful quiet and restful village. Highly recommend."
A stunning and spacious holiday accommodation in a beautiful and quiet village close to Oakham.
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
3 bedroom accommodation in Uppingham
Exterior

3 bedroom accommodation in Uppingham

10.0 out of 10, Exceptional, (1)
"All very easy & cottages for you very helpful in booking in a pet."
3 bedroom accommodation in Uppingham
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
Family and Dog Friendly 3 bedroom holiday Cottage near Oakham & Rutland Water
Property grounds

Family and Dog Friendly 3 bedroom holiday Cottage near Oakham & Rutland Water

10.0 out of 10, Exceptional, (19)
"This is a really lovely property, lots of space with an excellent, very well equiped, kitchen leading on to a big secure garden. we were a three generation family with a dog and the space worked brilliantly. We entertained family and had lots of children visit, the garden toys and sit on tractors where a huge success. I can honestly say we had everything we needed for a very comfortable stay. Jennifer is so helpful and made us feel completely at home, the cottage has lots of nice touches and...
Family and Dog Friendly 3 bedroom holiday Cottage near Oakham & Rutland Water
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.
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.
Gable Cottage
Front of property

Gable Cottage

3.0 star property
9.4 out of 10, Exceptional, (10)
"We were met with a warm welcome and introduction to everything we needed. A lovely home baked loaf of bread too. Very comfortable and well equipped stay, thank you. "
Gable Cottage
Hare's Furrow - UK12607
Exterior

Hare's Furrow - UK12607

10.0 out of 10, Exceptional, (2)
Hare's Furrow - UK12607
3 bedroom accommodation in Lubenham, near Market Harborough
Outdoor dining

3 bedroom accommodation in Lubenham, near Market Harborough

10.0 out of 10, Exceptional, (2)
"The actual property was clean an a good size the hot tub was marvellous an the views were good with nobody looking over you and away from the main road Everything was there for cooking an cleaning an good information about the history of the local village just down the road"
3 bedroom accommodation in Lubenham, near Market Harborough
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...
The price is SAR 2,283
SAR 2,283 total
includes taxes & fees
8 Mar - 9 Mar
Charming cottage near lovely Stamford with cosy open fire and a rural location.
2 bedroom accommodation in Easton On The Hill, near Stamford
Living area

2 bedroom accommodation in Easton On The Hill, near Stamford

10.0 out of 10, Exceptional, (1)
"Nice two bedrooms cottage in lovely little village with garden . All essentials provided inside which was lovely . Near to some great pubs and eateries and close to the beautiful town of Stamford ."
2 bedroom accommodation in Easton On The Hill, near Stamford
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
"Stunning. The most beautiful location and the most luxurious stay - I cried when it was time to leave." Sarah, London.

The Cottage · Luxury Romantic Retreat in Idyllic Rural Location

10.0 out of 10, Exceptional, (19)
"What a fantastic place to stay. Beautifully designed and in the most gorgeous of settings. Very, very clean & everything we needed was provided. Kitchen/dining full of the latest tech & appliances. Comy sofa & great tv in lounge area. The bathroom & bedroom upstairs were so lovely. The communication with Susan & being shown around on check-in by Gaia was superb. The driving instructions were spot on. A wonderful location, so quiet & peaceful with lovely views of the countryside. We thoroughly...
The price is SAR 739
SAR 1,018 total
includes taxes & fees
26 Feb - 27 Feb
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
Farm View House
Exterior

Farm View House

3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely spacious stay! Hot tub was great. Clean property and great communication from host. Would recommend "
Farm View House
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
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
3 bedroom accommodation in Uppingham
Exterior

3 bedroom accommodation in Uppingham

10.0 out of 10, Exceptional, (1)
"All very easy & cottages for you very helpful in booking in a pet."
3 bedroom accommodation in Uppingham
The Gresham Aparthotel
Room

The Gresham Aparthotel

3.5 star property
9.0 out of 10, Wonderful, (306)
"Very comfortable 5 night stay for the comedy festival. Friendly staff. Only thing that would have been better if there was a toaster in the kitchen area of my room. "
The price is SAR 287
SAR 344 total
includes taxes & fees
2 Mar - 3 Mar
The Gresham Aparthotel
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 SAR 739 and SAR 2,283 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?
A guest favorite is The Windmill. Settle in at this 3.5-star stay which comes with individually decorated rooms and WiFi. Ashwell is another popular option worth considering. Put your bags down at this 3.5-star cottage and take advantage of conveniences such as individually decorated rooms and a garden. You’ll have your pick of multiple cottages in Uppingham with a total average guest review rating of 9.3.
How many cottages are there in Uppingham?
You can choose from 138 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.