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Compare 190 Vacation Homes in Uppingham with updated reviews, rates, and availability.

Rectory Farm Barn
Interior
Rectory Farm Barn
3.5 star property
10.0 out of 10, Exceptional, (1)
"This is a lovely spacious 3 bedroom barn, nicely decorated and has everything you need inside, I can't recommended this place highly enough."
Rectory Farm Barn
The Hideaway
Property grounds
The Hideaway
10.0 out of 10, Exceptional, (11)
"Well-appointed, clean and had everything one would need. Great for a short stay."
The Hideaway
Gordon House, 4 Bedroom Home from Home in Kettering
Room
Gordon House, 4 Bedroom Home from Home in Kettering
4.0 out of 10, (3)
"This property is excellent for a target market of people travelling for work who just need a functional place to sleep and aren't fussy about the conveniences and luxuies usual in holiday let properties. We were happy with our stay because we had full days planned and were only in the property from 10pm to 8am each day, but I wouldn't recommend a holiday here if relaxing at the property would be part of the plan. The staircase is too steep for anyone older than 65ish or younger than 7ish....
Gordon House, 4 Bedroom Home from Home in Kettering
Waterside Luxury Living
Exterior
Waterside Luxury Living
Waterside Luxury Living
Cosy 2 bedroom detached house
Dining
Cosy 2 bedroom detached house
Cosy 2 bedroom detached house
The Stone House Summa
The Stone House Summa
8.0 out of 10, Very Good, (2)
"We really enjoyed our stay at this property! House has nice interior, lots of attention to detail. It has games, good quality linens, well equipped kitchen with nice tableware. Such nice touches like we found bacon, sausages, eggs, bread and juice left for us for breakfast! 100% recommend!"
The Stone House Summa
Leicester Gem: Beautiful 4BD Home with Garden
Others
Leicester Gem: Beautiful 4BD Home with Garden
Leicester Gem: Beautiful 4BD Home with Garden
Piper Lodge- A light filled conversion of an ancient building - rural location
Welcome to Piper House
Piper Lodge- A light filled conversion of an ancient building - rural location
9.6 out of 10, Exceptional, (15)
"Excellent short break to accommodate all of my brothers/sisters/partners. Piper House is amazing! We all enjoyed the outdoor activities: Tennis, Table tennis and Badminton. Superb location, only wished we could have stayed a little longer. Would definitely go back. Thank you. "
Piper Lodge- A light filled conversion of an ancient building - rural location
Lady Charlotte house is suitable for workers and large families for vacation
Interior
Lady Charlotte house is suitable for workers and large families for vacation
The price is AED 1,223
AED 1,375 total
includes taxes & fees
23 Sep - 24 Sep
Lady Charlotte house is suitable for workers and large families for vacation
Pretty Northamptonshire cottage overlooking the Brampton Valley
Exterior
Pretty Northamptonshire cottage overlooking the Brampton Valley
9.6 out of 10, Exceptional, (15)
"The property was beautiful with lots of character. It was clean and well maintained and the flowers were a nice touch. The layout and location worked well with our 3 boys. The location is beautiful and it is a great location to explore that part of England."
Pretty Northamptonshire cottage overlooking the Brampton Valley
lovely 3 bed house
Room
lovely 3 bed house
9.0 out of 10, Wonderful, (6)
"We thoroughly enjoyed our stay and would come back. "
lovely 3 bed house
5 Bedroom, 3 Bathroom House with Back Garden
Living area
5 Bedroom, 3 Bathroom House with Back Garden
The price is AED 917
AED 1,480 total
includes taxes & fees
29 Sep - 30 Sep
5 Bedroom, 3 Bathroom House with Back Garden
The Broadway Rooms with parking and restaurant, close to National Space Centre
Interior
The Broadway Rooms with parking and restaurant, close to National Space Centre
The price is AED 259
AED 377 total
includes taxes & fees
1 Oct - 2 Oct
The Broadway Rooms with parking and restaurant, close to National Space Centre
Elderflower Cottage, fresh countryside bungalow 1.5 miles from historic Stamford
Exterior
Elderflower Cottage, fresh countryside bungalow 1.5 miles from historic Stamford
10.0 out of 10, Exceptional, (6)
"The cottage is in a lovely rural location with 2 nice pubs within walking distance and only 5-10 minutes drive from Stamford. Would highly recommend "
Elderflower Cottage, fresh countryside bungalow 1.5 miles from historic Stamford
kvm - Sugar Way House
Exterior
kvm - Sugar Way House
9.0 out of 10, Wonderful, (2)
The price is AED 342
AED 1,150 total
includes taxes & fees
6 Oct - 7 Oct
kvm - Sugar Way House
Peterborough, perfect for contractors, 4 bedrooms, 7 beds
Room
Peterborough, perfect for contractors, 4 bedrooms, 7 beds
Peterborough, perfect for contractors, 4 bedrooms, 7 beds
2 bedroom cottage in Stamford
2 bedroom cottage in Stamford
10.0 out of 10, Exceptional, (2)
"One of the nicest rental properties we have ever stayed at! Joanne’s property was exceptionally clean and beautifully decorated and just a few minutes walk from central Stamford. Joanne was very attentive and house was well equipped. Would love to come back again! "
2 bedroom cottage in Stamford
Modern 3 storey town house, surrounded by beautiful Rutland Countryside
Private kitchen
Modern 3 storey town house, surrounded by beautiful Rutland Countryside
9.4 out of 10, Exceptional, (3)
"Aldi Morrisons and McDonald's are a couple of mins drive. Restaurants and shops 10 mins slow walk but car park also near by shops. Comfortable stay, we used as a base for biking 15 miles round Rutland water. Double bedroom on ground floor with toilet by the door. Then another double on top floor with ensuite shower room. A twin room and a bunk bed room with main bath room and over bath shower. Very good for large families. We didn't use the kitchen because chippy was also good near by. "
Modern 3 storey town house, surrounded by beautiful Rutland Countryside
Chater Barn Summary:
Chater Barn Summary:
10.0 out of 10, Exceptional, (6)
"A beautiful property with everything you need and more. Plenty of space both indoors and outdoors. Quality furnishings. Ample parking for four cars. Loads to do in the area. We will stay here again."
Chater Barn Summary:
NEW Luxury Countryside Retreat for Family and Friends
"Wow! Without a doubt the most luxurious, cleanest & best equipped Airbnb I've ever stayed in - just book it - you won't regret it !" - Lucy, New York.
NEW Luxury Countryside Retreat for Family and Friends
10.0 out of 10, Exceptional, (31)
"We had a wonderful stay at the Rectory Farm for the Christmas Holidays. We stayed in the two bedroom loft which was perfect for our family. We saw some fantastic wildlife including a badger, ducks, birds and loved the rolling green English countryside."
The price is AED 807
AED 1,145 total
includes taxes & fees
22 Oct - 23 Oct
NEW Luxury Countryside Retreat for Family and Friends
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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)
"Fantastic place, nice and cosy. Beautiful sun trap in the garden. Parking was tricky but the town is small and can park in most places fairly easily."
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, (269)
"The staff were courteous and extremely helpful. They didn’t hesitate in offering assistance to me and my mother as we were hustling to leave the property."
The price is AED 363
AED 423 total
includes taxes & fees
26 Sep - 27 Sep
The Gresham Aparthotel
The Hideaway
Property grounds
The Hideaway
10.0 out of 10, Exceptional, (11)
"Well-appointed, clean and had everything one would need. Great for a short stay."
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.