Cottages in Uppingham and houses – Holiday Lettings - Holiday Rentals Uppingham

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  • Rutland
  • Uppingham
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7 Holiday homes

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(10) Excellent 

30

Luxury Rutland House. 6 Bedrooms/Pool/Cinema room - Uppingham house sleeps 14

Rutland / Uppingham

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden
This house has been newly renovated and available for short break lets, weekend stays, group get together soon due to its fabulous entertaining space. The stunning open plan kitchen had dining are for 14 and breakfast bar. Fully equipped kitchen with all modern ame  …see more

from £800 / night

£5600 - £7000 / week

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from £800 / night

9

Delightful Ground Floor Apartment - Uppingham apartment sleeps 4

Rutland / Uppingham

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
This delightful two bedroomed apartment is situated in the centre of Uppingham with everything within walking distance. One double room, one twin room, lounge, bathroom and fully fitted kitchen. Parking space for one car and WIFI. Fully equipped. Richil House was built  …see more

from £100 / night

£490 / week

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from £100 / night

(5) Very Good 

13

Moss Cottage Uppingham Rutland - Uppingham cottage sleeps 5

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
Moss Cottage Rutland sleeps up to 5 people comfortably,(there is also a sofa bed, if required)The newly renovated accommodation comprises two good-sized bedrooms, and one small single room, sleeping up to 5 people in total. There is also a sofa bed in the reception room  …see more

from £105 / night

£465 - £625 / week

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from £105 / night

(6) Very Good 

23

High Street apartment. In the heart of Uppingham - Uppingham apartment sleeps 5

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask owner if suitable for children
A spacious and elegant apartment on the middle floor of a Grade II listed Georgian house. The apartment is minutes away from the Market Place; it is in a peaceful location and so handy for all that Uppingham has to offer: great restaurants, lots of independent retailers  …see more

from £100 / night

£595 - £900 / week

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from £100 / night

(3) Very Good 

12

The Corner House, Uppingham, Rutland. - Uppingham house sleeps 6

Rutland / Uppingham

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The Corner House's central location makes all the facilities that the Market town of Uppingham has to offer readily available, without the need to drive. The Corner House is an ideal base to explore the activities in and around Uppingham which itself is an historic Mar  …see more

from £135 / night

£525 - £675 / week

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from £135 / night

(15) Excellent 

24

Little Thatch - Thatched Rutland Holiday Cottage - Uppingham cottage sleeps 5

Rutland / Uppingham

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask owner if suitable for children
  • Private garden
'Chocolate Box' Luxury Thatched Cottage & Garden, 3 Bedrooms, Beautiful Local Walking & Cycling** Sister property to local Rutland thatched cottages: Sticky End, Cottesmore, Near Oakham, Rutland - Property No. 9749+Autumn Cottage, Preston, Near Oakham  …see more

from £71 / night

£495 - £825 / week

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from £71 / night

9

The Mousehole - Uppingham cottage sleeps 4

Rutland / Uppingham

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Stunning cottage in rural Preston village in between oakham and Uppingham. Two double bedrooms with pretty patio area and kitchen diner ideal for entertaining. 5 minute drive from Rutland water, and 20 minutes drive from stamford. The charming cottage happily sleeps fou  …see more

from £75 / night

£465 / week

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from £75 / night

Top Destination reviews

Little Thatch - Thatched Rutland Holiday Cottage
Perfect place for a quiet, luxurious holiday

My husband and I have just returned from a week at Little Thatch and it was just perfect. Martin welcomed us with a tour of the house including tips on where to watch out for the low celings - there are many! There was also freshly baked cake, tea, … see more
The Corner House, Uppingham, Rutland.
Homely and luxurious rolled into one

Corner House was the perfect place for our long weekend stay at Uppingham. We arrived on a cold January day and immediately felt so welcomed in, as the house was warm and inviting - like going into a friend's house! The mix between the antique furnit … see more
Luxury Rutland House. 6 Bedrooms/Pool/Cinema room
What more could you want from a hen?

With 7 bridesmaids, 1 heavily pregnant and a couple who are not big on the drinking scene, I really struggled to think of a hen event that would satisfy everyone. We stayed at the Pinfold for the weekend and I could not have had a better hen weekend. … see more

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