Houses in Uppingham and cottages – Holiday Lettings - Holiday Rentals Uppingham

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Uppingham

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8 Holiday homes

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(13) Excellent 

30

Uppingham holiday home rental

Rutland / Uppingham

5 14 2 nights min

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min
  • Swimming pool
  • Pet friendly
  • Private garden
“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 cou  …see more

from £840 / night

£5600 / week

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from £840 / night

(9) Excellent 

31

Holiday apartment in Uppingham

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask owner if suitable for children

from £100 / night

£595 - £900 / week

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from £100 / night

(6) Very Good 

14

Cottage rental in Uppingham

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £120 / night

£495 - £675 / week

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from £120 / night

(2) Excellent 

15

Holiday apartment in Uppingham

Rutland / Uppingham

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

from £100 / night

£490 / week

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from £100 / night

(3) Very Good 

18

Holiday home in Uppingham

Rutland / Uppingham

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“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 hous  …see more

from £115 / night

£545 - £720 / week

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from £115 / night

(16) Excellent 

24

Holiday cottage in Uppingham

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
“Delightful Chocolate Box Cottage” What a delightful cottage so quaint and pretty. Thank you to Martin and Julia for creating such gem of a place to stay in. The Kitchen is stocked with every utensil you can think of, there were tea, milk, coffee and l  …see more

from £99 / night

£520 - £875 / week

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from £99 / night

9

Holiday cottage in Uppingham

Rutland / Uppingham

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

from £75 / night

£465 / week

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from £75 / night

12

Rutland / Uppingham

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly

from £55 / night

£380 - £928 / week

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from £55 / night

Top Destination reviews

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
Little Thatch - Thatched Rutland Luxury Holiday Cottage
Delightful Chocolate Box Cottage

What a delightful cottage so quaint and pretty. Thank you to Martin and Julia for creating such gem of a place to stay in. The Kitchen is stocked with every utensil you can think of, there were tea, milk, coffee and luxury biscuits waiting for us on … see more