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

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191 Holiday homes

(8) Excellent 

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

from £110 / night

£625 - £795 / week

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Responds fast!
avg. 2 hours 30 minutes

from £110 / night

(23) Excellent 

31

Uppingham holiday home rental

Rutland / Uppingham

5 14 2 nights min

  • 5 bedrooms
  • sleeps 14
  • 2 nights min
  • Swimming pool
  • Pet friendly
  • Private garden

from £900 / night

£5,400 / week

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from £900 / 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 £105 / night

£565 - £730 / week

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Responds fast!
avg. 2 hours 30 minutes

from £105 / night

(14) Excellent 

28

Holiday apartment in Uppingham

Rutland / Uppingham

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary

from £95 / night

£500 - £605 / week

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Responds fast!
avg. 58 minutes

from £95 / night

(5) 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 - £560 / week

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from £100 / night

(18) Excellent 

29

Holiday cottage in Uppingham

Rutland / Uppingham

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Private garden

from £99 / night

£520 - £1,000 / week

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from £99 / night

7

Holiday home in Uppingham

Rutland / Uppingham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Private garden

from £100 / night

£700 / week

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Responds fast!
avg. 58 minutes

from £100 / night

26

Holiday home in Uppingham

Rutland / Uppingham

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £56 / night

£392 - £960 / week

Enquire View

from £56 / night

12

Holiday home in Uppingham

Rutland / Uppingham

3 7 3 nights min

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

from £57 / night

£403 - £983 / week

Enquire View

from £57 / night

Top Destination reviews

Luxury Rutland House. 5 Bedrooms/Pool/Cinema room
Wonderful for a family get together!

So impressed by this house! It was perfect for my 50th birthday family celebration. So much space! Great to have the pool, sauna and hot tub..even the gym facilities and darts were used. The cinema room was brilliant too. So many bathrooms, great cooking facilities, large garden...I really can't fault the house. Katie was really helpful; explaining how to use all the facilities. I would really recommend this place and have great memories now of a fab weekend...thanks!see more
The Corner House, Uppingham, Rutland.
Perfect place to stay

A lovely house right in the centre of Uppingham. The rooms are perfectly furnished to make the stay homely, elegant and comfortable. Great for 3 couples or for a family reunion with small children included. We will be back. … see more
Delightful Ground Floor Apartment
Comfortable apartment in centre of Uppingham

The apartment is in the centre of Uppingham, just minutes walk from shops, pubs and restaurants. We enjoy our stays so much that we never look at other accommodation in the area. Uppingham won a gold medal for flower displays and the Spring flowers were beautiful. Oakham is a pleasant town and a little further is Stamford is beautiful. Rutland is a small but lovely county, 'Much in little'.see more
Little Thatch, Seaton, Uppingham - 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 arrival. The cottage is home from home. It is a good base for visiting Rutland Water, Stamford, Oakham, Burleigh House, and Uppingham. Well done Martin and Julia on the presentation of the cottage as a whole.see more