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

Close

View larger map

Also consider

Europe Holidays
479632 properties
United Kingdom Holidays
59460 properties
Rutland Holidays
62 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Cottages Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Cottages Dorset
819 properties
Cottages Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Cottages Somerset
610 properties
Cottages Kent
557 properties
Cottages Sussex
770 properties
Cottages Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Cottages Yorkshire / Yorkshire Dales
1496 properties
Cottages England
41760 properties
Cottages Scotland
7758 properties
Apartments Edinburgh
1385 properties
Cottages Wales
7155 properties
Coastal Cottages
222 properties

Uppingham

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

180 Holiday homes

8

Holiday shepherds hut in Uppingham

Rutland / Uppingham

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly

from £45 / night

£230 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £45 / night

(22) 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

Enquire View

from £900 / 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

Book View

Responds fast!
avg. 3 hours 38 minutes

from £100 / night

(7) 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

from £120 / night

£635 - £745 / week

Book View

from £120 / 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 £115 / night

£560 - £785 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £115 / night

(13) Excellent 

28

Holiday apartment in Uppingham

Rutland / Uppingham

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Ask owner if suitable for children
  • Car not necessary

from £95 / night

£595 - £900 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £95 / night

8

Holiday home in Uppingham

Rutland / Uppingham

2 4 min stay varies

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

from £80 / night

£560 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £80 / night

(17) 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

Book View

from £99 / night

12

Holiday home in Uppingham

Rutland / Uppingham

3 7 3 nights min

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

from £56 / night

£398 - £974 / week

Enquire View

from £56 / 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 £54 / night

£378 - £909 / week

Enquire View

from £54 / 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
Delightful Ground Floor Apartment
Great apartment

Clean and well equipped. very nice apartment close to Uppingham centre. Great communication from owner. … 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
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