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

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235 Holiday homes

Uppingham holiday home rental

Uppingham house

5 bedrooms • 7 bathrooms • sleeps 14

from £1,031 / night

£6,183 / week

1 / 26

Holiday apartment in Uppingham

Uppingham apartment

3 bedrooms • 1 bathroom • sleeps 5

from £161 / night

£1,123 / week

1 / 29

Holiday cottage in Uppingham

Uppingham cottage

3 bedrooms • 2 bathrooms • sleeps 5

from £149 / night

£722 - £1,243 / week

1 / 29

Holiday home in Uppingham

Uppingham house

2 bedrooms • 1 bathroom • sleeps 5

from £149 / night

£1,042 / week

1 / 15

Holiday home in Uppingham

Uppingham house

3 bedrooms • 1 bathroom • sleeps 6

from £124 / night

£451 - £1,469 / week

1 / 26

Holiday cottage with golf nearby in Uppingham

Uppingham cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £189 / night

£630 - £2,041 / week

1 / 30

Holiday apartment in Uppingham

Uppingham apartment

1 bedroom • 2 bathrooms • sleeps 4

from £138 / night

£573 / week

1 / 13

Holiday home with golf nearby in Uppingham

Uppingham house

3 bedrooms • 1 bathroom • sleeps 6

from £163 / night

£489 - £3,656 / week

1 / 19

Great rentals within 20 miles that match your search

Market Harborough holiday apartment rental

Market Harborough apartment

1 bedroom • 2 bathrooms • sleeps 4

from £98 / night

£516 / week

1 / 21

Lodge rental in Whitwell with golf nearby

Whitwell lodge

3 bedrooms • 2 bathrooms • sleeps 6

Pricing unknown

1 / 4

Church Langton holiday b&b rental

Church Langton b&b

1 bedroom • 1 bathroom • sleeps 2

from £79 / night

£481 / week

1 / 16

Stamford holiday apartment rental

Stamford apartment

1 bedroom • 1 bathroom • sleeps 2

from £74 / night

£516 / week

1 / 7

Cottage accommodation in Wirksworth

Wirksworth cottage

3 bedrooms • 2 bathrooms • sleeps 8

from £161 / night

£894 / week

1 / 14

Holiday lodge in Market Deeping

Market Deeping lodge

1 bedroom • 1 bathroom • sleeps 2

from £201 / night

£1,374 - £2,605 / week

1 / 21

Holiday home accommodation

Leicester house

1 bedroom • 1 bathroom • sleeps 4

from £114 / night

£681 / week

1 / 24

Birstall holiday home rental

Birstall house

4 bedrooms • 2 bathrooms • sleeps 10

from £229 / night

£1,603 / week

1 / 6

Melton Mowbray holiday b&b rental

Melton Mowbray b&b

1 bedroom • 1 bathroom • sleeps 2

from £46 / night

£321 / week

1 / 5

Holiday b&b in Melton Mowbray

Melton Mowbray b&b

1 bedroom • 1 bathroom • sleeps 2

from £46 / night

£321 / week

1 / 5

Holiday b&b in Melton Mowbray

Melton Mowbray b&b

1 bedroom • 1 bathroom • sleeps 2

from £46 / night

£321 / week

1 / 5

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 1

from £63 / night

£441 / week

1 / 6

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Holiday cottage in Burton Coggles

Burton Coggles cottage

3 bedrooms • 1 bathroom • sleeps 9

from £266 / night

£1,013 - £2,670 / week

1 / 34

Barnsdale holiday lodge rental

Barnsdale lodge

3 bedrooms • 2 bathrooms • sleeps 6

from £156 / night

£1,088 / week

1 / 12

Kettering holiday private room rental

Kettering private room

1 bedroom • 1 bathroom • sleeps 2

from £63 / night

£441 / week

1 / 11

Holiday private room in Kettering

Kettering private room

1 bedroom • 1 bathroom • sleeps 1

from £42 / night

£289 / week

1 / 10

Holiday home in Stamford

Stamford house

3 bedrooms • 2 bathrooms • sleeps 7

from £126 / night

£802 - £1,403 / week

1 / 42

Holiday private room in Peterborough

Peterborough private room

1 bedroom • 1 bathroom • sleeps 2

from £35 / night

£218 / week

1 / 9

Peterborough holiday private room rental

Peterborough private room

1 bedroom • 1 bathroom • sleeps 1

from £32 / night

£207 / week

1 / 5

Leicester holiday home rental

Leicester house

2 bedrooms • 1 bathroom • sleeps 4

from £92 / night

£642 / week

1 / 13

Holiday home in Peterborough

Peterborough house

5 bedrooms • 4 bathrooms • sleeps 10

from £252 / night

£1,764 - £3,046 / week

1 / 23

Wellingborough holiday home rental

Wellingborough house

4 bedrooms • 1 bathroom • sleeps 5

from £126 / night

£882 / week

1 / 10

Holiday home in Market Deeping

Market Deeping house

6 bedrooms • 4 bathrooms • sleeps 12

from £630 / night

£4,867 - £12,023 / week

1 / 17

Barnsdale holiday lodge rental

Barnsdale lodge

2 bedrooms • 1 bathroom • sleeps 4

from £131 / night

£916 / week

1 / 8

Holiday bungalow in Lutterworth

Lutterworth bungalow

4 bedrooms • 3 bathrooms • sleeps 8

from £229 / night

£1,603 / week

1 / 19

Barnsdale holiday lodge rental

Barnsdale lodge

3 bedrooms • 3 bathrooms • sleeps 6

from £148 / night

£1,031 / week

1 / 14

North Kilworth holiday narrowboat rental

North Kilworth narrowboat

3 bedrooms • 1 bathroom • sleeps 6

from £164 / night

£1,145 - £2,290 / week

1 / 18

Holiday farmhouse in Aunby

Aunby farmhouse

7 bedrooms • 7 bathrooms • sleeps 20

from £450 / night

£3,150 / week

1 / 68

Kettering holiday private room rental

Kettering private room

1 bedroom • 1 bathroom • sleeps 1

from £46 / night

£321 / week

1 / 10

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Top Destination reviews

Character spacious High Street apartment in the heart of historic Uppingham
Beautiful apartment in a peaceful location

We stayed in this apartment over the bank holiday weekend and we couldn’t fault a thing. It is spacious, comfortable, well equipped and very clean. Although the apartment is on the High Street it is very quiet and peaceful. We especially liked the courtyard that was full of flowers where we could sit and relax. We met Sue on a couple of occasions and she was very helpful and friendly. If you plan to visit this area then we can highly recommend this apartment.see more
Luxury Rutland House. 5 Bedrooms/Pool/Cinema room
New Years stay

Excellent stay! Loved every minute of it! Thank you so much for making our New Year so special we all had an amazing, spacious stay! … 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

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