Cottages in Leicestershire and Rutland and Apartments – Holiday Lettings - Holiday Rentals Leicestershire and Rutland

Close

View larger map

Also consider

West Country
12,996 properties
Northern England
7,505 properties
London
6,110 properties
Cornwall
5,830 properties
Devon
4,361 properties
South East England
4,093 properties
Yorkshire
3,297 properties
East Anglia
2,530 properties
Cumbria
2,150 properties
Norfolk
1,905 properties
Sussex
1,777 properties
Dorset
1,525 properties
Dorset
1,525 properties
Somerset
1,280 properties
East Sussex
1,219 properties
Cotswolds
1,108 properties
Isle of Wight
993 properties
Kent
929 properties
Kent
929 properties
Lincolnshire
809 properties

Leicestershire and Rutland

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

122 Holiday homes

(17) 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
“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 brilli
…see more

from £840 / night

£5600 / week

Enquire View

from £840 / night

(10) Excellent 

14

Holiday cottage in Oakham

Rutland / Oakham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Private garden
“A Real Gem” We stayed here for a week whilst moving house, just so we had somewhere as a bit of a 'bolthole' so the decorators and plumbers could do some work on our new purchase. This cottage is so well equipped and comfortable, with such a pretty co
…see more

from £125 / night

£715 - £765 / week

Enquire View

from £125 / night

(1) Excellent 

6

Apartment rental in Loughborough

Leicestershire / Loughborough

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min

from £60 / night

£420 / week

Book View

from £60 / night

(7) Excellent 

29

Holiday cottage rental

Melton Mowbray / Vale of Belvoir

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 130 km
  • Child friendly
  • Private garden

from £85 / night

£595 - £695 / week

Book View

from £85 / night

(17) Excellent 

18

Holiday apartment in Leicester

Leicestershire / Leicester

1 3 14 nights min

  • 1 bedroom
  • Sleeps 3
  • 14 nights min
  • Child friendly
  • Car not necessary
“Perfect in every way!” We stayed at the Cotton Mill for 18 days in June/July 2013 and we loved it! It clean, nicely decorated and well supplied. The city center, shopping, bus station, train station, restaurants and market were all nearby. We espec
…see more

from £41 / night

£287 / week

Book View

from £41 / night

(12) Excellent 

Certificate of Excellence

15

Leicester holiday cottage rental

Leicestershire / Leicester

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Private garden
“A Little Gem” Wonderfully comfortable little cottage. A perfect base for exploring the local attractions. Plus a great and thoughtful host.
…see more

Certificate of Excellence

from £100 / night

£700 / week

Book View

from £100 / night

(1) Excellent 

15

Holiday apartment in Leicester

Leicestershire / Leicester

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly

from £125 / night

£875 / week

Book View

from £125 / night

(20) Excellent 

Certificate of Excellence

28

Holiday cottage in Hambleton

Rutland / Hambleton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Wonderful!” A beautiful cottage in a stunning location Well equipped, clean and comfortable. Loved the little extras like bread from the local bakery. We will back!
…see more

Certificate of Excellence

from £150 / night

£850 - £1100 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £150 / night

(9) Very Good 

8

North Luffenham holiday home rental

Rutland / North Luffenham

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly
“perfect retreat!!” What a fantastic property. The accommodation was excellent with plenty of room to spread out. The local pub provided a great evening meal on Saturday (we also had lunch there as well). Local to Rutlands towns and the water. Could no
…see more

from £140 / night

£495 - £700 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £140 / night

(6) 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 £125 / night

£610 - £730 / week

Book View

from £125 / night

(4) Excellent 

8

Holiday cottage rental

Leicestershire / Market Bosworth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £135 / night

£695 - £845 / week

Book View

from £135 / night

(19) Very Good 

23

Holiday home accommodation

Rutland / Cottesmore

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Absolutely a Memorable stay” Very nice reception. Very spacious and ideal for family. Will definitely recommend this property. Simon the care taker was always ready to help.
…see more

from £165 / night

£695 - £1145 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from £165 / night

(24) Excellent 

Certificate of Excellence

18

Holiday cottage in Wakerley

Rutland / Wakerley

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
“Brilliant get-away” Absolutely amazing time away from hectic city life. The property was formerly a railway station so it is quite special when you think of the history behind the layout of the house, e.g. the original station stairs and entrance door
…see more

Certificate of Excellence

from £100 / night

£450 - £700 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from £100 / night

(1) Excellent 

4

Lutterworth holiday apartment rental

Leicestershire / Lutterworth

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £50 / night

£300 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £50 / night

(39) Very Good 

24

Stamford holiday cottage rental

Rutland / Stamford

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
“Perfect cosy cottage stay” The photographs of this property are fantastic and don't even do it justice- this is one of those rare occasions where it is better in real life! The cottage is gorgeous, really beautifully and thoughtfully decorated in a
…see more

from £75 / night

£595 - £850 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £75 / night

(18) Excellent 

7

Stretton holiday cottage rental

Rutland / Stretton

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Private garden
“Short Stay 2 nights” Very comfortable. Good service nice location. great access to A1 for travelling home. Went to Rutland Water very nice. liked the local pub across the road but was full in the evening for a meal.
…see more

from £60 / night

£380 - £1220 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £60 / night

(1)  

10

Holiday apartment in Leicester

Leicestershire / Leicester

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Car not necessary

from £125 / night

£756 / week

Book View

from £125 / night

(23) Excellent 

Certificate of Excellence

29

Holiday converted chapel in Wing

Oakham / Wing

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Ask owner if suitable for children
“Gem of a property” We recently stayed st the Chapel at Wing for my husbands birthday/ biking weekend and could not fault this beautiful conversation. It is open plan and small but perfect for a family of four and so cleverly thought out, with so much
…see more

Certificate of Excellence

from £59 / night

£685 / week

Book View

Responds fast!
avg. 24 minutes

from £59 / 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

Book View

from £120 / night

(5) Excellent 

Certificate of Excellence

11

Holiday cottage in Empingham

Rutland / Empingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Mr” We had a lovely weekend in this beautiful cottage! The attention to detail both for decoration and furniture makes this cottage stand out from the rest. We will definitely be back! Big thank you to Alison and Kenneth.
…see more

Certificate of Excellence

from £80 / night

£560 - £1050 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from £80 / night

(20) Excellent 

24

Edith Weston holiday cottage rental

Rutland / Edith Weston

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Pet friendly

from £90 / night

£475 - £625 / week

Enquire View

from £90 / night

(1) Excellent 

8

Oakham holiday apartment rental

Rutland / Oakham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £55 / night

£290 / week

Book View

from £55 / night

(3) Excellent 

11

Leicester holiday cottage rental

Leicestershire / Leicester

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden

from £122 / night

£850 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £122 / night

(2) Excellent 

19

Holiday home in Oakham

Rutland / Oakham

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Lovely spacious but cosy house for a weekend away” We stayed at Orchard House for a weekend away for a friend's hen do. We had an excellent stay in the house, felt really comfortable and was very easy to get around (although we only went as far as Rut
…see more

from £400 / night

£2500 / week

Book View

from £400 / night

(5) Excellent 

11

Stamford holiday apartment rental

Rutland / Stamford

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden

from £85 / night

£395 - £725 / week

Book View

from £85 / night

(7) Excellent 

Certificate of Excellence

17

Holiday cottage in Cottesmore

Rutland / Cottesmore

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Cosy home in pretty village” Dicks Cottage is a delightful thatched cottage in a pretty village. It's extremely well equipped and very warm and cosy. We had everything we needed. Kitchen is well equipped and the beds are very comfortable. We had a ver
…see more

Certificate of Excellence

from £160 / night

£1120 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from £160 / night

(6) Very Good 

Certificate of Excellence

12

Holiday guest house in Hambleton

Rutland / Hambleton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Clean, friendly, wonderful views, perfect place to stay.” What a wonderful place to stay. The owner was there to greet us with a friendly welcome. Beautiful fresh locally baked bread, butter, milk, biscuits etc. were all left out for our arrival, a ve
…see more

Certificate of Excellence

from £75 / night

£350 - £450 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £75 / night

(16) Very Good 

12

Holiday apartment in Leicester

Leicestershire / Leicester

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
“Really Nice Flat - Stayed for four months as part of Business Trip” I stayed in a really nice and modern flat as part of UR stay apartments in Templar House in for a period of four months. I was working in Leicester for business and did try other serv
…see more

from £75 / night

£490 / week

Book View

from £75 / night

(5) Excellent 

23

Holiday home in Stretton

Rutland / Stretton

3 6 3 nights min

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

from £100 / night

£500 - £770 / week

Book View

Responds fast!
avg. 2 hours 19 minutes

from £100 / night

(4) Very Good 

17

Holiday apartment in Oakham

Rutland / Oakham

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £79 / night

£553 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £79 / night

(5) Excellent 

16

Church Langton holiday b&b rental

Leicestershire / Church Langton

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children

from £65 / night

£395 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from £65 / night

(3) Excellent 

20

B&b rental in Barnsdale

Oakham / Barnsdale

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation

from £78 / night

£560 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £78 / night

(5) Very Good 

27

Holiday lodge with golf nearby in Greetham

Rutland / Greetham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Pet friendly

from £84 / night

£525 - £835 / week

Book View

from £84 / night

7

Holiday apartment in Ullesthorpe

Leicestershire / Ullesthorpe

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £80 / night

£450 / week

Book View

from £80 / night

(27) Excellent 

Certificate of Excellence

33

Caldecott holiday cottage rental

Rutland / Caldecott

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 15 km
  • Child friendly
  • Pet friendly
“This cottage has everything!” We have stayed in many cottages but this one was really hard to beat. Everything was just perfect; beds, sofa and chairs very comfortable and the kitchen was well equipped with everything we needed. There was a very gen
…see more

Certificate of Excellence

from £95 / night

£550 - £660 / week

Book View

Responds fast!
avg. 35 minutes

from £95 / night

(3) Excellent 

19

Holiday apartment in Hinckley

Leicestershire / Hinckley

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £70 / night

£400 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £70 / night

(25) Excellent 

21

Market Harborough holiday apartment rental

Leicestershire / Market Harborough

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 12 km
  • Child friendly
  • Pet friendly
“All I could wish for” Peter and Louise made me very welcome. The facility is spotless and very comfortable. Every basic supply was provided, including home made preserve. Situated in a quiet village, with plenty of local attractions and walks. Home
…see more

from £60 / night

£350 - £385 / week

Book View

from £60 / night

(4) Excellent 

13

Apartment rental in Oakham

Rutland / Oakham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £85 / night

£535 - £795 / week

Book View

Responds fast!
avg. 3 hours 47 minutes

from £85 / night

16

Holiday home in Thornton

Leicestershire / Thornton

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly

from £69 / night

£478 - £1030 / week

Enquire View

from £69 / night

(6) Excellent 

9

Holiday cottage in Fleckney

Leicestershire / Fleckney

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

from £55 / night

£250 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £55 / night

1