Cycling holiday villas and apartments Leicestershire and Rutland | Holiday Lettings

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Leicestershire and Rutland

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58 Holiday homes

Filters applied: Cycling holidays

(16) 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

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from £41 / night

(20) Excellent 

18

Holiday cottage in Wakerley

Rutland / Wakerley

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Fantastic, unique venue, ideal for our celebration weekend” We had a great time staying at Barrowden and Wakerley Station. Set in a picturesque, quiet village - this is a very peaceful area. Our host, Alexandra, was very friendly and helpful. Th  …see more

from £100 / night

£475 - £800 / week

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from £100 / night

(5) Excellent 

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
“Family Holiday” A newly refurbished cottage set in a lovely village within a few miles of Rutland Water.The cottage is very comfortable,spacious with many extras.We would be happy to use it again.  …see more

from £130 / night

£910 / week

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from £130 / 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
Moss Cottage is an ideal base to explore the activities in and around Uppingham which itself is an historic Market Town boasting fine Restaurants, Pubs and Bistros all within walking distance of Moss Cottage. The Town of Stamford is not to be missed and only 20 minutes  …see more

from £120 / night

£495 - £675 / week

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from £120 / night

(9) Excellent 

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

from £100 / night

£700 / week

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from £100 / night

(12) 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
“Fab weekend away” I had a lovely stay at pinfold house for my friends hen do- the bedrooms were lovely and the big open kitchen/ diner made it easy to entertain.  …see more

from £840 / night

£5600 / week

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from £840 / night

(2) Excellent 

15

Holiday apartment in Uppingham

Rutland / Uppingham

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
This delightful two bedroomed apartment is situated in the centre of Uppingham with everything within walking distance. One double room, one twin room, lounge, bathroom and fully fitted kitchen. Parking space for one car and WIFI. Fully equipped. Richil House was built  …see more

from £100 / night

£490 / week

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from £100 / night

(15) Excellent 

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
“Superb” A super house in a stunning location. Extremely well presented and very well equipped. The owner was very friendly and very helpful.  …see more

from £100 / night

£870 - £1250 / week

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from £100 / night

(17) 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
“Lovely house, wonderful area.” With five bedrooms and three bathrooms, this property was ideal for us to stay with our daughter and her family, and our two dogs, giving us all plenty of space to spread out. We had some lovely walks close by and Rutla  …see more

from £165 / night

£685 - £1145 / week

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from £165 / night

(25) Excellent 

31

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
“Lovely cosy cottage. Excellent tourist location.” Lovely cosy cottage with very well equipped kitchen, beautifully furnished rooms and comfortable beds. Plainly much thought has gone into anticipating what a guest requires. The location is wonderful  …see more

from £95 / night

£550 - £660 / week

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from £95 / night

(14) Excellent 

22

Holiday home in Vale of Belvoir

Melton Mowbray / Vale of Belvoir

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
* Beautiful countryside location* High specification finish both internally and externally* Great local pub in walking distance to the cottage* 2 separate bathrooms - choice of bath or walk in shower* Luxury toiletries supplied* Generous Welcome basket<br />4 Sta  …see more

from £150 / night

£600 - £750 / week

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from £150 / night

(8) 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
“We love this place! And we loved the butterflies in the garden!” This is a genuine old English Countryside cottage (must be 300 years old?) We returned to Rutland again for the second time since 2009 and thankfully we managed to get a booking in th  …see more

from £140 / night

£495 - £700 / week

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from £140 / night

(5) Very Good 

20

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
Luxury 4* eco-friendly Lodges on the superb Greetham Valley estate near Rutland Water. Ideally located for golfing, fishing, sailing, windsurfing, birdwatching, cycling, walking – or just relaxing with family and friends! Comfortably sleep 6 in 3 bedrooms  …see more

from £84 / night

£525 - £835 / week

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from £84 / night

(21) 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
  • Ask about pets
“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 £55 / night

£305 - £385 / week

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from £55 / night

(16) Very Good 

12

Holiday farmhouse rental

Market Harborough / South Kilworth

6 17 Min stay varies

  • 6 bedrooms
  • Sleeps 17
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Family party” We had a lovely weekend at The Hollies. It was a great size, the garden was lovely and it was well equipped. Our party were from age 2 to age 80 - and we all enjoyed it. Spacious and well decorates / maintained. The owners were helpful w  …see more

from £350 / night

£2000 / week

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from £350 / night

(36) 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

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from £75 / night

(4) Excellent 

14

Apartment rental in Oakham

Rutland / Oakham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
A newly converted two bedroom self catering apartment situated in the centre of the historic market town of Oakham. The building was converted to an apartment in 2015 and provides accommodation on the first floor with two bedrooms accommodating four guests, a sitting r  …see more

from £85 / night

£535 - £795 / week

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from £85 / 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
Delightful 18th century cottage (formerly The Sun Inn) with accommodation on three floors. Wealth of exposed beams and traditional features with all modren facilities incl. wi-fi access. Located in conservation area of village, very close to Bosworth Battlefield.  …see more

from £109 / night

£585 - £845 / week

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from £109 / 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

(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
A 4* Gold Award Luxury Self Catering One Bedroom Apartment over-looking open countryside to Luffenham Heath & Golf Club.This spacious first floor apartment has a fully fitted kitchen, dining area and through lounge, full bathroom, twin Queen Size Beds (1.2  …see more

from £85 / night

£395 - £725 / week

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from £85 / night

(1) Excellent 

19

Market Bosworth holiday home rental

Leicestershire / Market Bosworth

4 5 2 nights min

  • 4 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
We live in a extended cottage, large kitchen, log burner, snug and oak floored. Very quiet and private. Located in the single road village of Carlton, one mile from Market Bosworth, an historic small market town with a few shops, high end eateries, antiques shops and go  …see more

from £90 / night

£600 / week

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from £90 / night

(9) 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

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from £125 / night

11

Holiday log cabin letting

Rutland / Oakham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Mid Week Monday - Friday and Weekend Friday - Monday Mini Breaks Available  …see more

from £166 / night

£595 - £995 / week

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from £166 / night

(15) 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

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from £60 / night

(7) Excellent 

8

Holiday log cabin in Fleckney

Leicestershire / Fleckney

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
“Excellent lodge and facilities, peaceful yet loads to do.” We had a brillant stay here for 1 week in August and our 9 and 8 year old children were upset to leave and i have to admit so where we. The accommodation is just like home from home and there'  …see more

from £75 / night

£350 / week

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from £75 / night

(11) Excellent 

18

Cottage rental in Braunston-in-Rutland

Rutland / Braunston-in-Rutland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
“nice cottage, helpful owner” Mouse Cottage is well positioned close to Oakham and is well equipped and should be comfortable. I say 'should be' because, unfortunately, the heating and hot water packed up during our stay and it was freezing! fortunatel  …see more

from £105 / night

£375 - £445 / week

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from £105 / 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
A charming and very comfortable, self-contained cottage in a beautiful, quiet, garden setting in the heart of Rutland. Close to Oakham and Stamford; perfectly located for a variety of outdoor activities, pubs and restaurants. Ideal for romantic weekends and longer stays  …see more

from £78 / night

£560 / week

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from £78 / night

(5) Very Good 

10

Cottage accommodation in Greetham with golf nearby

Rutland / Greetham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“A clean and warm cottage” A family of five have enjoyed a lovely stay at Mill cottage. It was spacious and clean and very warm throughout a cold January weekend. We cooked and ate in for two evenings. Everything needed was in the kitchen. Outside the  …see more

from £84 / night

£525 - £835 / week

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from £84 / 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
A warm welcome awaits at Garden Cottage Escapes where a luxury self-catering cottage is the base for a tailor made escape in a truly beautiful part of the Leicestershire countryside. Wide range of country pursuits, village shops and excellent pubs on hand.<br />An  …see more

from £85 / night

£595 - £695 / week

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from £85 / night

(19) Excellent 

24

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
“Amazing bolt hole in a super location” Everything about the chapel was brilliant. The warm welcome from the neighbors (hello Kev ), the beautiful and tranquil setting and the great village pub..amazing food and lovely staff. The farm shop at Win  …see more

from £60 / night

£415 - £685 / week

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from £60 / night

(6) Excellent 

9

Holiday cottage in Fleckney

Leicestershire / Fleckney

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
This charming 3* cottage situated on a working farm in rural Leicestershire offers a comfortable and relaxing holiday base to explore some of England's finest countryside  …see more

from £55 / night

£250 / week

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from £55 / night

(1) Excellent 

8

Oakham holiday apartment rental

Rutland / Oakham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
The Stables Flat is attached to our secluded farmhouse. We are surrounded by rolling fields grazed by cattle, sheep and horses. We keep pigs, ducks and hens. The house is down a quiet country lane without passing cars, apart from farm traffic. The light, airy flat has  …see more

from £37 / night

£225 - £290 / week

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from £37 / night

(3) Excellent 

10

Leicester holiday cottage rental

Leicestershire / Leicester

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
It is within easy reach by car of a number of tourist attractions: The National Space centre in Leicester, Warwick Castle, Rockingham Castle, Althorp House, Kelmarsh Hall, Bruntingthorpe Aerodrome, Northampton & Lamport Railway, Market Harborough plus lots more!  …see more

from £122 / night

£850 / week

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from £122 / night

(18) Excellent 

7

Holiday cottage in Market Harborough

Leicestershire / Market Harborough

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“A quiet getaway” The barn was a terrific find and all that we had hoped for. It was a peaceful stay in lovely surroundings. The accommodation was spotless and facilities excellent. We will definitely stay again.  …see more

from £50 / night

£280 - £425 / week

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from £50 / night

(13) Very Good 

8

Holiday cottage letting

Rutland / Wakerley

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“idylic setting for full relaxation in a fantastic property!” We stayed at the cottage for a long weekend over the early May bank holiday - that is myself my wife and our dog Dave! We were very lucky with the weather being able to make the most of t  …see more

from £125 / night

£395 - £425 / week

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from £125 / night

9

Holiday chalet in Market Harborough

Leicestershire / Market Harborough

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Located on a working farm set in 400 acres of peaceful pasture land, conveniently placed on the Northamptonshire/Leicestershire border. The site is surrounded by woodland and meadowland grazed by our own cattle, where you can watch the stunning sunset over our 5 acre la  …see more

from £77 / night

£395 - £535 / week

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from £77 / night

(14) 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
Built in the 1850s out of local limestone with a typical Rutland Colleyweston slate roof, Postbox Cottage has an array of original features. The doorway to the bakery has been preserved, as have the beams of the loft, now forming the bedrooms and bathrooms, and in the  …see more

from £80 / night

£400 - £625 / week

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from £80 / 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
“Perfect place for a quiet, luxurious holiday” My husband and I have just returned from a week at Little Thatch and it was just perfect. Martin welcomed us with a tour of the house including tips on where to watch out for the low celings - there are m  …see more

from £99 / night

£520 - £875 / week

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from £99 / night

(2) Very Good 

13

Holiday cottage in Wakerley

Rutland / Wakerley

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Suitable for children age 5+
  • Pet friendly
A converted forge within the grounds of a beautiful Georgian rectory on the Rutland-Northamptonshire border, 4m south of Rutland Water and 6m from Stamford, one of the finest Georgian stone towns in England. The Elizabethan masterpiece, Burghley house, is also close by.  …see more

from £42 / night

£290 / week

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from £42 / night

(12) Excellent 

23

Holiday cottage in Belton-in-Rutland

Rutland / Belton-in-Rutland

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 160 km
  • Child friendly
  • Ask about pets
“Perfect weekend away for four grown ups and a toddler!” We stayed at the cottage for a university reunion; four thirty something ladies and one toddler! The cottage was just as described and had every amenity that we could have asked for. The accommod  …see more

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