Walking holiday villas and apartments Leicestershire and Rutland | Holiday Lettings

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Leicestershire and Rutland

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56 Holiday homes

Filters applied: Walking holidays (56)

(11) Very Good 

37

Home rental in Vale of Belvoir

Melton Mowbray / Vale of Belvoir

6 15 3 nights min

  • 6 bedrooms
  • Sleeps 15
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Under new management with recent refurbishment, further new flooring, re-decoration of hall, dining, lounge and modernisation of king en-suite bathroom. Our hot tub is onsite in garden with open views. The Property In the heart of the countryside but only 25 minutes  …see more

from £275 / night

£1450 - £3970 / week

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from £275 / 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

(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

(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 £120 / night

£500 - £750 / week

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from £120 / 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

(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

(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

(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

(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

(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 £115 / night

£485 - £665 / week

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from £115 / night

(24) Excellent 

31

Caldecott holiday cottage rental

Rutland / Caldecott

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 - £600 / week

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from £95 / night

(4) 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

(34) 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

(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

(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

(14) 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

£550 - £1250 / week

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from £100 / 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

11

Holiday log cabin rental

Leicestershire / Melton Mowbray

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Mid Week Monday - Friday and Weekend Friday - Monday Mini Breaks Available  …see more

from £66 / night

£460 - £890 / week

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from £66 / night

(5) Excellent 

26

Holiday apartment in Barrowden, Rutland

Rutland / Barrowden, Rutland

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Elegant, Tranquil, Escape.” Our only problem was we booked only the two nights, three or four would have been much better. My wife has MS, so the lift was very useful. The blurb does say it's not accessible to the disabled, and there are steps in to t  …see more

from £75 / night

£450 - £600 / week

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from £75 / 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

(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 

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

(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 & Stamford; perfectly located for a variety of outdoor activities, pubs and restaurants. Ideal for romantic weekends and longer sta  …see more

from £80 / night

£560 / week

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from £80 / 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

(4) Excellent 

8

Holiday cottage rental

Leicestershire / Market Bosworth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 £135 / night

£695 / week

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from £135 / 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 £146 / night

£610 - £970 / week

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from £146 / 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) 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
Mill Cottage is a lovely holiday cottage hidden away on the Greetham Valley estate amidst beautiful Rutland countryside. This detached 18th century barn conversion sleeps 5 + a baby and up to 2 well-behaved dogs are very welcome.  …see more

from £84 / night

£525 - £835 / week

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from £84 / 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

(21) Excellent 

20

Market Harborough holiday apartment rental

Leicestershire / Market Harborough

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 20 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 - £350 / week

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from £55 / 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

(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

(4) Excellent 

15

Holiday barn rental

Rutland / Uffington

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Self catering Barn in Stamford sleeps up to 7 Excellent base for exploring local area full of various attractions. Burghley Park just 4 miles awayWi Fi Hard surface tennis court & large shared gardens with trampoline make it ideal for families and children of all a  …see more

from £140 / night

£650 - £1420 / week

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from £140 / 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

(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

(4) Very Good 

18

Home rental in Walcote with golf nearby

Lutterworth / Walcote

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
“Mrs” We stayed here as a family when we were attending a wedding nearby. The house has everything you would expect and more. Hot tub is a great touch. Lots of nice unexpected extras like cereals, board games and DVDs to keep you entertained. Rooms ver  …see more

from £230 / night

£1150 / week

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from £230 / 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

(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

(21) Excellent 

14

Holiday cottage letting

Rutland / Oakham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden
“charming, well equipped cottage in the heart of Rutland” The cottage was charming from the moment we opened the gate into the front yard, which was a real sun trap and haven of glorious plants. The cottage itself was beautifully furnished, outstanding  …see more

from £99 / night

£520 - £840 / week

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from £99 / night

(4) Excellent 

22

Burton on the Wolds holiday cottage rental

Loughborough / Burton on the Wolds

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
A two bedroom cottage conversion sits on a 12 acre equestrian estate. If you want some peace & quiet - this is your place! Recently converted to a high standard it has everything that you will want. It is really comfortable and warm. Wifi available but at country sp  …see more

from £99 / night

£550 / week

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from £99 / night