Holiday rentals in Leicestershire and Rutland: Villas, Cottages and Apartments

Close

View larger map

Also consider

West Country
12,019 properties
London
7,457 properties
Northern England
7,061 properties
Cornwall
5,241 properties
Devon
4,278 properties
South East England
3,776 properties
Yorkshire
3,102 properties
East Anglia
2,387 properties
Cumbria
2,033 properties
Norfolk
1,803 properties
Sussex
1,697 properties
Dorset
1,292 properties
Dorset
1,292 properties
Somerset
1,208 properties
East Sussex
1,166 properties
Cotswolds
1,124 properties
Isle of Wight
913 properties
Kent
854 properties
Kent
854 properties
Lincolnshire
745 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

108 Holiday homes

(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

Book View

from £41 / 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

Book View

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

Enquire View

from £840 / 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

Book View

from £130 / 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
These stylish modern apartments provide an excellent location for any visitor. You'll be right in the heart of Leicester city centre, within easy reach of a wide range of shops, restaurants, bars and much more. De Montfort University is also nearby, and attractions  …see more

from £125 / night

£756 / week

Book View

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 £120 / night

£495 - £675 / week

Book View

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

Book View

from £100 / night

14

Holiday apartment rental

Leicestershire / Leicester

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
At Keswick House Apartments you can relax in the knowledge that you will be looked after by a professional team who strive for excellence in service by providing a comfortable home away from home during your visit to Leicester. We have carefully designed our apartments  …see more

from £89 / night

£483 / week

Book View

from £89 / night

6

Holiday cottage in Manton, Rutland

Leicestershire / Manton, Rutland

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Lettuce Lodge forms part of Broccoli Bottom along with 5 other self catering properties and 2 bed and breakfast rooms. All a few steps from one another, makes it an ideal place for group get togethers but giving each party their own private space. Total 27 guests.<br  …see more

from £105 / night

£605 / week

Book View

from £105 / 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

(1) 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
Moo Cow cottage on Stocken Hall farm is situated in the beautiful County of Rutland. Stylish, charming and homely would be the best way to describe this beautiful Farm Cottage which is tastefully decorated in a farm like theme and situated on an active working family fa  …see more

from £100 / night

£395 - £600 / week

Book View

from £100 / 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

Book View

from £85 / 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

Book View

from £125 / 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

Book View

from £100 / night

10

Holiday tented camp in Exton

Rutland / Exton

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
The Exton Estate is a large rural estate located in the heart of picturesque Rutland, the smallest historic county in England. The Estate is within easy reach of Oakham, Stamford, Leicester, Peterborough and Nottingham. Lantern & Larks has established a campsite wit  …see more

from £129 / night

£1119 - £1821 / week

Enquire View

from £129 / 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

Book View

from £95 / 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

Book View

from £100 / 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

Book View

from £350 / 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

Book View

from £109 / night

(3) Excellent 

19

Holiday apartment in Hinckley

Leicestershire / Hinckley

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
Are you looking for self catering accommodation in Hinckley? This one bedroomed apartment in a brand new conversion is ideal for a business or social stay in the area. The apartment is light and airy and has designated parking for one vehicle. It consists of a large l  …see more

from £70 / night

£400 / week

Book View

from £70 / night

(1) Excellent 

14

Ashby de la Zouch holiday home rental

Leicestershire / Ashby-de-la-Zouch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This fine lodge is in a woodland clearing in the grounds of Staunton Harold Hall, part of a traditional country estate in Leicestershire. The lodge, built using estate timber, provides a contemporary retreat overlooking the parkland.  …see more

from £159 / night

£1111 - £1650 / week

Enquire View

from £159 / 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

Book View

from £115 / night

(1) Excellent 

15

Holiday apartment in Leicester

Leicestershire / Leicester

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
Freemans Meadow offers a range of well appointed accommodation in a pleasant riverside setting. Each apartment has its own balcony, fully fitted kitchen and stylish furnishings, making this an ideal home from home whether your stay is for business of leisure.Bas  …see more

from £125 / night

£875 / week

Book View

from £125 / 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

Book View

from £150 / night

(8) Excellent 

31

Holiday apartment in Uppingham

Rutland / Uppingham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask owner if suitable for children
A spacious and elegant apartment on the middle floor of a Grade II listed Georgian house. The apartment is minutes away from the Market Place; it is in a peaceful location and so handy for all that Uppingham has to offer: great restaurants, lots of independent retailers  …see more

from £100 / night

£595 - £900 / week

Book View

from £100 / night

(3) Very Good 

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

from £80 / night

£560 - £1050 / week

Book View

from £80 / 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

Book View

from £84 / night

(5) Very Good 

12

Holiday guest house in Hambleton

Rutland / Hambleton

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
“A beautiful retreat” As the first guests of this stunning Annex, which is beautifully furnished and has a surround balcony we had a perfect two night break . The views of the lake are spectacular and from the Annex it is great for biking , walks  …see more

from £75 / night

£350 / week

Book View

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

Enquire View

from £80 / 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

Enquire View

from £166 / night

(1) Excellent 

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
This beautiful self catering apartment is located in the heart of the town centre of Oakham, Rutland. Accommodation-Living room with sofa bed (sleeps 2) family bathroom, bedroom (kingsize or 2 singles) and kitchen. Perfectly situated just a 2 minute walk from the train  …see more

from £59 / night

£413 / week

Book View

from £59 / 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

Book View

from £140 / 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

Book View

from £90 / 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

Book View

from £165 / 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

Book View

from £75 / 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

Book View

from £60 / 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

Book View

from £55 / night

12

Log cabin rental in Oakham

Rutland / Oakham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
Mini breaks available, Monday - Friday or Friday - Monday  …see more

from £200 / night

£620 - £1025 / week

Enquire View

from £200 / 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

Pricing unknown

Enquire View

Pricing unknown

(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

Book View

from £60 / night