Horse riding holiday villas and apartments Leicestershire and Rutland | Holiday Lettings

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Leicestershire and Rutland

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47 Holiday homes

Filters applied: Horse riding

(16) 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
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from £840 / night

£5600 / week

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from £840 / 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

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from £120 / night

(19) 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!
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Certificate of Excellence

from £150 / night

£850 - £1100 / week

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Responds fast!
avg. 3 hours 42 minutes

from £150 / 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

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from £135 / 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

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Responds fast!
avg. 1 hour 54 minutes

from £78 / 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
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from £60 / night

£350 - £385 / week

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from £60 / night

(4) 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

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Responds fast!
avg. 3 hours 50 minutes

from £65 / 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

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from £85 / 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.
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from £165 / night

£695 - £1145 / week

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Responds fast!
avg. 1 hour 28 minutes

from £165 / night

(22) 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
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Certificate of Excellence

from £100 / night

£450 - £700 / week

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Responds fast!
avg. 3 hours 34 minutes

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
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from £230 / night

£1150 / week

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from £230 / 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

from £100 / night

£700 / week

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from £100 / 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

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Responds fast!
avg. 3 hours 29 minutes

from £55 / night

(20) 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
“Relaxing Break” We had a lovely relaxing break in The Chapel. The property was spotlessly clean, well equipped and with excellent appliances. It was the ideal place to explore the beautiful county of Rutland.
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Certificate of Excellence

from £60 / night

£685 / week

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Responds fast!
avg. 30 minutes

from £60 / 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
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from £75 / night

£595 - £850 / week

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Responds fast!
avg. 1 hour 33 minutes

from £75 / night

(17) 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.
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from £60 / night

£380 - £1220 / week

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Responds fast!
avg. 1 hour 32 minutes

from £60 / 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

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from £84 / 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
“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
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from £140 / night

£495 - £700 / week

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Responds fast!
avg. 1 hour 28 minutes

from £140 / 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

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Responds fast!
avg. 3 hours 25 minutes

from £85 / 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

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Responds fast!
avg. 2 hours 37 minutes

from £122 / night

(3) 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

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Responds fast!
avg. 2 hours 19 minutes

from £100 / night

(19) Excellent 

23

Oakham holiday cottage rental

Rutland / Oakham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 115 km
  • Ask owner if suitable for children
  • Private garden

from £99 / night

£520 - £840 / week

Enquire View

from £99 / night

(25) Excellent 

7

Cottage accommodation in Empingham

Rutland / Empingham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Beautiful holiday home!” We found this accommodation only a few days before our trip and the owner couldn't have been more accommodating! Everything was arranged in a couple of emails and absolutely no fuss! It's amazing how this property has been
…see more

from £68 / night

£485 - £755 / week

Enquire View

from £68 / 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

Responds fast!
avg. 3 hours 47 minutes

from £84 / 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

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Responds fast!
avg. 1 hour 25 minutes

from £79 / night

(8) Excellent 

Certificate of Excellence

9

Holiday lodge accommodation

Leicestershire / Church Langton

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
“Mrs” Gorgeous peaceful setting and owners very friendly and welcoming. Accommodation clean and comfortable, owners keen to make sure we had everything we needed. We have a three year old daughter so she loved exploring in the fields adjacent and being
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Certificate of Excellence

from £65 / night

£410 - £830 / week

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Responds fast!
avg. 3 hours 50 minutes

from £65 / 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

from £150 / night

£600 - £750 / week

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Responds fast!
avg. 1 hour 47 minutes

from £150 / 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

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from £55 / 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

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Pricing unknown

(11) 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.
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Certificate of Excellence

from £100 / night

£700 / week

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from £100 / 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'
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from £75 / night

£350 / week

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Responds fast!
avg. 3 hours 29 minutes

from £75 / night

4

Lodge rental in Whitwell with golf nearby

Rutland / Whitwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

Pricing unknown

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Pricing unknown

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

from £77 / night

£395 - £535 / week

Enquire View

from £77 / 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

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Responds fast!
avg. 1 hour 1 minutes

from £160 / night

(20) 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
“Relaxing break away from it all!” We had a fantastic stay at the Victorian Barn it far exceeded our expectations and we are looking to stay again soon! Firstly the accommodation - The photos of the barn do not do it justice, it is beautifully appoi
…see more

from £50 / night

£280 - £425 / week

Enquire View

from £50 / 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
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from £99 / night

£520 - £840 / week

Enquire View

from £99 / night

6

Holiday cottage rental

Leicestershire / Breedon on the Hill

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets

from £120 / night

£840 / week

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Responds fast!
avg. 53 minutes

from £120 / night

(17) 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
“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 l
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from £99 / night

£520 - £875 / week

Enquire View

from £99 / 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

from £155 / night

£445 - £900 / week

Enquire View

from £155 / 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

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Responds fast!
avg. 3 hours 39 minutes

from £50 / night

1