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Cottages in Rutland and Self catering accommodation - Holiday Lettings - Holiday Rentals Rutland

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148 Holiday homes

Holiday cottage in Hambleton

Hambleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,031 / week

1 / 30

Holiday home in Greetham

Greetham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £140 / night

£978 / week

1 / 14

Oakham holiday lodge rental

Oakham lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £139 / night

£974 / week

1 / 6

Lodge rental in Whitwell with golf nearby

Whitwell lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 4

Holiday cottage letting

Cottesmore cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £166 / night

£1,026 - £1,187 / week

1 / 25

Home accommodation in Oakham

Oakham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £225 / night

£1,571 - £5,651 / week

1 / 30

Holiday farmhouse in Manton

Manton farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazing dog friendly farm style apartment!” Home away from home. Stylish, à la cottage apartment with stunning views and amazing location for long walks just moments from Ruthland Water. Very pleasnat and helpful owner. This farm with animals around would be great fun for kids too. We enjoyed our stay and exploring the area. Very peaceful place to recharge your batteries. Extremely comfortable bed and cute bird feeder outside our window are our favourites! Thank you Caroline

from £98 / night

£606 - £823 / week

1 / 24

Holiday home in Oakham

Oakham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £630 / night

£4,409 / week

1 / 13

Holiday home rental

Oakham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £161 / night

£1,123 / week

1 / 17

Cottesmore holiday cottage rental

Cottesmore cottage

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £176 / night

£676 - £2,528 / week

1 / 38

Holiday home in Cottesmore

Cottesmore house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £224 / night

£842 - £1,409 / week

1 / 14

Holiday converted chapel in Wing

Wing converted chapel

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £144 / night

£1,002 / week

1 / 49

Cottage rental in Barnsdale with golf nearby

Barnsdale cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £197 / night

£591 - £1,957 / week

1 / 44

North Luffenham holiday cottage rental

North Luffenham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £104 / night

£407 - £1,322 / week

1 / 25

Holiday cottage with golf nearby in Cottesmore

Cottesmore cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £188 / night

£563 - £1,673 / week

1 / 22

Holiday home in Oakham

Oakham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £195 / night

£1,363 / week

1 / 27

Cottage letting in Barnsdale with golf nearby

Barnsdale cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £204 / night

£612 - £2,053 / week

1 / 46

Holiday cottage with golf nearby in Barnsdale

Barnsdale cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £204 / night

£612 - £2,048 / week

1 / 45

Holiday log cabin with golf nearby in Barnsdale

Barnsdale log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £210 / night

£630 - £2,088 / week

1 / 38

Holiday log cabin with golf nearby in Greetham

Greetham log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £196 / night

£653 - £1,945 / week

1 / 54

Holiday cottage in Barnsdale

Barnsdale cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £197 / night

£591 - £1,957 / week

1 / 26

Holiday cottage in Barnsdale

Barnsdale cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £197 / night

£591 - £1,957 / week

1 / 29

Holiday cottage in Exton

Exton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £197 / night

£591 - £1,957 / week

1 / 26

Holiday cottage in Wing

Wing cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£413 - £1,289 / week

1 / 32

Holiday apartment with golf nearby in Oakham

Oakham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£475 - £1,344 / week

1 / 14

Holiday cottage in Market Overton

Market Overton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £185 / night

£995 / week

1 / 20

Holiday cottage with golf nearby in Barnsdale

Barnsdale cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £204 / night

£612 - £2,048 / week

1 / 47

Barnsdale holiday cottage rental

Barnsdale cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £204 / night

£612 - £2,053 / week

1 / 44

Holiday shepherds hut in Belton-in-Rutland

Belton-in-Rutland shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £195 / night

£1,363 / week

1 / 24

Greetham holiday log cabin rental

Greetham log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £149 / night

£520 - £1,532 / week

1 / 38

Holiday home with golf nearby in Langham

Langham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £114 / night

£471 - £1,344 / week

1 / 19

Holiday log cabin with shared pool in Greetham

Greetham log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £196 / night

£680 - £2,067 / week

1 / 45

Holiday cottage in Barnsdale

Barnsdale cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £204 / night

£612 - £2,048 / week

1 / 27

Holiday cottage in Oakham

Oakham cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £120 / night

£424 - £1,408 / week

1 / 29

Holiday home in Uppingham

Uppingham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £172 / night

£1,203 / week

1 / 15

Holiday cottage letting

Whissendine cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £120 / night

£385 - £1,268 / week

1 / 18

Holiday log cabin with shared pool, golf nearby in Greetham

Greetham log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £167 / night

£579 - £1,685 / week

1 / 42

Holiday lodge in Exton

Exton lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £218 / night

£1,409 - £1,890 / week

1 / 13

Holiday yurt rental

Greetham yurt

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 36

from £166 / night

£1,140 / week

1 / 65

Log cabin rental in Greetham with indoor pool, golf nearby

Greetham log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £147 / night

£509 - £1,492 / week

1 / 37

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Rutland holidays

The smallest county in England, this East Midlands delight is predominantly rural, and therefore incredibly scenic. With the enormous Rutland Water lake in the centre of the county, and plenty of activities on offer, isn’t it time you booked your next holiday rental in Rutland?

About Rutland

But there's lots of excitement to be had, both on and off the lake, and some incredible routes for walking, cycling, or just generally exploring.

What to Do

Uncover local history at the Rutland County Museum, and get a feel for what it would be like to live in such a rural area. Oakham Castle is a charming place to look around, with an unusual horseshoe collection that's well worth checking out.

Get out on the lake. Whether you prefer sailing or fishing, it's a beautiful place to spend some time. Or head for Aqua Park Rutland, an adrenaline-packed inflatable obstacle experience on the water that the adventurous will love.

Top Rutland Travel Tips

To enjoy some of the best of the rural English countryside, be sure to book your next holiday rental in Rutland today.

Top Destination reviews

Luxury Holiday Retreat near Rutland Water
Great stay

Great staycation. Exactly what my friends and I were looking for! In the country for plenty of walks and close enough to Stamford for a wander around! Alison and Ken were really helpful and gave us plenty of information and replied quickly to any queries Thank you! … see more
Sticky End - Thatched Rutland Luxury Holiday Cottage
Beautiful cosy thatched cottage with a real log fire

This cottage was immaculate, everything we needed was provided. It was very tastefully decorated, unique, comfy beds, spotless including the bathroom - we could not fault a thing, the attention to detail was excellent. The owners could not have been more welcoming and went out of their way to help us settle in - we didn't want to leave and would definitely visit again. In the visitors book were many repeat guests - we hope to be too. We very highly recommend this cottage for anyone looking for a break away in this area.see more
Rutland View, Oakham, Rutland luxury accommodation sleeping up to 8 guests
Lovely spacious town house.

Good location near Rutland Water, lovely warm, spacious yet cozy house for get together with friends. … see more
Modern bright refurbished house - walking distance to beautiful historic town
A comfortable holiday home in a beautifu town

We really enjoyed our stay at the house. It is a really nice, cosy, clean and comfortable house, in a beautiful town with plenty to do and enjoy in the surrounding areas. We stayed for the weekend with our two children (12 and 10). … see more
PUDDLEDUCK COTTAGE, RUTLAND
Perfect place…

Loved our stay at Puddle duck cottage. Neat & tidy with all amenities you should need. Nice space with a safe garden for the dogs. Smart telly a bonus and good internet which suited the kids during our down time. Loads of local walks and the pub across the road served lovely food. Bedrooms were lovely, thought the electric blanket/bed warmers were a great touch…. This was a great base for seeing our family and exploring Rutland.see more
The Green, Rutland holiday cottage, near Rutland Water for cycling and walking.
Delightful cottage in a lovely village

A comfortable, well equipped cottage with lots of character. All you could need both in the cottage and the local area. A morning stroll to the shop was a great start to the day and the village pub served good food at reasonable prices - it does get busy so be aware it may be worth reserving a table. The outside space was good with a very private garden; the conservatory was a great alternative when the weather was poor.The owners of the cottage seem to have thought of everything to make sure you have an enjoyable stay. It was our first visit to Rutland and we found Market Overton to be a good base for exploring the area. We hope to be back in the future.see more

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