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

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74 Holiday homes

Oakham holiday lodge rental

Oakham lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £139 / night

£974 / week

1 / 6

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

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

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

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 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 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 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

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 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 cottage letting

Whissendine cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £120 / night

£385 - £1,268 / week

1 / 18

Holiday lodge in Belton-in-Rutland

Belton-in-Rutland lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £195 / night

£1,363 / week

1 / 36

Oakham holiday cottage rental

Oakham cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £127 / night

£444 - £1,484 / week

1 / 24

Holiday log cabin letting

Oakham log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £155 / night

£802 - £1,340 / week

1 / 12

Oakham holiday home rental

Oakham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £116 / night

£845 - £922 / week

1 / 38

Log cabin rental in Oakham

Oakham log cabin

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £163 / night

£825 - £1,392 / week

1 / 12

Barnsdale holiday cottage rental

Barnsdale cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £197 / night

£591 - £1,957 / week

1 / 27

Holiday apartment in Manton

Manton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £90 / night

£566 - £738 / week

1 / 30

Holiday home in Oakham

Oakham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £161 / night

£1,123 / week

1 / 21

Apartment rental in Oakham

Oakham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£682 / week

1 / 15

Holiday log cabin in Oakham

Oakham log cabin

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £163 / night

£825 - £1,392 / week

1 / 12

Barnsdale holiday lodge rental

Barnsdale lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £156 / night

£1,088 / week

1 / 12

Holiday log cabin in Oakham

Oakham log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £121 / night

£653 - £1,214 / week

1 / 12

Holiday shepherds hut in Belton-in-Rutland

Belton-in-Rutland shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £264 / night

£1,844 / week

1 / 22

Oakham holiday apartment rental

Oakham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £144 / night

£1,002 / week

1 / 11

Holiday home in Manton

Manton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £137 / night

£958 / week

1 / 30

Holiday cottage in Manton

Manton cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £156 / night

£1,093 / week

1 / 30

Holiday cottage in Wing

Wing cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £288 / night

£2,012 / week

1 / 19

Manton holiday apartment rental

Manton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £78 / night

£544 / week

1 / 29

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Top Destination reviews

The Old Chapel, Wing, Rutland, chapel conversion (rural)
A very peaceful and relaxing location.

The Chapel was an ideal place to stay for a few days. Ideal location for Rutland Water and other amenities in the area. … see more
GLASTON, stylish interior, open-plan, Exton
Pleasantly surprised

We booked this last minute (couple of days before we planned to travel) and, with only a small selection of properties available in the area, figured we may have to accept a few concessions. Not so with this lodge. Set in a lovely quiet area just North of the main road traversing the Northern shore line of Rutland Water, the reservoir is a 15 walk from the site - great for a quick dog walk, or a few minutes by car. The lodge was extremely well equipped - a home from home - and very comfortable and clean. The photos on the website unfortunately make these lodges look s bit tired (in my opinion) and do not do them justice. Made with ecology in mind, they are very warm and well insulated. Being a lovely summer, the log burner was not required but with this lit, in winter, this would create a lovely cozy atmosphere in the lodge after dark. Rutland Water and neighbouring villages have a lot to offer walkers, cyclists and nature lovers - Ospreys were in the area as we visited. The lodge takes dogs which is a bonus. Thankfully, the hotel also allows dogs in its bar/restaurant and this theme is common throughout the area with many pubs and restaurants also welcoming people with their 4 legged friends. We will most definitely be back to this lovely place.see more
The Gallery Apartment, Oakham, Rutland
In Town

The Gallery was clean and well maintained. The location is ideal for exploring Oakham requiring only a short walk to visit the town centre, shops and the castle etc.The WiFi worked very well and the TV offered a wide variety of programmes. … see more
Rutland View, Oakham, Rutland luxury accommodation sleeping up to 8 guests
Excellent location, lovely stay

This is in a really great location. Very comfortable and spotlessley clean, we would definitly book again. … see more
Garden Apartment, Manton Lodge
Very comfortable accommodation in a stunning setting

Enjoyable stay with plenty of local walks and places to visit. Very comfortable apartment with lovely views of spectacular garden and fields beyond. We were made most welcome and felt very much at home. Can't wait to return. … see more

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