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

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225 Holiday homes

Apartment rental in Oakham

Oakham apartment

2 bedrooms • 1 bathroom • sleeps 4

20 reviews

from £98 / night

£682 - £796 / week

1 / 15

B&b rental in Barnsdale

Barnsdale b&b

1 bedroom • 1 bathroom • sleeps 2

7 reviews

from £98 / night

£682 / week

1 / 18

Holiday home rental

Oakham house

4 bedrooms • 3 bathrooms • sleeps 8

3 reviews

from £161 / night

£1,123 / week

1 / 18

Holiday converted chapel in Wing

Wing converted chapel

2 bedrooms • 1 bathroom • sleeps 4

35 reviews

from £97 / night

£674 / week

1 / 32

Holiday home in Oakham

Oakham house

4 bedrooms • 3 bathrooms • sleeps 6

2 reviews

from £161 / night

£1,123 / week

1 / 21

Holiday cottage letting

Oakham cottage

2 bedrooms • 2 bathrooms • sleeps 4

34 reviews

from £132 / night

£665 - £1,163 / week

1 / 25

Holiday log cabin in Oakham

Oakham log cabin

2 bedrooms • 2 bathrooms • sleeps 4

2 reviews

from £97 / night

£556 - £1,117 / week

1 / 12

Holiday farmhouse in Manton

Manton farmhouse

1 bedroom • 1 bathroom • sleeps 2

19 reviews

from £109 / night

£556 - £745 / week

1 / 22

Oakham holiday apartment rental

Oakham apartment

1 bedroom • 1 bathroom • sleeps 2

6 reviews

from £98 / night

£481 / week

1 / 13

Holiday log cabin letting

Oakham log cabin

1 bedroom • 1 bathroom • sleeps 2

from £131 / night

£705 - £1,243 / week

1 / 12

Holiday apartment in Manton

Manton apartment

1 bedroom • 1 bathroom • sleeps 3

5 reviews

from £98 / night

£493 - £665 / week

1 / 25

Barnsdale holiday lodge rental

Barnsdale lodge

3 bedrooms • 2 bathrooms • sleeps 6

1 review

from £156 / night

£1,088 / week

1 / 12

Log cabin rental in Oakham

Oakham log cabin

1 bedroom • 2 bathrooms • sleeps 2

from £139 / night

£727 - £1,294 / week

1 / 12

Holiday log cabin in Oakham

Oakham log cabin

1 bedroom • 2 bathrooms • sleeps 2

1 review

from £139 / night

£727 - £1,294 / week

1 / 12

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

1 review

from £92 / night

£642 / week

1 / 6

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Holiday b&b in Braunston-in-Rutland

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 1

from £63 / night

£441 / week

1 / 6

Holiday cottage in Barnsdale

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £209 / night

£627 - £2,031 / week

1 / 28

Cottage rental in Barnsdale with golf nearby

Barnsdale cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £202 / night

£605 - £1,942 / week

1 / 29

Holiday cottage with golf nearby in Barnsdale

Barnsdale cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £202 / night

£605 - £1,942 / week

1 / 28

Barnsdale holiday cottage rental

Barnsdale cottage

2 bedrooms • 2 bathrooms • sleeps 4

1 review

from £177 / night

£529 - £1,942 / week

1 / 24

Barnsdale holiday cottage rental

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £187 / night

£559 - £2,031 / week

1 / 28

Holiday cottage with golf nearby in Barnsdale

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £209 / night

£627 - £2,031 / week

1 / 29

Holiday cottage in Barnsdale

Barnsdale cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £177 / night

£529 - £1,942 / week

1 / 30

Cottage letting in Barnsdale with golf nearby

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £209 / night

£627 - £2,031 / week

1 / 30

Barnsdale holiday cottage rental

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

1 review

from £187 / night

£559 - £2,031 / week

1 / 31

Holiday cottage in Barnsdale

Barnsdale cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £202 / night

£605 - £1,942 / week

1 / 28

Holiday home rental

Oakham house

3 bedrooms • 1 bathroom • sleeps 6

9 reviews

from £103 / night

£722 / week

1 / 18

Holiday cottage in Wing

Wing cottage

2 bedrooms • 1 bathroom • sleeps 4

from £134 / night

£441 - £1,292 / week

1 / 32

Holiday cottage with golf nearby in Barnsdale

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £209 / night

£627 - £2,031 / week

1 / 33

Holiday cottage in Oakham

Oakham cottage

2 bedrooms • 1 bathroom • sleeps 4

1 review

from £137 / night

£453 - £1,330 / week

1 / 29

Cottage rental in Braunston-in-Rutland with golf nearby

Braunston-in-Rutland cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £166 / night

£842 - £1,231 / week

1 / 24

Oakham holiday home rental

Oakham house

2 bedrooms • 2 bathrooms • sleeps 4

from £93 / night

£650 - £802 / week

1 / 37

Barnsdale holiday lodge rental

Barnsdale lodge

2 bedrooms • 1 bathroom • sleeps 4

from £131 / night

£916 / week

1 / 8

Holiday apartment with golf nearby in Oakham

Oakham apartment

2 bedrooms • 1 bathroom • sleeps 4

from £143 / night

£481 - £1,297 / week

1 / 14

Holiday home in Oakham

Oakham house

3 bedrooms • 2 bathrooms • sleeps 6

from £180 / night

£1,259 / week

1 / 27

Holiday camper van in Oakham

Oakham camper van

2 bedrooms • 1 bathroom • sleeps 4

from £92 / night

£1,042 / week

1 / 5

Great rentals within 20 miles that match your search

Melton Mowbray holiday b&b rental

Melton Mowbray b&b

1 bedroom • 1 bathroom • sleeps 2

from £46 / night

£321 / week

1 / 5

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Top Destination reviews

The Chapel, a Modernist Chapel conversion in rural Wing. RUTLAND U.K.
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
Garden Apartment, Manton Lodge
A charming oasis with delightful views, gardens and a warm welcome.

A great location with easy access to Rutland Water’s walking and cycling circuit. Plenty of walking other routes. Central to Oakham & Uppingham (3 miles) and Stamford 20 minutes by car. Small villages like Brooke with a glorious church that featured in a film adaptation of Pride & Prejudice. The apartment cosy & charming. We stayed for 4 weeks Oct / Nov. The central heating was good with plenty of hot water, the layout was good with adequate cooking facilities and storage spaces though no freezer. Bedroom was perfect to wake to views of the countryside in a super king size bed and a good size bathroom. It was quiet, though I’m not sure if that had anything to do with the upstairs apartment being vacant. Reminds us so much of the Cotswolds with the honey colour stonework, weather excellent. This location and apartment filled all our requirements it was ideal.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
Sticky End - Thatched Rutland Luxury Holiday Cottage
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, outstandingly equipped and very comfortable. We had a most enjoyable stay with 2 children, and would definitely recommend the house to anyone with a love of antiques, quirky ness and accessibility to all the nearby places of interest. Lots of information about where to visit and what to see, all in all a super holiday with super accommodation.see more

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