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

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182 Holiday homes

(12) Excellent 

Certificate of Excellence

13

Apartment rental in Oakham

Rutland / Oakham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

Certificate of Excellence

from £89 / night

£545 - £675 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £89 / 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. 2 hours 9 minutes

from £78 / night

(1) Excellent 

18

Holiday home rental

Rutland / Oakham

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly

from £100 / night

£700 / week

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Responds fast!
avg. 58 minutes

from £100 / night

(20) Excellent 

28

Oakham holiday cottage rental

Rutland / Oakham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 115 km
  • Ask owner if suitable for children
  • Private garden

from £99 / night

£520 - £930 / week

Book View

from £99 / night

(1) Excellent 

21

Holiday home in Oakham

Rutland / Oakham

4 6 2 nights min

  • 4 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary

from £120 / night

£840 - £980 / week

Book View

Responds fast!
avg. 40 minutes

from £120 / night

(32) Excellent 

Certificate of Excellence

36

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

Certificate of Excellence

from £59 / night

£660 / week

Book View

Responds fast!
avg. 40 minutes

from £59 / night

(1) Excellent 

12

Holiday log cabin in Oakham

Rutland / Oakham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £81 / night

£445 - £900 / week

Enquire View

from £81 / night

(16) Very Good 

Certificate of Excellence

22

Holiday farmhouse in Manton

Oakham / Manton

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £95 / night

£450 - £560 / week

Book View

from £95 / night

(23) Excellent 

22

Holiday cottage letting

Rutland / Oakham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Private garden

from £99 / night

£520 - £930 / week

Book View

from £99 / night

(2) Excellent 

8

Oakham holiday apartment rental

Rutland / Oakham

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly

from £70 / night

£450 / week

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from £70 / night

12

Holiday log cabin letting

Rutland / Oakham

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies

from £117 / night

£595 - £1,010 / week

Enquire View

from £117 / night

(4) Excellent 

25

Holiday apartment in Manton

Oakham / Manton

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £85 / night

£380 - £530 / week

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from £85 / night

6

Braunston-in-Rutland holiday b&b rental

Oakham / Braunston-in-Rutland

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly

from £80 / night

£560 / week

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from £80 / night

6

Braunston-in-Rutland holiday b&b rental

Oakham / Braunston-in-Rutland

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly

from £80 / night

£560 / week

Book View

from £80 / night

6

Holiday b&b in Braunston-in-Rutland

Oakham / Braunston-in-Rutland

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly

from £80 / night

£560 / week

Book View

from £80 / night

6

Braunston-in-Rutland holiday b&b rental

Oakham / Braunston-in-Rutland

1 1 1 night min

  • 1 bedroom
  • sleeps 1
  • 1 night min
  • Child friendly

from £55 / night

£385 / week

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from £55 / night

6

Braunston-in-Rutland holiday b&b rental

Oakham / Braunston-in-Rutland

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly

from £80 / night

£560 / week

Book View

from £80 / night

5

Holiday cottage in Barnsdale

Oakham / Barnsdale

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Pet friendly

from £58 / night

£408 - £1,190 / week

Enquire View

from £58 / night

5

Holiday cottage in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Pet friendly

from £50 / night

£350 - £1,069 / week

Enquire View

from £50 / night

5

Cottage rental in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Pet friendly

from £51 / night

£361 - £1,023 / week

Enquire View

from £51 / night

(1) Excellent 

5

Barnsdale holiday cottage rental

Oakham / Barnsdale

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Pet friendly

from £50 / night

£350 - £1,069 / week

Enquire View

from £50 / night

5

Holiday cottage in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Pet friendly

from £50 / night

£350 - £986 / week

Enquire View

from £50 / night

5

Cottage rental in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Pet friendly

from £50 / night

£350 - £1,029 / week

Enquire View

from £50 / night

28

Barnsdale holiday cottage rental

Oakham / Barnsdale

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly

from £54 / night

£380 - £1,110 / week

Enquire View

from £54 / night

5

Holiday cottage in Barnsdale

Oakham / Barnsdale

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Pet friendly

from £58 / night

£408 - £1,233 / week

Enquire View

from £58 / night

5

Cottage letting in Barnsdale

Oakham / Barnsdale

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Pet friendly

from £58 / night

£408 - £1,198 / week

Enquire View

from £58 / night

5

Barnsdale holiday cottage rental

Oakham / Barnsdale

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Pet friendly

from £58 / night

£408 - £1,233 / week

Enquire View

from £58 / night

5

Holiday cottage in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Pet friendly

from £51 / night

£361 - £986 / week

Enquire View

from £51 / night

23

Holiday home in Braunston-in-Rutland

Oakham / Braunston-in-Rutland

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

from £37 / night

£262 - £574 / week

Enquire View

from £37 / night

(8) Excellent 

Certificate of Excellence

18

Holiday home rental

Rutland / Oakham

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

Certificate of Excellence

from £80 / night

£560 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £80 / night

5

Holiday cottage in Barnsdale

Oakham / Barnsdale

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min

from £58 / night

£408 - £1,198 / week

Enquire View

from £58 / night

Great rentals within 20 miles that match your search

Distance approx 5.28 miles from Oakham Show on Map

(39) Excellent 

Certificate of Excellence

21

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

Certificate of Excellence

from £80 / night

£495 - £805 / week

Book View

Responds fast!
avg. 56 minutes

from £80 / night

Distance approx 12.67 miles from Oakham Show on Map

(35) Excellent 

Certificate of Excellence

21

Market Harborough holiday apartment rental

Leicestershire / Market Harborough

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Nearest beach 12 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £60 / night

£385 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £60 / night

Distance approx 10.24 miles from Oakham Show on Map

(12) Excellent 

Certificate of Excellence

12

Stamford holiday home rental

Lincolnshire / Stamford

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Child friendly

Certificate of Excellence

from £105 / night

£720 / week

Book View

Responds fast!
avg. 1 hour 40 minutes

from £105 / night

Distance approx 5.28 miles from Oakham Show on Map

14

Holiday home in Greetham

Rutland / Greetham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Private garden

from £110 / night

£660 - £800 / week

Book View

from £110 / night

Distance approx 10.32 miles from Oakham Show on Map

(2) Excellent 

20

Great Casterton holiday apartment rental

Stamford / Great Casterton

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary

from £135 / night

£945 / week

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Responds fast!
avg. 3 hours 7 minutes

from £135 / night

Distance approx 10.43 miles from Oakham Show on Map

(4) Excellent 

Certificate of Excellence

21

Stamford holiday home rental

Lincolnshire / Stamford

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 100 km
  • Child friendly

Certificate of Excellence

from £220 / night

£1,100 - £1,650 / week

Book View

Responds fast!
avg. 2 hours 16 minutes

from £220 / night

Distance approx 2.28 miles from Oakham Show on Map

(39) Very Good 

29

Holiday cottage in Hambleton

Rutland / Hambleton

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £120 / night

£550 - £1,250 / week

Book View

Responds fast!
avg. 2 hours 8 minutes

from £120 / night

Distance approx 1.91 miles from Oakham Show on Map

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

Book View

Pricing unknown

Distance approx 17.51 miles from Oakham

7

Leicester holiday apartment rental

Leicestershire / Leicester

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly

from £160 / night

£650 / week

Book View

from £160 / night

Top Destination reviews

The Chapel - Wing. RUTLAND.
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
The Gallery Apartment, Oakham, Rutland
Wonderful stay

Appartment arranged and furnished with great care and taste, went that extra little dstanice to make it really comfortable.Very near to Rutland Water, fabulous bird watching despite weather … see more
Garden Apartment, Manton Lodge
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 Carolinesee 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