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

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181 Holiday homes

(32) Excellent 

Certificate of Excellence

36

Certificate of Excellence converted chapel in Wing with patio and balcony / terrace - fishing

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. 24 minutes

from £59 / night

(1) Excellent 

18

Spacious self catering property in Oakham | sleeps 8 | walking holidays, pet friendly

Rutland / Oakham

4 8 2 nights min

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

from £120 / night

£840 / week

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Responds fast!
avg. 1 hour 24 minutes

from £120 / night

(2) Excellent 

8

Private apartment with 1 bedroom in Oakham | golf within 30mins drive, horse riding and more

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

(3) Excellent 

20

Fantastic rental in Barnsdale, Oakham - Great for cycling holidays and walking holidays | bicycles available

Oakham / Barnsdale

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation

from £78 / night

£560 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £78 / night

(11) Excellent 

Certificate of Excellence

13

Pet friendly apartment in Oakham with Certificate of Excellence from £85/night

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 £85 / night

£535 - £545 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £85 / night

(23) Excellent 

22

Cosy rental in Oakham, Rutland, sleeps 4 | bbq

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

(1) Excellent 

21

4 bedroom house in Oakham from £120/night | patio & wi-fi

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

12

Log cabin in Oakham with jacuzzi / hot tub from £117/night - Perfect for fishing, walking holidays & cycling holidays

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

(1) Excellent 

12

Authentic log cabin in Oakham, Rutland | pet friendly

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

(20) Excellent 

28

Unique cottage in Oakham, Rutland | Sleeps 4, golf within 30mins drive

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

(16) Very Good 

Certificate of Excellence

22

Manton - farmhouse with a very good review rating | climbing frame & balcony / terrace | walking holidays

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 £100 / night

£400 - £560 / week

Book View

from £100 / night

(4) Excellent 

25

Top rated holiday apartment in Manton | golf within 30mins drive | Sleeps 3 | beach / lakeside relaxation

Oakham / Manton

1 3 min stay varies

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

from £100 / night

£380 - £530 / week

Book View

from £100 / 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 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

B&b in Braunston-in-Rutland from £55/night | 1 bedroom, sleeps 1

Oakham / Braunston-in-Rutland

1 1 1 night min

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

from £55 / night

£385 / week

Book View

from £55 / night

28

Holiday rental in Barnsdale from £57/night. Sleeps 6, 3 bedrooms

Oakham / Barnsdale

3 6 3 nights min

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

from £57 / night

£399 - £1,110 / week

Enquire View

from £57 / night

5

Barnsdale self-catering cottage from £52/night. Child friendly with wi-fi / fishing

Oakham / Barnsdale

2 4 3 nights min

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

from £52 / night

£368 - £992 / week

Enquire View

from £52 / night

5

Holiday cottage in Barnsdale

Oakham / Barnsdale

3 6 3 nights min

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

from £60 / night

£420 - £1,233 / week

Enquire View

from £60 / night

5

Holiday cottage with 2 bedrooms and wi-fi in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

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

from £50 / night

£354 - £958 / week

Enquire View

from £50 / night

(6) Excellent 

Certificate of Excellence

18

House in Oakham that has earned great reviews from travellers from £80/night - Perfect for walking holidays

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

Cottage in Barnsdale with fishing - from £58/night

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

23

Oakham - Check out this amazing 2 bedrooms house with wi-fi 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

(1) Excellent 

5

Country cottage in Barnsdale, Oakham | Ideal for 4 people | wi-fi

Oakham / Barnsdale

2 4 3 nights min

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

from £50 / night

£354 - £986 / week

Enquire View

from £50 / night

5

2 bedroom accommodation in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

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

from £50 / night

£354 - £986 / week

Enquire View

from £50 / night

5

Ideal cottage in Barnsdale from £58/night | 3 bedrooms, sleeps 6

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

Barnsdale cottage great for fishing, wi-fi from £58/night

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

Cottage in Barnsdale with wi-fi from £53/night - Great for walking holidays

Oakham / Barnsdale

2 4 3 nights min

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

from £53 / night

£372 - £986 / week

Enquire View

from £53 / night

5

Escape to Barnsdale, Oakham in this beautiful holiday cottage | Sleeps 6, 3 bedrooms

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

5

Comfortable cottage in Oakham. Sleeps 4 in Barnsdale

Oakham / Barnsdale

2 4 3 nights min

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

from £50 / night

£354 - £986 / week

Enquire View

from £50 / 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