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

Close

View larger map

Also consider

Europe Holidays
439680 properties
United Kingdom Holidays
59353 properties
England Holidays
43348 properties
Rutland Holidays
52 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Cottages Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Cottages Dorset
819 properties
Cottages Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Cottages Somerset
610 properties
Cottages Kent
557 properties
Cottages Sussex
770 properties
Cottages Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Cottages Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties

Oakham

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

153 Holiday homes

(8) Excellent 

13

Apartment rental in Oakham

Rutland / Oakham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £85 / night

£535 - £575 / week

Book View

from £85 / 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

(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

(2) Excellent 

18

Holiday apartment in Manton

Oakham / Manton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
“Peace and quiet and a fantastic view” A beautiful apartment that has everything you could want, including a terrific welcome pack of scrumptious goodies. Quite secluded, it is very peaceful and has the most wonderful view over Rutland Water. The own
…see more

from £75 / night

£450 - £625 / week

Book View

from £75 / night

(3) Very Good 

19

Holiday home in Oakham

Rutland / Oakham

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £400 / night

£2,500 / week

Book View

from £400 / 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 £60 / night

£290 / week

Book View

from £60 / night

12

Log cabin rental in Oakham

Rutland / Oakham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation

from £117 / night

£620 - £1,050 / week

Enquire View

from £117 / night

(13) Very Good 

14

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
“Great place to stay while discovering Rutland/Oakham area.” This self-catering accommodation was well-appointed and spacious. The views from all rooms were pleasant and we loved watching the birds at their feeder while having breakfast. We were able
…see more

from £100 / night

£400 - £560 / week

Book View

from £100 / night

(1) Excellent 

12

Holiday log cabin in Oakham

Rutland / Oakham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation

from £117 / night

£620 - £1,050 / week

Enquire View

from £117 / 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

Book View

Responds fast!
avg. 2 hours 3 minutes

from £78 / night

(26) Excellent 

Certificate of Excellence

37

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
“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

Certificate of Excellence

from £57 / night

£660 / week

Book View

Responds fast!
avg. 24 minutes

from £57 / night

(19) Excellent 

23

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 

11

Holiday apartment in Manton

Oakham / Manton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £100 / night

£380 - £530 / week

Book View

from £100 / night

(21) Excellent 

14

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

(4) 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. 2 hours 56 minutes

from £80 / night

Top Destination reviews

Osprey View
Stunning views, lovely property and friendly welcome from owner plus Gabby the dog!

Lovely location with a chance to catch a glimpse of an Osprey. Gorgeous decking area to sit and watch the sun go down with a glass of wine and if you are lucky, then Gabby the dog might come and sit with you too! Generous welcome pack supplied including locally made bread, milk, tea, coffee, fruit, jam and orange juice. Made to feel very welcome by the owner who has furnished the property to an excellent standard and I would not hesitate to stay again.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
Orchard House, Newly Built Modern county House
Lovely spacious but cosy house for a weekend away

We stayed at Orchard House for a weekend away for a friend's hen do. We had an excellent stay in the house, felt really comfortable and was very easy to get around (although we only went as far as Rutland water!). Rooms were all very spacious, particularly the kitchen where we spent most of our time when all together in the house! I would definitely stay again, thank you for having us! Daniela and Becky's hen do xxxsee 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
The Chapel - Wing. RUTLAND.
Amazing bolt hole in a super location

Everything about the chapel was brilliant. The warm welcome from the neighbors (hello Kev ), the beautiful and tranquil setting and the great village pub..amazing food and lovely staff. The farm shop at Wing Hall is superb, selling gorgeous local food, it made me wonder why I had brought supplies from home! One note of caution: we are reasonably fit but the hill on bikes from both directions between Wing and Rutland Water was an absolute lung buster...but that first pint once done will have been well earned see more