Holiday homes - Holiday rentals

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • United Kingdom
  • England
  • Rutland
  • Oakham
  • All locations

More

Less

Also consider

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

7 Holiday homes

Filters applied: Private garden (7)

Don't let other travellers get your favourite Oakham holiday home. You're so close to securing your perfect getaway. Book today.

(1) Excellent 

17

Self Catering Town Centre apartment - Oakham apartment sleeps 4

Rutland / Oakham

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
This beautiful self catering apartment is located in the heart of the town centre of Oakham, Rutland. Accommodation-Living room with sofa bed (sleeps 2) family bathroom, bedroom (kingsize or 2 singles) and kitchen. Perfectly situated just a 2 minute walk from the train  …see more

from £80 / night

£560 / week

Book View

from £80 / night

(12) Excellent 

23

Autumn Cottage - Thatched Rutland Holiday Cottage - Oakham cottage sleeps 4

Rutland / Oakham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 115 km
  • Ask owner if suitable for children
  • Private garden
** Sister property to local Rutland thatched cottages: Sticky End, Cottesmore, Near Oakham, Rutland - Property No. 9749 + Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618NB: All our cottages operate a strictly "Non-smoking" & "No  …see more

from £95 / night

£495 - £790 / week

Enquire View

from £95 / night

(20) Excellent 

14

Sticky End - Thatched Rutland Holiday Cottage - Oakham cottage sleeps 4

Rutland / Oakham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden
** Sister property to local Rutland thatched cottages: Little Thatch, Seaton, Near Uppingham, Rutland - Property No. 1130618+Autumn Cottage, Preston, Near Oakham/Uppingham, Rutland - Property No. 6555591NB: All our cottages operate a strictly "Non-smoking" &a  …see more

from £95 / night

£495 - £790 / week

Enquire View

from £95 / night

(7) Excellent 

14

The Green, Rutland holiday cottage - Oakham cottage sleeps 5

Rutland / Oakham

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Private garden
The Green is a self-catering Rutland holiday cottage in the rural conservation village of Market Overton just a stone’s throw away from Rutland Water. Rutland is excellent for walking and cycling and The Green holiday cottage provides a perfect base for exploring the  …see more

from £120 / night

£715 / week

Enquire View

from £120 / night

(6) Excellent 

7

Laburnum Cottage - Oakham bungalow sleeps 6

Rutland / Oakham

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
  • Private garden
This large bungalow is situated at the end of a shared private cul-de-sac and has a light and airy feel. It has a blend of contemporary and retro style original 60s and 70s fittings and furnishings.Outside there are lawned areas to the front and rear with specimen trees  …see more

from £95 / night

£600 / week

Book View

from £95 / night

(2) Excellent 

19

Orchard House, Newly Built Modern county House - Oakham house sleeps 9

Rutland / Oakham

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Available for Burghley horse trails This newly built house can sleep up to 9 people. This house is perfect for a family weekend away, perfect open plan kitchen to meals in or BBQ outside.  Orchard House is a beautiful luxury architect designed home in Rutland. Buil  …see more

from £400 / night

£2500 / week

Book View

from £400 / night

20

44489 Cottage in Rutland - Oakham house sleeps 6

Rutland / Oakham

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
CHARMING COTTAGE OFFERING A RELAXING COUNTRYSIDE BREAK This semi-detached property is situated in the heart of an active working family farm. With the owners various breeds of cows located in the surrounding fields, and the beautiful rolling countryside as a backdrop  …see more

from £55 / night

£385 - £840 / week

Enquire View

from £55 / night

Top Destination reviews

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, partic … see more
Sticky End - Thatched Rutland 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 enjoyabl … 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 … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page