A rocky shoreline with calm water reflecting sunlight.

Rutland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Rutland holiday rentals

A kitchen with a microwave, sink, and wooden shelves.

1. The Black Swan Shepherds Hut overlooking private lakes

The Black Swan Shepherds Hut overlooking private lakes
Ketton
The price is HK$1,412
HK$1,579 total
includes taxes & fees
19 Oct - 20 Oct
The Black Swan Shepherds Hut overlooking private lakes
A modern kitchen with a central island, a dining area with a bench, and a skylight above.

2. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
The price is HK$16,179
HK$19,415 total
includes taxes & fees
22 Oct - 23 Oct
Gardeners Cottage
A wooden cabin with a garage, outdoor seating, and a hot tub.

3. Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland

Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
Ketton
10.0 out of 10, Exceptional, (1 review)
"Absolutely amazing stay at the Rabbit Hut! Host was amazing and the Hut was the perfect peaceful break we needed. Will be back soon!"
United States
Maxine B.
The price is HK$1,412
HK$1,621 total
includes taxes & fees
19 Oct - 20 Oct
Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
A cozy living room with a sofa, teal cushions, a wooden dining table with chairs, a kitchen in the background, and a brick wall with a clock.

4. 2 bedroom accommodation in Oakham

2 bedroom accommodation in Oakham
Oakham
8.0 out of 10, Very good, (4 reviews)
"great location on the edge of Oakham, easy walking to shops, cafes, pubs etc. Road parking was fine but the road is quite narrow with cars parked up both sides. lots of outdoor activities at Rutland water. Only 20 minute drive from the historic town of Stamford.plenty of hot water and house lovely and warm."
United States
Margaret Watters
The price is HK$2,332
HK$2,332 total
includes taxes & fees
5 Nov - 6 Nov
2 bedroom accommodation in Oakham
A red door with a white window, a brick building with ivy, and a clear sky.

5. 2 bedroom accommodation in Market Overton

2 bedroom accommodation in Market Overton
Market Overton
10.0 out of 10, Exceptional, (1 review)
"Wonderful peaceful cottage, as a family weve had a much needed break, and were able to explore our family history in surrounding villages. Very much recommended....."
United Kingdom
Dewyl1
The price is HK$2,897
HK$2,897 total
includes taxes & fees
30 Oct - 31 Oct
2 bedroom accommodation in Market Overton
A bedroom with a bed, bedside tables, a dresser, a television, and a lamp.

6. The Plough, 4 beds, sleeps 9, free parking

The Plough, 4 beds, sleeps 9, free parking
Caldecott
The price is HK$2,050
HK$4,089 total
includes taxes & fees
28 Oct - 29 Oct
The Plough, 4 beds, sleeps 9, free parking
A modern kitchen with light-colored cabinets, a wooden dining table set with plates and a wine glass, and a clock on the wall.

7. Stylish 2-Bed Apartment | Oakham High Street

Stylish 2-Bed Apartment | Oakham High Street
Rutland
Stylish 2-Bed Apartment | Oakham High Street
A stone building with a sign reading "No 17" and a door with a small window.

8. Rutland Cottage, Ketton by Belmont Places

Rutland Cottage, Ketton by Belmont Places
Ketton
Rutland Cottage, Ketton by Belmont Places
A stone house with a gravel driveway, a small garden, and a wooden deck.

9. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
The price is HK$3,583
HK$4,299 total
includes taxes & fees
6 Nov - 7 Nov
9 Rectory Lane
A stone building with a sign reading "THE MALTINGS".

10. Flat 2, The Maltings

Flat 2, The Maltings
3.0 star property
Oakham
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful apartment, far bigger than the photos suggest. It's tastefully decorated and really well equipped. The host was friendly and helpful. Ten out of ten!"
United Kingdom
M
The price is HK$4,489
HK$5,387 total
includes taxes & fees
24 Oct - 25 Oct
Flat 2, The Maltings
A traditional stone building with a sign reading "THE MALTINGS".

11. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is HK$4,338
HK$5,206 total
includes taxes & fees
27 Oct - 28 Oct
The Hideout
A hot tub in front of a brick building with an open door leading to a living room.

12. Buckingham House

Buckingham House
3.0 star property
Oakham
The price is HK$6,463
HK$7,755 total
includes taxes & fees
27 Oct - 28 Oct
Buckingham House
A stone building with a white door, a small window, and a wall-mounted light fixture.

13. Manor View

Manor View
3.0 star property
Oakham
The price is HK$3,191
HK$3,830 total
includes taxes & fees
23 Oct - 24 Oct
Manor View
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

14. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is HK$7,894
HK$9,473 total
includes taxes & fees
22 Oct - 23 Oct
Rabbit Hole
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

15. Bee Hive

Bee Hive
3.0 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved every thing about our stay at bee hive! The perfect place to meet up with very good friends. The hot tub was great fun, food on site delicious- we adored the calm quiet atmosphere and gorgeous view from our veranda. The entire place was so clean too..! Could not fault a thing!"
United Kingdom
Tina
The price is HK$5,156
HK$6,187 total
includes taxes & fees
22 Oct - 23 Oct
Bee Hive
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

16. Squirrel's Nest

Squirrel's Nest
3.0 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"Lovely property. Very clean & staff were very helpful. Wood fired hot tub maybe not ideal & you have to buy your own wood after night one (b&m much cheaper than buying it there). But was good it was lit & warmed up for us on arrival. A very enjoyable stay, although we left a lot of food & drink in the fridge & we were almost home by the time we realised 😞"
United Kingdom
Dennis
The price is HK$5,263
HK$6,315 total
includes taxes & fees
28 Oct - 29 Oct
Squirrel's Nest
A rural lodging area with multiple cabins, a central road, and surrounding fields.

17. Maple Lodge

Maple Lodge
3.5 star property
Oakham
The price is HK$5,473
HK$6,568 total
includes taxes & fees
5 Nov - 6 Nov
Maple Lodge
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

18. Otter's View

Otter's View
3.0 star property
Oakham
The price is HK$6,134
HK$7,361 total
includes taxes & fees
22 Oct - 23 Oct
Otter's View
A living room with a leather sofa, a television, a fireplace, and a red wall.

19. Amberleigh

Amberleigh
3.0 star property
Oakham
8.0 out of 10, Very good, (1 review)
The price is HK$5,752
HK$6,902 total
includes taxes & fees
21 Oct - 22 Oct
Amberleigh
A wooden structure with a view of a river and trees.

20. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
The price is HK$5,263
HK$6,315 total
includes taxes & fees
30 Oct - 31 Oct
Badger's Burrow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rutland Hotel Reviews

Orton Hall Hotel & Spa

Orton Hall Hotel & Spa

10/10 Excellent
"Lovely stay in a very classy and historical building. Staff were brilliant and very friendly. Loved the swimming pool. I would happily stay again."
Simon 1-night trip
Posted 1 hour ago
Orton Hall Hotel & Spa