A historic building with a tower by a calm lake with a pebble beach.

Oakham 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

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Oakham holiday rentals

Exterior detail

1. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
3.0 star property
Oakham
8.8 out of 10, Excellent, (3 reviews)
"Lovely comfortable clean room, attached to a very nice cafe. "
United Kingdom
jonathan
The price is HK$550
HK$660 total
includes taxes & fees
14 Sept - 15 Sept
Relaxing Room With Ensuite Rutland Point
Living area

2. 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$2,620
HK$2,620 total
includes taxes & fees
26 Sept - 27 Sept
2 bedroom accommodation in Oakham
Exterior

3. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
The price is HK$3,381
HK$4,057 total
includes taxes & fees
20 Sept - 21 Sept
27 Brocklehurst
Exterior

4. 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$3,484
HK$3,484 total
includes taxes & fees
2 Oct - 3 Oct
2 bedroom accommodation in Market Overton
Exterior detail

5. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
Rutland
The price is HK$659
HK$659 total
includes taxes & fees
14 Sept - 15 Sept
Relaxing Room With Ensuite Rutland Point
Exterior

6. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
3.0 star property
Oakham
7.4 out of 10, Good, (3 reviews)
"Good stay for one night, we had efficient communication with the owner. Slightly odd to had a large Elvis on the wall, but that's seen in photos! Comfy and clean, good value."
United Kingdom
Jessica
The price is HK$550
HK$660 total
includes taxes & fees
17 Sept - 18 Sept
Relaxing Room With Ensuite Rutland Point
Exterior

7. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is HK$4,399
HK$5,279 total
includes taxes & fees
21 Sept - 22 Sept
The Hideout
Outdoor spa tub

8. Buckingham House

Buckingham House
3.0 star property
Oakham
The price is HK$6,554
HK$7,865 total
includes taxes & fees
21 Sept - 22 Sept
Buckingham House
Children’s area

9. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
The price is HK$16,408
HK$19,690 total
includes taxes & fees
16 Sept - 17 Sept
Gardeners Cottage
Interior

10. Amberleigh

Amberleigh
3.0 star property
Oakham
The price is HK$5,833
HK$7,000 total
includes taxes & fees
16 Sept - 17 Sept
Amberleigh
Exterior

11. Manor View

Manor View
3.0 star property
Oakham
The price is HK$3,237
HK$3,884 total
includes taxes & fees
21 Sept - 22 Sept
Manor View
Interior

12. 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$5,337
HK$6,405 total
includes taxes & fees
16 Sept - 17 Sept
Squirrel's Nest
Property grounds

13. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is HK$8,006
HK$9,607 total
includes taxes & fees
17 Sept - 18 Sept
Rabbit Hole
Interior

14. Otter's View

Otter's View
3.0 star property
Oakham
The price is HK$6,221
HK$7,465 total
includes taxes & fees
21 Sept - 22 Sept
Otter's View
Property grounds

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$5,229
HK$6,275 total
includes taxes & fees
16 Sept - 17 Sept
Bee Hive
Exterior

16. Bumble Bee

Bumble Bee
3.0 star property
Oakham
5.0 out of 10, (2 reviews)
"There is no parking … How you can advertise bumping up a high kerb onto the pavement to park is wrong , we would not of booked this property … Only suitable for 2 people not 4 Needs a good deep clean "
United Kingdom
Johann
The price is HK$2,984
HK$3,581 total
includes taxes & fees
26 Sept - 27 Sept
Bumble Bee
Property grounds

17. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
The price is HK$5,337
HK$6,405 total
includes taxes & fees
25 Sept - 26 Sept
Badger's Burrow
Interior detail

18. Park View

Park View
2.0 star property
Leicester
9.2 out of 10, Wonderful, (7 reviews)
"We be use you again thsnk you so much me and my gf love it"
United Kingdom
Adam
The price is HK$398
HK$477 total
includes taxes & fees
18 Sept - 19 Sept
Park View
Room

19. 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$1,432
HK$1,644 total
includes taxes & fees
14 Sept - 15 Sept
Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
Property grounds

20. Little Launde Cottage

Little Launde Cottage
2.0 star property
Leicester
The price is HK$3,552
HK$4,262 total
includes taxes & fees
18 Sept - 19 Sept
Little Launde Cottage
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 Oakham Hotel Reviews

voco Leicester by IHG

voco Leicester by IHG

10/10 Excellent
"Lovely well laid out room with air conditioning and very comfortable bed"
Keith 1-night trip
Posted 7 hours ago
voco Leicester by IHG

Find out more about Oakham

Search for holiday rentals in Oakham on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakham using one of the methods below:

  • View our selection of featured holiday rentals in Oakham
  • Use the map to find apartments and other holiday homes in the Oakham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakham while they last

Look no further and take a look at our great range of rental properties in Oakham!

Frequently asked questions

Can I find a holiday rental in Oakham?

Yes, there are holiday rentals in Oakham close to Barnsdale Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Oakham has a good selection of top-notch restaurants and lively bars. Make sure you allow time to enjoy the gardens and lakeside.

What are some of the best holiday rentals that Oakham has to offer?

3 Bed House - Sleeps 6 - Parking - Wifi: This holiday home rental outside of Oakham comes with free WiFi so that you can feel at home during your trip. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Oakham?

With 22 Expedia holiday rentals, you're guaranteed to find just the right place for your Oakham stay.

What’s there to see and do in Oakham?

Rutland Water Country Park and Rutland Water Nature Reserve are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Rutland Falconry and Owl Centre. Barnsdale Gardens and Rutland Water are other places to visit while you're in town.

What’s a holiday rental in Oakham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakham. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.