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

Oakham Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oakham holiday rentals

A covered corridor with sliding glass doors leading to a patio area.

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 S$105
includes taxes & fees
28 Sept - 29 Sept
Relaxing Room With Ensuite Rutland Point
A stone building with a sign reading "THE MALTINGS".

2. Flat 2, The Maltings

Flat 2, The Maltings
3.0 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"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 S$872
includes taxes & fees
24 Oct - 25 Oct
Flat 2, The Maltings
A two-story house with a large lawn, a visible garage, and a tree to the right.

3. Relaxing Room With Ensuite Rutland Point

Relaxing Room With Ensuite Rutland Point
3.0 star property
Oakham
7.0 out of 10, Good, (4 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 S$105
includes taxes & fees
29 Sept - 30 Sept
Relaxing Room With Ensuite Rutland Point
A traditional stone building with a sign reading "THE MALTINGS".

4. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is S$842
includes taxes & fees
1 Oct - 2 Oct
The Hideout
A stone house with a green door, a stone pathway, and a neatly trimmed hedge.

5. 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 S$571
includes taxes & fees
9 Oct - 10 Oct
Bumble Bee
A stone building with a pub sign, outdoor seating, and a clear blue sky.

6. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
The price is S$3,141
includes taxes & fees
1 Oct - 2 Oct
Gardeners Cottage
A stone building with a white door, a small window, and a wall-mounted light fixture.

7. Manor View

Manor View
3.0 star property
Oakham
The price is S$620
includes taxes & fees
2 Oct - 3 Oct
Manor View
A row of single-story cabins with a brick pathway leading to the entrance.

8. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
The price is S$647
includes taxes & fees
2 Oct - 3 Oct
27 Brocklehurst
A wooden structure with a view of a river and trees.

9. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
The price is S$1,022
includes taxes & fees
8 Oct - 9 Oct
Badger's Burrow
A living room with a leather sofa, a television, a fireplace, and a red wall.

10. Amberleigh

Amberleigh
3.0 star property
Oakham
The price is S$1,117
includes taxes & fees
1 Oct - 2 Oct
Amberleigh
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

11. Otter's View

Otter's View
3.0 star property
Oakham
The price is S$1,191
includes taxes & fees
24 Oct - 25 Oct
Otter's View
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 S$1,255
includes taxes & fees
7 Oct - 8 Oct
Buckingham House
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

13. 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 S$1,022
includes taxes & fees
4 Oct - 5 Oct
Squirrel's Nest
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 S$1,533
includes taxes & fees
8 Oct - 9 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 S$1,001
includes taxes & fees
6 Oct - 7 Oct
Bee Hive
A historic building with a corner turret, large windows, and a sign indicating a bicycle parking zone.

16. The Gresham Aparthotel

The Gresham Aparthotel
3.5 star property
Leicester City Centre
9.0 out of 10, Wonderful, (473 reviews)
"Great hotel. Lovely rooms, great beds, lovely breakfast. Lots of walkable things to do nearby. Really friendly staff."
United Kingdom
Moira
The price is S$91
includes taxes & fees
25 Oct - 26 Oct
The Gresham Aparthotel
A modern building with a brick facade, solar panels on the roof, and a well-maintained lawn with a pathway.

17. Ascot House

Ascot House
4.0 star property
Peterborough
9.0 out of 10, Wonderful, (40 reviews)
"Clean room, nice space, night time lady at reception was super lovely"
United Kingdom
Raquel
The price is S$156
includes taxes & fees
11 Oct - 12 Oct
Ascot House

18. Park View

Park View
2.0 star property
Leicester
8.4 out of 10, Very good, (11 reviews)
"We be use you again thsnk you so much me and my gf love it"
United Kingdom
Adam
The price is S$71
includes taxes & fees
4 Oct - 5 Oct
Park View
A room with a plaid armchair, wooden doors, a fireplace, and a white column with a sculpture.

19. Relax Inn - Thorpe Lodge Hotel

Relax Inn - Thorpe Lodge Hotel
3.0 star property
Peterborough
8.8 out of 10, Excellent, (19 reviews)
"Easy to find Hotel. Parking was great. Co-op supermarket very handy next to Hotel. Beds were comfortable. Good value for money. Would recommend"
United Kingdom
Bruce
The price is S$148
includes taxes & fees
28 Sept - 29 Sept
Relax Inn - Thorpe Lodge Hotel
A modern kitchen with white cabinets, a microwave, and a stove. There is a dining table with blue plates and wine glasses.

20. The Cuckoo's Rest

The Cuckoo's Rest
3.0 star property
Melton Mowbray
10.0 out of 10, Exceptional, (1 review)
"Great place close to where I needed to be"
United Kingdom
barry
The price is S$663
includes taxes & fees
2 Oct - 3 Oct
The Cuckoo's Rest
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.
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Top Oakham Hotel Reviews

The Bull Hotel, Sure Hotel Collection by Best Western

The Bull Hotel, Sure Hotel Collection by Best Western

8/10 Good
"Good all round"
Benjamin 2-night trip
Posted 1 day ago
The Bull Hotel, Sure Hotel Collection by Best Western

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 Lyddington Bede House 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.