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

Search Holiday Rentals in Oakham

  • 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
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Oakham holiday rentals

Exterior detail

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 1.817.618 ₫
2.181.142 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Relaxing Room With Ensuite Rutland Point
Cottage | Exterior

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 15.042.657 ₫
18.051.188 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Flat 2, The Maltings
Interior

Modern Peaceful Open Plan 1-bed Apartment Rutland

Modern Peaceful Open Plan 1-bed Apartment Rutland
3.0 star property
Oakham
8.6 out of 10, Excellent, (4 reviews)
"Really nice modern apartment style accommodation. "
United Kingdom
Pauline
The price is 3.820.385 ₫
6.224.524 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Modern Peaceful Open Plan 1-bed Apartment Rutland
Cottage | Interior

Bennett's Cottage

Bennett's Cottage
3.5 star property
Oakham
10.0 out of 10, Exceptional, (1 review)
"Lovely property and the local support staff were close by and very friendly"
United Kingdom
Matthew
The price is 12.242.638 ₫
14.691.166 ₫ total
includes taxes & fees
27 Jul - 28 Jul
Bennett's Cottage
Cottage | Exterior

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 9.859.643 ₫
11.831.572 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Bumble Bee
Cottage | Interior

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 17.634.164 ₫
21.160.997 ₫ total
includes taxes & fees
18 Jul - 19 Jul
Squirrel's Nest
Exterior

The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is 14.536.271 ₫
17.443.525 ₫ total
includes taxes & fees
19 Jul - 20 Jul
The Hideout
Exterior

Manor View

Manor View
3.0 star property
Oakham
The price is 10.693.691 ₫
12.832.429 ₫ total
includes taxes & fees
28 Jul - 29 Jul
Manor View
Cottage | Interior

Amberleigh

Amberleigh
3.0 star property
Oakham
The price is 19.272.474 ₫
23.126.969 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Amberleigh
Outdoor spa tub

Buckingham House

Buckingham House
3.0 star property
Oakham
The price is 21.655.469 ₫
25.986.563 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Buckingham House
Cottage | Property grounds

Bee Hive

Bee Hive
3.0 star property
Oakham
The price is 17.276.715 ₫
20.732.058 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Bee Hive
Exterior

9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
The price is 35.238.541 ₫
42.286.249 ₫ total
includes taxes & fees
25 Jul - 26 Jul
9 Rectory Lane
Cottage | Interior

Otter's View

Otter's View
3.0 star property
Oakham
The price is 20.553.334 ₫
24.664.001 ₫ total
includes taxes & fees
18 Jul - 19 Jul
Otter's View
Exterior

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 1.817.618 ₫
2.181.142 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Relaxing Room With Ensuite Rutland Point
Property grounds

Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is 26.451.247 ₫
31.741.496 ₫ total
includes taxes & fees
31 Jul - 1 Aug
Rabbit Hole
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

Rutland Hall Hotel & Spa

Rutland Hall Hotel & Spa

8/10 Good
"Stayed here for two nights. Friendly staff on arrival - dispensing ice lollies on a very hot afternoon. Room ok but very hot - only two of the windows opened and even then not very far. Fan simply stirred hot air around. Plenty of water provided and tea-making replenished on request. Decent biscuits too. Big disadvantage is that the restaurant for breakfast and evening meals is in separate building 100 yards away up a hill. Need umbrella if it is raining. Had one dinner in there - food ok but service disorganised and slow. Breakfast disappointing - continental selection ok but hot food left under heat lamps far too long. Rubber fried eggs and inedible scrambled eggs. Nice walk down to Rutland Water - lots of birdlife to see."
Michael 2-night trip
Posted 2 hours ago
Rutland Hall Hotel & Spa

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.

How many holiday rentals will I find in Oakham?

With 23 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 Golf Course 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.