Photo by Kim Fyson

Oakham Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Oakham holiday rentals

Exterior
Relaxing Room With Ensuite Rutland Point

Apartment in Oakham

Relaxing Room With Ensuite Rutland Point
3.0 star property
9.0 out of 10, Wonderful, (2)
"Lovely comfortable clean room, attached to a very nice cafe. "
United Kingdom
jonathan
The price is HK$626
HK$752 total
includes taxes & fees
15 Dec - 16 Dec
Relaxing Room With Ensuite Rutland Point
Interior
Otter's View

Cottage in Oakham

Otter's View
3.0 star property
The price is HK$5,869
HK$7,043 total
includes taxes & fees
16 Dec - 17 Dec
Otter's View
Interior
Squirrel's Nest

Cottage in Oakham

Squirrel's Nest
3.0 star property
The price is HK$5,404
HK$6,485 total
includes taxes & fees
18 Dec - 19 Dec
Squirrel's Nest
Property grounds
Bee Hive

Cottage in Oakham

Bee Hive
2.5 star property
The price is HK$4,895
HK$5,874 total
includes taxes & fees
22 Dec - 23 Dec
Bee Hive
Aerial view
Yew Lodge

Cottage in Oakham

Yew Lodge
3.5 star property
10.0 out of 10, Exceptional, (1)
"Its was amazing stay for us"
United Kingdom
Siddhi
The price is HK$5,568
HK$6,681 total
includes taxes & fees
23 Dec - 24 Dec
Yew Lodge
Exterior
Bumble Bee

Cottage in Oakham

Bumble Bee
3.0 star property
5.0 out of 10, (2)
"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$2,804
HK$3,364 total
includes taxes & fees
15 Dec - 16 Dec
Bumble Bee
Property grounds
Rabbit Hole

Cottage in Oakham

Rabbit Hole
3.0 star property
The price is HK$7,588
HK$9,106 total
includes taxes & fees
16 Dec - 17 Dec
Rabbit Hole
Exterior
The Gresham Aparthotel

Aparthotel in Leicester City Centre

The Gresham Aparthotel
3.5 star property
9.0 out of 10, Wonderful, (382)
"Clean and comfortable and convenient location "
United Kingdom
Theresa
The Gresham Aparthotel
Food and drink
River Rooms Nottingham

Apartment in West Bridgford

River Rooms Nottingham
2.0 star property
8.4 out of 10, Very good, (320)
"Have stayed here before, excellent location for football or cricket, room was clean and tidy and comfortable, will definitely stay again "
United Kingdom
Mark
The price is HK$527
HK$632 total
includes taxes & fees
5 Jan - 6 Jan 2026
River Rooms Nottingham
Front of property
Ascot House

Aparthotel in Peterborough

Ascot House
4.0 star property
9.0 out of 10, Wonderful, (23)
"Nice people, lots of space. Feels more like a home than a hotel. "
United Kingdom
Rory
The price is HK$679
HK$815 total
includes taxes & fees
14 Dec - 15 Dec
Ascot House
In-room safe, soundproofing, iron/ironing board, free WiFi
The Netflix Suite

Apartment in Leicester City Centre

The Netflix Suite
3.5 star property
The price is HK$1,062
HK$1,796 total
includes taxes & fees
20 Dec - 21 Dec
The Netflix Suite
Exterior detail
Historic Georgian Estate with Breathtaking Topiary Garden – Pet Friendly

Holiday Home in Gosberton

Historic Georgian Estate with Breathtaking Topiary Garden – Pet Friendly
The price is HK$6,124
HK$8,395 total
includes taxes & fees
12 Jan - 13 Jan 2026
Historic Georgian Estate with Breathtaking Topiary Garden – Pet Friendly
Interior
35 Main Street

Cottage in Nottingham

35 Main Street
3.0 star property
The price is HK$3,463
HK$4,155 total
includes taxes & fees
3 Jan - 4 Jan 2026
35 Main Street
Interior
Adam Court Studios and Apartments

Aparthotel in Peterborough

Adam Court Studios and Apartments
2.0 star property
4.0 out of 10, (1)
"Property was okay, there was staining around shower basin seals and rust where the toilet brush etc had not been replaced in a LONG time. Glad I brought my own kitchen utensils with me as everything at the property was damaged. Couldn’t even leave a fresh dish sponge for a new stay so questioned how clean the place actually was. The Lino in the kitchen was damaged in places and the fridge had been turned off and leaked into the kitchen floor. Also staining / dirt on sofa so couldn’t really...
United Kingdom
Anonymous traveller
The price is HK$829
HK$995 total
includes taxes & fees
14 Dec - 15 Dec
Adam Court Studios and Apartments
Living area
The Lodge

Cottage in Grantham

The Lodge
3.0 star property
The price is HK$20,319
HK$24,383 total
includes taxes & fees
15 Dec - 16 Dec
The Lodge
Private kitchen
3 Bedrooms Cozy House - Loughborough

Residence in Loughborough

3 Bedrooms Cozy House - Loughborough
2.0 star property
The price is HK$1,287
HK$1,545 total
includes taxes & fees
29 Dec - 30 Dec
3 Bedrooms Cozy House - Loughborough
Interior
Kings Gate House Apartments

Aparthotel in Peterborough

Kings Gate House Apartments
2.0 star property
2.0 out of 10, (1)
"1) Checkin details were not provided - I had to contact Hotels.com and wait ±1hr outside in the windy street to get these. Checkin was 4pm but I couldnt get in until 90 mins later. 2) Once inside the building; Entrance hall filthy with full black bags in corner, wall staining, filthy carpets, laundry cages strewn. No-one around at all, felt very unsafe. 3) Once inside the flat, it felt like someone had just left in a rush, but I couldnt be sure until I had gone through the apartment. Spooky....
American Samoa
H
The price is HK$764
HK$917 total
includes taxes & fees
22 Dec - 23 Dec
Kings Gate House Apartments
Interior
Charming 2-bedroom apartment in nice Stoneygate with WiFi

Apartment in Stoneygate

Charming 2-bedroom apartment in nice Stoneygate with WiFi
8.0 out of 10, Very good, (1)
"Was everything that we needed."
United Kingdom
Tony B.
The price is HK$1,042
HK$1,604 total
includes taxes & fees
14 Dec - 15 Dec
Charming 2-bedroom apartment in nice Stoneygate with WiFi
60-inch Smart TV with digital channels, video game console, Netflix
14 Acres

Aparthotel in Market Harborough

14 Acres
5.0 star property
14 Acres
1 bedroom, free WiFi, bed sheets
1-bed Apartment in Clifton Nottingham

Apartment in Nottingham

1-bed Apartment in Clifton Nottingham
3.0 star property
2.0 out of 10, (1)
"First of all it could not be found. My sat nav couldn't find it. Varney Rd did not have a street sign and I don't think 44 actually exists. It took over 1 hour to locate this den. The key lockbox is situated on a wall, unmarked, and with all adjacent doors un numbered, on what can only be described as wasteland behind some shops. Once I located the keys (2) I brought my car around to park on this wasteland and was met by a couple of males getting their 'ladies' ready for work. The doors in this...
United Kingdom
Will
The price is HK$666
HK$666 total
includes taxes & fees
7 Jan - 8 Jan 2026
1-bed Apartment in Clifton Nottingham
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 Beeches Hotel and Leisure Club

The Beeches Hotel and Leisure Club

10/10 Excellent
"Lovely clean room and large comfortable bed. Nice pool and facilities. All very clean. "
Amanda 1-night trip
Posted 2 days ago
The Beeches Hotel and Leisure Club

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 The Rutland Falconry and Owl Centre, 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?

East Midlands House: This holiday home rental outside Oakham offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Oakham?

With 21 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. Rutland Water Golf Course and Barnsdale Gardens 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.