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

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Oakham cottages

A two-story house with a brick exterior and a white front door. There are potted plants and a bench outside.

1. 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 CA $535
CA $642 total
includes taxes & fees
Nov 15 - Nov 16
Bennett's Cottage
A brick house with a tiled roof, white windows, and a visible gutter system.

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 CA $369
CA $369 total
includes taxes & fees
Nov 5 - Nov 6
2 bedroom accommodation in Oakham
A red door with a white window, a brick building with ivy, and a clear sky.

3. 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 CA $518
CA $518 total
includes taxes & fees
Nov 4 - Nov 5
2 bedroom accommodation in Market Overton
A red brick house with a pitched roof, a chimney, and a small porch with a door.

4. Gardeners Cottage

Gardeners Cottage
2.5 star property
Oakham
The price is CA $2,861
CA $3,433 total
includes taxes & fees
Nov 5 - Nov 6
Gardeners Cottage
A stone house with a gravel driveway, a small garden, and a wooden deck.

5. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
The price is CA $704
CA $845 total
includes taxes & fees
Nov 6 - Nov 7
9 Rectory Lane
A traditional brick building with a white door and a small window. There are potted plants on the ground and a sign on the wall.

6. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is CA $767
CA $920 total
includes taxes & fees
Nov 8 - Nov 9
The Hideout
A riverside view of a quaint inn with outdoor seating and a stone building.

7. Buckingham House

Buckingham House
3.0 star property
Oakham
The price is CA $1,143
CA $1,371 total
includes taxes & fees
Nov 7 - Nov 8
Buckingham House
A wooden boat-shaped cabin with a black roof, a door, and windows, situated on a wooden deck by a stream.

8. 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 CA $912
CA $1,094 total
includes taxes & fees
Nov 5 - Nov 6
Bee Hive
A brick house with a paved driveway, a wooden fence, and a small tree in the front yard.

9. Amberleigh

Amberleigh
3.0 star property
Oakham
8.0 out of 10, Very good, (1 review)
The price is CA $1,017
CA $1,220 total
includes taxes & fees
Nov 7 - Nov 8
Amberleigh
A stone cottage with a red-tiled roof, a green door, and a small garden area with a planter and a pathway.

10. 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 CA $520
CA $624 total
includes taxes & fees
Nov 5 - Nov 6
Bumble Bee
A rural lodging area with multiple cabins, a central road, and surrounding fields.

11. Maple Lodge

Maple Lodge
3.5 star property
Oakham
The price is CA $881
CA $1,058 total
includes taxes & fees
Nov 5 - Nov 6
Maple Lodge
A modern kitchen with a built-in microwave, a large window, and a wood-burning stove.

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 CA $931
CA $1,117 total
includes taxes & fees
Nov 6 - Nov 7
Squirrel's Nest
A wooden boat-shaped cabin with a black roof, a door, and windows, situated on a wooden deck by a stream.

13. Otter's View

Otter's View
3.0 star property
Oakham
The price is CA $1,085
CA $1,301 total
includes taxes & fees
Nov 5 - Nov 6
Otter's View
A spacious wooden cabin with a large sofa set, a dining table, and a fireplace.

14. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is CA $1,396
CA $1,675 total
includes taxes & fees
Nov 7 - Nov 8
Rabbit Hole
A wooden cabin with a sloped roof, a door, and a window.

15. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
The price is CA $931
CA $1,117 total
includes taxes & fees
Nov 5 - Nov 6
Badger's Burrow
A brick building with a triangular roof, a small window, and a gated entrance.

16. Farm View House

Farm View House
3.0 star property
Melton Mowbray
The price is CA $1,167
CA $1,400 total
includes taxes & fees
Nov 9 - Nov 10
Farm View House
A small stone building with a tiled roof, a wooden fence, and a paved road.

17. 1 bedroom accommodation in Sproxton

1 bedroom accommodation in Sproxton
Sproxton
10.0 out of 10, Exceptional, (9 reviews)
"A lovely cottage with some quirky touches which made it a very special and unique. Perfect location for dog walking from the door step. Always looked forward to returning to the cottage after a day out to relax and chill .Would happily recommend."
United States
Paul Taylor
The price is CA $548
CA $548 total
includes taxes & fees
Nov 22 - Nov 23
1 bedroom accommodation in Sproxton
A stone house with a traditional design, featuring a central door, multiple windows, and a small garden area.

18. Charming cottage near lovely Stamford with cosy open fire and a rural location.

Charming cottage near lovely Stamford with cosy open fire and a rural location.
Stamford, near Easton-on-the-Hill
6.0 out of 10, (2 reviews)
"A very comfortable cottage. Excellent enclosed garden if you have a dog and great walks within 200 yards of the cottage to the 'deeps' or beyond to at least two longer distance paths. Stamford is ten minutes away and if yoir visiting family in the area its a great base with good road links.We had our break at half term (February) the cottage is well heated with a log burning fire!....we bought extra logs from Morrisons in Stamford (about £8 a bag).Bob and Sarah provided a great welcome pack...
United States
Bob Banks
The price is CA $661
CA $661 total
includes taxes & fees
Nov 2 - Nov 3
Charming cottage near lovely Stamford with cosy open fire and a rural location.
A patio with a grill, outdoor seating, and a view of a field.

19. The Cottage · Luxury Romantic Retreat in Idyllic Rural Location

The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
Clipston
10.0 out of 10, Exceptional, (22 reviews)
"Clean and comfy interior - really appreciated the small gestures from the owner such as a special anniversary touch as requested, sourdough bread and other items for breakfast."
United Kingdom
Mashkoor A.
The price is CA $273
CA $384 total
includes taxes & fees
Nov 5 - Nov 6
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
A brick building with a blue door, a white window, and a small outdoor seating area with chairs and a table.

20. 1 bedroom accommodation in Harby, near Melton Mowbray

1 bedroom accommodation in Harby, near Melton Mowbray
Harby, near Melton Mowbray
9.0 out of 10, Wonderful, (2 reviews)
"I stayed for a week in this very comfortable unit on a working farm. The cottage is very well equipped and the location very peaceful."
United States
David Hughes
The price is CA $361
CA $361 total
includes taxes & fees
Nov 12 - Nov 13
1 bedroom accommodation in Harby, near Melton Mowbray
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

voco Leicester by IHG

voco Leicester by IHG

10/10 Excellent
"Booked a last minute trip with my Husband and we stayed in the top floor room which had a Jacuzzi. So happy with the booking, as the Jacuzzi was clean and ready to be used. The bed was comfortable and clean too. The hallway leading to our room was clean and modern looking. Staff were professional, friendly, polite and attentive as I checked in. I wish I had booked parking ahead of time as when I arrived, the Hotel parking was full so had to park a few minutes away. Had a lovely time at this Hotel, will definitely book again when visiting this area."
Ruby 1-night trip
Posted 4 hours ago
voco Leicester by IHG

Find out more about Oakham

Oakham Cottages information

Number of reviews
45
Accommodation
328 Cottages
Lowest Price
CA $361
Highest Price
CA $3,433

Frequently asked questions

How much do cottages in Oakham cost?
Expect to pay between CA $361 and CA $3,433 per night for cottages in Oakham. Whatever your budget, an ideal stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Oakham?
A guest favourite is The Windmill. Make yourself at home at this 3.5-star stay which offers individually decorated rooms and WiFi. Church View is another popular option to look into. Put your bags down at this 3.5-star cottage and you'll have access to conveniences such as individually decorated rooms and a swimming pool. You can pick from multiple cottages in Oakham with a total average guest review rating of 8.8.
How many cottages are there in Oakham?
You can choose from 328 cottages in Oakham. Whether you're taking a trip with the kids or organizing a weekend break with your buddies, Expedia will help you find the right place to escape the hustle and bustle.
What are the best cheap cottages in Oakham?
Cottages start at CA $361 per night, so your Oakham vacation doesn't have to stretch your finances! Wing is an affordable option and has useful amenities, including a garden and individually decorated rooms. Tickencote is another of our popular cheap cottages. Conveniences here include individually decorated rooms and a garden. Visiting free attractions in Oakham will stretch your vacation dollars even further. Oakham Castle and Rutland Water Country Park are must-do's. With the cash you save, you can explore some more! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Oakham?
Many travellers needing a family-friendly cottage in Oakham book Yew Lodge. With a 3.5-star rating and amenities like WiFi and a fridge, it'll feel like your home away from home. Another noteworthy pick for families seeking some time out close to nature is Willow Lodge. WiFi and a fridge help make this 3.5-star cottage a great base for your Oakham getaway. Once you've checked in and dropped off your luggage, there are tons of family-friendly attractions to discover around Oakham. Oakham Castle and Rutland Water Country Park are two of our top picks.
Why book your cottage in Oakham with Expedia?
Expedia has some great cottages in Oakham, so start packing your bags for an unforgettable vacation on nature's doorstep. If you have a fixed budget, choose how much you want to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect fit whatever your plans or style of travel.
How can I find cheap cottages in Oakham?
Expedia can help you look for cheap cottages in Oakham. To find your perfect stay in a matter of clicks, simply use the filter tool to refine your search by amenities, budget and star rating.
What is there to do in Oakham near my cottage?
Oakham has enough sights and activities to keep you going for weeks (or months!), starting with Oakham Castle. Rutland Water Nature Reserve, Rutland Water Country Park and Barnsdale Gardens are other popular attractions. If you're hanging around a while, Normanton Church and Lyddington Bede House will put the finishing touches on your itinerary.