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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Oakham cottages

A stone building with a sign reading "THE MALTINGS".

1. 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
$566 nightly
The price is $680
Oct 29 - Oct 30
Total with taxes and fees
Flat 2, The Maltings
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
$302 nightly
The price is $302
Oct 4 - Oct 5
Total with taxes and fees
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
$391 nightly
The price is $391
Oct 29 - Oct 30
Total with taxes and fees
2 bedroom accommodation in Market Overton
A stone building with a pub sign, outdoor seating, and a clear blue sky.

4. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
$2,041 nightly
The price is $2,450
Oct 6 - Oct 7
Total with taxes and fees
Gardeners Cottage
A traditional stone building with a sign reading "THE MALTINGS".

5. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
$547 nightly
The price is $657
Oct 27 - Oct 28
Total with taxes and fees
The Hideout
A row of single-story cabins with a brick pathway leading to the entrance.

6. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
$421 nightly
The price is $505
Oct 20 - Oct 21
Total with taxes and fees
27 Brocklehurst
A riverside view of a quaint inn with outdoor seating and a stone building.

7. Buckingham House

Buckingham House
3.0 star property
Oakham
$815 nightly
The price is $979
Oct 6 - Oct 7
Total with taxes and fees
Buckingham House
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

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
$651 nightly
The price is $781
Oct 6 - Oct 7
Total with taxes and fees
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
$726 nightly
The price is $871
Oct 19 - Oct 20
Total with taxes and fees
Amberleigh
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

10. 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
$664 nightly
The price is $797
Oct 6 - Oct 7
Total with taxes and fees
Squirrel's Nest
A stone cottage with a red-tiled roof, a green door, and a small garden area with a planter and a pathway.

11. 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
$371 nightly
The price is $446
Oct 9 - Oct 10
Total with taxes and fees
Bumble Bee
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

12. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
$996 nightly
The price is $1,195
Oct 6 - Oct 7
Total with taxes and fees
Rabbit Hole
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

13. Otter's View

Otter's View
3.0 star property
Oakham
$774 nightly
The price is $929
Oct 14 - Oct 15
Total with taxes and fees
Otter's View
A wooden structure with a view of a river and trees.

14. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
$664 nightly
The price is $797
Oct 6 - Oct 7
Total with taxes and fees
Badger's Burrow
A brick building with a triangular roof, a small window, and a gated entrance.

15. Farm View House

Farm View House
3.0 star property
Melton Mowbray
$749 nightly
The price is $899
Oct 6 - Oct 7
Total with taxes and fees
Farm View House
A small stone building with a tiled roof, a wooden fence, and a paved road.

16. 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
$522 nightly
The price is $522
Oct 6 - Oct 7
Total with taxes and fees
1 bedroom accommodation in Sproxton
A patio with a grill, outdoor seating, and a view of a field.

17. 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.
$271 nightly
The price is $271
Oct 5 - Oct 6
Total with taxes and fees
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
A red brick house with a front door, two windows with shutters, a small porch, and a wooden fence.

18. 3 bedroom accommodation in Melton Mowbray

3 bedroom accommodation in Melton Mowbray
Melton Mowbray
$1,215 nightly
The price is $1,215
Oct 8 - Oct 9
Total with taxes and fees
3 bedroom accommodation in Melton Mowbray
A brick building with a blue door, a white window, and a small outdoor seating area with chairs and a table.

19. 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
$254 nightly
The price is $254
Oct 29 - Oct 30
Total with taxes and fees
1 bedroom accommodation in Harby, near Melton Mowbray
A stone house with a traditional design, featuring a central door, multiple windows, and a small garden area.

20. 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
$489 nightly
The price is $489
Oct 4 - Oct 5
Total with taxes and fees
Charming cottage near lovely Stamford with cosy open fire and a rural location.
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 Old Pheasant Hotel

The Old Pheasant Hotel

10/10 Excellent
"My wife and I have stayed here on several occasions in recent years and have been treated well and at a fair price. Our room including bathroom was, as ever, a reasonable size and spotlessly clean. Breakfast was very good and served with good humour by the owner. The hotel is well-positioned for travel in the area and I would have no hesitation in recommending to anyone."
Timothy 2-night trip
Posted 13 hours ago
The Old Pheasant Hotel

Find out more about Oakham

Oakham Cottages information

Number of reviews
45
Accommodation
328 Cottages
Lowest Price
$254
Highest Price
$2,450

Frequently asked questions

How much do cottages in Oakham cost?
Expect to pay between $254 and $2,450 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 favorite 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 $254 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 travelers 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.

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