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
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 cottages

A brick house with a tiled roof, white windows, and a visible gutter system.

1. 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 £260
includes taxes & fees
1 Oct - 2 Oct
2 bedroom accommodation in Oakham
A row of single-story cabins with a brick pathway leading to the entrance.

2. 27 Brocklehurst

27 Brocklehurst
3.0 star property
Oakham
The price is £383
includes taxes & fees
27 Sept - 28 Sept
27 Brocklehurst
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 £328
includes taxes & fees
5 Oct - 6 Oct
2 bedroom accommodation in Market Overton
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 £498
includes taxes & fees
1 Oct - 2 Oct
The Hideout
A riverside view of a quaint inn with outdoor seating and a stone building.

5. Buckingham House

Buckingham House
3.0 star property
Oakham
The price is £742
includes taxes & fees
28 Sept - 29 Sept
Buckingham House
A brick house with a paved driveway, a wooden fence, and a small tree in the front yard.

6. Amberleigh

Amberleigh
3.0 star property
Oakham
The price is £660
includes taxes & fees
26 Sept - 27 Sept
Amberleigh
A park with picnic tables, a visitor center, and a small building with a pitched roof.

7. Gardeners Cottage

Gardeners Cottage
2.0 star property
Oakham
The price is £1,856
includes taxes & fees
26 Sept - 27 Sept
Gardeners Cottage
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

8. Otter's View

Otter's View
3.0 star property
Oakham
The price is £704
includes taxes & fees
14 Oct - 15 Oct
Otter's View
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

9. 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 £604
includes taxes & fees
27 Sept - 28 Sept
Squirrel's Nest
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

10. 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 £592
includes taxes & fees
6 Oct - 7 Oct
Bee Hive
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

11. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is £906
includes taxes & fees
26 Sept - 27 Sept
Rabbit Hole
A stone cottage with a red-tiled roof, a green door, and a small garden area with a planter and a pathway.

12. 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 £338
includes taxes & fees
26 Sept - 27 Sept
Bumble Bee
A wooden structure with a view of a river and trees.

13. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
The price is £604
includes taxes & fees
2 Oct - 3 Oct
Badger's Burrow
A two-story house with a brick facade and a white door.

14. Little Launde Cottage

Little Launde Cottage
2.0 star property
Leicester
The price is £402
includes taxes & fees
2 Oct - 3 Oct
Little Launde Cottage
A stone house with a pitched roof, multiple chimneys, and a paved driveway.

15. Historic 200-year old stone built Annex near Stamford, Lincolnshire

Historic 200-year old stone built Annex near Stamford, Lincolnshire
bainton
The price is £133
includes taxes & fees
26 Sept - 27 Sept
Historic 200-year old stone built Annex near Stamford, Lincolnshire
A patio with a grill, outdoor seating, and a view of a field.

16. 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 £205
includes taxes & fees
24 Sept - 25 Sept
The Cottage · Luxury Romantic Retreat in Idyllic Rural Location
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 £383
includes taxes & fees
27 Sept - 28 Sept
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 £373
includes taxes & fees
4 Oct - 5 Oct
Charming cottage near lovely Stamford with cosy open fire and a rural location.
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
The price is £203
includes taxes & fees
24 Sept - 25 Sept
1 bedroom accommodation in Harby, near Melton Mowbray
A red brick house with a front door, two windows with shutters, a small porch, and a wooden fence.

20. 3 bedroom accommodation in Melton Mowbray

3 bedroom accommodation in Melton Mowbray
Melton Mowbray
The price is £921
includes taxes & fees
25 Sept - 26 Sept
3 bedroom accommodation in 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

Hambleton Hall

Hambleton Hall

10/10 Excellent
"A beautiful serene hotel of character and charm in the English countryside. The staff and service were excellent! Would highly recommend!"
James 1-night trip
Posted 1 hour ago
Hambleton Hall

Find out more about Oakham

Oakham Cottages information

Number of reviews
44
Accommodation
327 Cottages
Lowest Price
£133
Highest Price
£1,856

Frequently asked questions

How much do holiday cottages in Oakham cost?
Prepare to pay between £133 and £1,856 per night for holiday cottages in Oakham. Whatever your budget, a terrific stay is only a click away on Expedia. 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.
What are the best holiday cottages in Oakham?
A traveller favourite is Amberleigh. Cosy up at this 3.5-star stay which comes with individually decorated rooms and a garden. Willow Lodge is another recommended option to check out. Unpack your suitcase at this 3.5-star cottage and you'll have access to amenities including a swimming pool and individually decorated rooms. You can choose from multiple holiday cottages in Oakham with a total average guest review rating of 8.7.
How many holiday cottages are there in Oakham?
Pick from 327 holiday cottages in Oakham. No matter if you're taking a trip with the family or organising a weekend retreat with your pals, Expedia will help you find the perfect property to immerse yourself in nature.
Are there any family-friendly holiday cottages in Oakham?
Travelling with your group in Oakham couldn't be easier at Sycamore Lodge. With amenities such as a swimming pool and free WiFi, you'll find all the necessary comforts at this 3.5-star cottage. Church View is another family-friendly stay where you and your squad can escape the daily grind of the big city. This cottage has a 3.5-star rating and amenities including a swimming pool and free WiFi. Oakham has plenty of family-friendly attractions to visit when the kids are getting restless. Oakham Castle and Barnsdale Gardens promise a fun day out for travellers young and old.
Why book your cottage in Oakham with Expedia?
We think a getaway should be simple, so if you're chasing holiday cottages in Oakham at an affordable rate, Expedia delivers. Keep costs down and stay in a cheap option far away from the city rush, or book an upmarket cottage to spoil the ones you love most.
How can I find cheap cottages in Oakham?
Expedia can help you easily source cheap cottages in Oakham. To find a fantastic stay in a few quick keystrokes, try out our handy filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Oakham near my cottage?
You'll find loads of fantastic things to fill your itinerary with in Oakham. Drop by major attractions like Oakham Castle, Stapleford Park Golf Course and Normanton Church. Rutland Water Country Park, Barnsdale Gardens and Rutland Zorbing are also visitor favourites.

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