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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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 £381
includes taxes & fees
15 Nov - 16 Nov
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 £197
includes taxes & fees
12 Nov - 13 Nov
2 bedroom accommodation in Oakham
A red brick house with a pitched roof, a chimney, and a small porch with a door.

3. Gardeners Cottage

Gardeners Cottage
2.5 star property
Oakham
The price is £2,038
includes taxes & fees
12 Nov - 13 Nov
Gardeners Cottage
A traditional brick building with a white door and a small window. There are potted plants on the ground and hanging from the wall.

4. Flat 2, The Maltings

Flat 2, The Maltings
3.0 star property
Oakham
10.0 out of 10, Exceptional, (2 reviews)
"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 £566
includes taxes & fees
4 Dec - 5 Dec
Flat 2, The Maltings
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.

5. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is £547
includes taxes & fees
15 Nov - 16 Nov
The Hideout
A stone house with a gravel driveway, a small garden, and a wooden deck.

6. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
The price is £451
includes taxes & fees
1 Dec - 2 Dec
9 Rectory Lane
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 £814
includes taxes & fees
16 Nov - 17 Nov
Buckingham House
A brick house with a paved driveway, a wooden fence, and a small tree in the front yard.

8. Amberleigh

Amberleigh
3.0 star property
Oakham
8.0 out of 10, Very good, (1 review)
The price is £725
includes taxes & fees
12 Nov - 13 Nov
Amberleigh
A wooden boat-shaped cabin with a black roof, a door, and windows, situated on a wooden deck by a stream.

9. 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 £650
includes taxes & fees
12 Nov - 13 Nov
Bee Hive
A modern kitchen with a built-in microwave, a large window, and a wood-burning stove.

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
The price is £663
includes taxes & fees
12 Nov - 13 Nov
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
The price is £371
includes taxes & fees
12 Nov - 13 Nov
Bumble Bee
A spacious wooden cabin with a large sofa set, a dining table, and a fireplace.

12. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is £995
includes taxes & fees
12 Nov - 13 Nov
Rabbit Hole
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 £773
includes taxes & fees
12 Nov - 13 Nov
Otter's View
A wooden cabin with a sloped roof, a door, and a window.

14. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
The price is £663
includes taxes & fees
12 Nov - 13 Nov
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
The price is £748
includes taxes & fees
16 Nov - 17 Nov
Farm View House
A room with a single orange sofa, a patterned cushion, a small wooden side table with a lamp, and a tiled floor.

16. THE BRIGHT | Exclusive Boutique Residence in the Heart of Stamford

THE BRIGHT | Exclusive Boutique Residence in the Heart of Stamford
Stamford
The price is £218
includes taxes & fees
9 Nov - 10 Nov
THE BRIGHT | Exclusive Boutique Residence in the Heart of Stamford
A room with a glass-top table holding books and a candle holder.

17. THE MOODY | Luxury Grade II Listed Retreat in Historic Stamford

THE MOODY | Luxury Grade II Listed Retreat in Historic Stamford
Stamford
The price is £218
includes taxes & fees
9 Nov - 10 Nov
THE MOODY | Luxury Grade II Listed Retreat in Historic Stamford
A small stone building with a tiled roof, a wooden fence, and a paved road.

18. 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 £293
includes taxes & fees
22 Nov - 23 Nov
1 bedroom accommodation in Sproxton
A stone house with a traditional design, featuring a central door, multiple windows, and a small garden area.

19. 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 £353
includes taxes & fees
9 Nov - 10 Nov
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.

20. 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
9 Nov - 10 Nov
The Cottage · Luxury Romantic Retreat in Idyllic 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 Link Hotel Loughborough

The Link Hotel Loughborough

8/10 Good
"Great buffet breakfast, didn't have an evening meal so can't comment but they looked delicious. Parking was one of the main reasons I chose the hotel with free and plentiful spaces. Rooms clean and quiet but the bar is a bit pricey."
James 4-night trip
Posted 16 hours ago
The Link Hotel Loughborough

Find out more about Oakham

Oakham Cottages information

Number of reviews
44
Accommodation
328 Cottages
Lowest Price
£197
Highest Price
£2,038

Frequently asked questions

How much do holiday cottages in Oakham cost?
Prepare to pay between £197 and £2,038 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 8.8.
How many holiday cottages are there in Oakham?
Pick from 328 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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