Photo by NotFromUtrecht

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Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Oakham cottages

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
$424 nightly
The price is $509
Nov 15 - Nov 16
Total with taxes and fees
Bennett's Cottage

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
$263 nightly
The price is $263
Nov 12 - Nov 13
Total with taxes and fees
2 bedroom accommodation in Oakham

3. Gardeners Cottage

Gardeners Cottage
2.5 star property
Oakham
$2,268 nightly
The price is $2,722
Nov 12 - Nov 13
Total with taxes and fees
Gardeners Cottage

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
$629 nightly
The price is $755
Dec 4 - Dec 5
Total with taxes and fees
Flat 2, The Maltings

5. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
$608 nightly
The price is $730
Nov 15 - Nov 16
Total with taxes and fees
The Hideout

6. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
$502 nightly
The price is $603
Dec 1 - Dec 2
Total with taxes and fees
9 Rectory Lane

7. Buckingham House

Buckingham House
3.0 star property
Oakham
$906 nightly
The price is $1,087
Nov 16 - Nov 17
Total with taxes and fees
Buckingham House

8. Amberleigh

Amberleigh
3.0 star property
Oakham
8.0 out of 10, Very good, (1 review)
$806 nightly
The price is $968
Nov 13 - Nov 14
Total with taxes and fees
Amberleigh

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
$723 nightly
The price is $867
Nov 13 - Nov 14
Total with taxes and fees
Bee Hive

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
$738 nightly
The price is $885
Nov 13 - Nov 14
Total with taxes and fees
Squirrel's Nest

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
$413 nightly
The price is $495
Nov 18 - Nov 19
Total with taxes and fees
Bumble Bee

12. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
$1,107 nightly
The price is $1,328
Nov 13 - Nov 14
Total with taxes and fees
Rabbit Hole

13. Otter's View

Otter's View
3.0 star property
Oakham
$860 nightly
The price is $1,032
Nov 13 - Nov 14
Total with taxes and fees
Otter's View

14. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
$738 nightly
The price is $885
Nov 15 - Nov 16
Total with taxes and fees
Badger's Burrow

15. Farm View House

Farm View House
3.0 star property
Melton Mowbray
$833 nightly
The price is $999
Nov 16 - Nov 17
Total with taxes and fees
Farm View House

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

THE BRIGHT | Exclusive Boutique Residence in the Heart of Stamford
Stamford
$279 nightly
The price is $279
Nov 10 - Nov 11
Total with taxes and fees
THE BRIGHT | Exclusive Boutique Residence in the Heart of Stamford

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

THE MOODY | Luxury Grade II Listed Retreat in Historic Stamford
Stamford
$279 nightly
The price is $279
Nov 10 - Nov 11
Total with taxes and fees
THE MOODY | Luxury Grade II Listed Retreat in Historic Stamford

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
$391 nightly
The price is $391
Nov 22 - Nov 23
Total with taxes and fees
1 bedroom accommodation in Sproxton

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
$471 nightly
The price is $471
Nov 10 - Nov 11
Total with taxes and fees
Charming cottage near lovely Stamford with cosy open fire and a rural location.

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.
$274 nightly
The price is $274
Nov 10 - Nov 11
Total with taxes and fees
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.

Learn more about Oakham

In this quaint market town, explore Oakham Castle where you can marvel at its ancient horseshoes and Norman Great Hall. Spend a day at Rutland Water Country Park where sailing, cycling, and spotting wildlife at the nature reserve make for perfect outdoor adventures.

A historic building with a tower by a lake, a picnic table, and a grassy area.
Photo by NotFromUtrecht
Open Photo by NotFromUtrecht

Frequently Asked Questions

How much do cottages in Oakham cost?

Expect to pay between $263 and $2,721 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 9.

How many cottages are there in Oakham?

You can choose from 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 $263 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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