A rocky shoreline with calm water reflecting sunlight.

Rutland Vacation Rentals

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Our top choices for Rutland vacation rentals

A modern kitchen with light-colored cabinets, a wooden dining table set with plates and a wine glass, and a clock on the wall.

1. Stylish 2-Bed Apartment | Oakham High Street

Stylish 2-Bed Apartment | Oakham High Street
Rutland
Stylish 2-Bed Apartment | Oakham High Street
A kitchen with a microwave, sink, and wooden shelves.

2. The Black Swan Shepherds Hut overlooking private lakes

The Black Swan Shepherds Hut overlooking private lakes
Ketton
The price is CA $282
CA $301 total
includes taxes & fees
Nov 8 - Nov 9
The Black Swan Shepherds Hut overlooking private lakes
A quaint cottage with a white door, a small window, and a sign reading "Bennett's Cottage".

3. 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 $598
CA $717 total
includes taxes & fees
Nov 15 - Nov 16
Bennett's Cottage
A modern kitchen with a built-in stove, wooden cabinets, and a window.

4. Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland

Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
Ketton
10.0 out of 10, Exceptional, (1 review)
"Absolutely amazing stay at the Rabbit Hut! Host was amazing and the Hut was the perfect peaceful break we needed. Will be back soon!"
United States
Maxine B.
The price is CA $282
CA $305 total
includes taxes & fees
Nov 8 - Nov 9
Luxury Shepherd Hut situated on a private 30 acre estate in the heart of Rutland
A compact kitchen with a wooden countertop, a washing machine, and a microwave. There are two stools and a window with a view of the outside.

5. 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 $420
CA $420 total
includes taxes & fees
Nov 12 - Nov 13
2 bedroom accommodation in Oakham
A stone building with a sign reading "No 17" and a door with a small window.

6. Rutland Cottage, Ketton by Belmont Places

Rutland Cottage, Ketton by Belmont Places
Ketton
Rutland Cottage, Ketton by Belmont Places
A red door with a white window, a brick building with ivy, and a clear sky.

7. 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 $522
CA $522 total
includes taxes & fees
Nov 8 - Nov 9
2 bedroom accommodation in Market Overton
A stone building with a sloped roof, a small window, and a door.

8. The Plough, 4 beds, sleeps 9, free parking

The Plough, 4 beds, sleeps 9, free parking
Caldecott
The price is CA $363
CA $731 total
includes taxes & fees
Nov 29 - Nov 30
The Plough, 4 beds, sleeps 9, free parking
A modern kitchen with a central island, a dining area with a bench, and a skylight above.

9. Gardeners Cottage

Gardeners Cottage
2.5 star property
Oakham
The price is CA $3,199
CA $3,839 total
includes taxes & fees
Nov 10 - Nov 11
Gardeners Cottage
A stone house with a gravel driveway, a small garden, and a wooden deck.

10. 9 Rectory Lane

9 Rectory Lane
3.0 star property
Oakham
The price is CA $708
CA $850 total
includes taxes & fees
Dec 7 - Dec 8
9 Rectory Lane
A traditional stone building with a sign reading "THE MALTINGS".

11. The Hideout

The Hideout
3.0 star property
Oakham
6.0 out of 10, (1 review)
The price is CA $858
CA $1,029 total
includes taxes & fees
Nov 15 - Nov 16
The Hideout
A stone building with a white door, a small window, and a wall-mounted light fixture.

12. Manor View

Manor View
3.5 star property
Oakham
The price is CA $631
CA $757 total
includes taxes & fees
Nov 14 - Nov 15
Manor View
A hot tub in front of a brick building with an open door leading to a living room.

13. Buckingham House

Buckingham House
3.0 star property
Oakham
The price is CA $1,278
CA $1,533 total
includes taxes & fees
Nov 16 - Nov 17
Buckingham House
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

14. 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 $1,019
CA $1,223 total
includes taxes & fees
Nov 10 - Nov 11
Bee Hive
A living room with a leather sofa, a television, a fireplace, and a red wall.

15. Amberleigh

Amberleigh
3.0 star property
Oakham
8.0 out of 10, Very good, (1 review)
The price is CA $1,137
CA $1,365 total
includes taxes & fees
Nov 9 - Nov 10
Amberleigh
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

16. Rabbit Hole

Rabbit Hole
3.0 star property
Oakham
The price is CA $1,561
CA $1,873 total
includes taxes & fees
Nov 10 - Nov 11
Rabbit Hole
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

17. 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 $1,041
CA $1,249 total
includes taxes & fees
Nov 10 - Nov 11
Squirrel's Nest
A wooden structure with a circular opening, a bench, and a view of a river and greenery.

18. Otter's View

Otter's View
3.0 star property
Oakham
The price is CA $1,213
CA $1,455 total
includes taxes & fees
Nov 10 - Nov 11
Otter's View
A wooden structure with a view of a river and trees.

19. Badger's Burrow

Badger's Burrow
3.0 star property
Oakham
The price is CA $1,041
CA $1,249 total
includes taxes & fees
Nov 10 - Nov 11
Badger's Burrow
A modern kitchen with a large island, white cabinetry, and a hanging light fixture.

20. Farm View House

Farm View House
3.0 star property
Melton Mowbray
The price is CA $1,174
CA $1,409 total
includes taxes & fees
Nov 9 - Nov 10
Farm View House
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 Rutland Hotel Reviews

Rushton Hall Hotel & SPA

Rushton Hall Hotel & SPA

10/10 Excellent
"Very helpfull staff. Evening meal and breakfast were exceptional. No draft beer in the bar. Food and drink prices a bit high. Pre stay admin generated by expedia was atrocious."
AMANDA 1-night trip
Posted 8 hours ago
Rushton Hall Hotel & SPA

Find out more about Rutland

Everything you need to know about Rutland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rutland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland vacation rentals we have selected for you start as low as CA $80 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.