Oakham Vacation Rentals from $49: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Oakham?

3 Bed House - Sleeps 6 - Parking - Wifi : This vacation home rental outside of Oakham comes with free WiFi so you can feel at home during your trip. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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Our top choices for Oakham vacation rentals

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

1. Flat 2, The Maltings

Oakham

M

$568 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cozy living room with a sofa, teal cushions, a wooden dining table with chairs, a kitchen in the background, and a brick wall with a clock.

2. 2 bedroom accommodation in Oakham

Oakham

Margaret Watters

$316 nightly

Nov 5 - Nov 6

Total with taxes and fees

A red door with a white window, a brick building with ivy, and a clear sky.

3. 2 bedroom accommodation in Market Overton

Market Overton

Dewyl1

$392 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

4. Hudson Apartment, Oakham Centre by Belmont Places

Rutland

$243 nightly

Oct 8 - Oct 9

Total with taxes and fees

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

5. The Hideout

Oakham

$548 nightly

Oct 27 - Oct 28

Total with taxes and fees

A row of single-story cabins with a brick pathway leading to the entrance.

6. 27 Brocklehurst

Oakham

A stone building with a white door, a small window, and a wall-mounted light fixture.

7. Manor View

Oakham

$403 nightly

Oct 10 - Oct 11

Total with taxes and fees

A stone house with a green door, a stone pathway, and a neatly trimmed hedge.

8. Bumble Bee

Oakham

Johann

$372 nightly

Oct 24 - Oct 25

Total with taxes and fees

A hot tub in front of a brick building with an open door leading to a living room.

9. Buckingham House

Oakham

$817 nightly

Oct 10 - Oct 11

Total with taxes and fees

A wooden structure with a circular opening, a bench, and a view of a river and greenery.

10. Bee Hive

Oakham

Tina

$652 nightly

Oct 28 - Oct 29

Total with taxes and fees

11. Squirrel's Nest

Oakham

Dennis

$665 nightly

Oct 15 - Oct 16

Total with taxes and fees

A living room with a leather sofa, a television, a fireplace, and a red wall.

12. Amberleigh

Oakham

$727 nightly

Oct 27 - Oct 28

Total with taxes and fees

A stone building with a pub sign, outdoor seating, and a clear blue sky.

13. Gardeners Cottage

Oakham

$2,045 nightly

Oct 10 - Oct 11

Total with taxes and fees

14. Otter's View

Oakham

$775 nightly

Oct 15 - Oct 16

Total with taxes and fees

15. Rabbit Hole

Oakham

$998 nightly

Oct 11 - Oct 12

Total with taxes and fees

A wooden structure with a view of a river and trees.

16. Badger's Burrow

Oakham

$665 nightly

Oct 10 - Oct 11

Total with taxes and fees

A rustic building with a gravel courtyard, wooden tables and chairs, and a large barrel.

17. The Walnut Room - Windmill Country Retreats

Melton Mowbray

$369 nightly

Oct 10 - Oct 11

Total with taxes and fees

A historic building with a corner turret, large windows, and a sign indicating a bicycle parking zone.

18. The Gresham Aparthotel

Leicester City Centre

Moira

$60 nightly

Oct 25 - Oct 26

Total with taxes and fees

A wooden cabin with a garage, outdoor seating, and a hot tub.

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

Ketton

Maxine B.

$205 nightly

Oct 11 - Oct 12

Total with taxes and fees

A room with a plaid armchair, wooden doors, a fireplace, and a white column with a sculpture.

20. Relax Inn - Thorpe Lodge Hotel

Peterborough

Sandra

$91 nightly

Oct 8 - Oct 9

Total with taxes and fees

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Top Oakham Hotel Reviews

The Beeches Hotel and Leisure Club

8/10 Good

"Convenient, easy parking, safe"

The Barnsdale, Rutland

10/10 Excellent

"We stayed 2 nights with our dog during a tour of the Rutland area and further afield. We were really impressed by the hotel - great location, friendly and helpful staff, lovely walks locally, well maintained facilities, lots of spaces for chilling out, lovely food and welcoming of our dog in all locations. We had a lovely stay and this hotel is high on our list for a return, perhaps without our dog so we can use the spa facilities! The only slight negatives were that the room looked a little tired (we understand that there's a major refurb on the way) but it was perfectly fine and perhaps now is the time to get a good price before the refurb! And, a small gripe, the lovely breakfast was spoiled by having to make our own toast using two toasters that couldn't brown both sides of the bread at the same time (I spend many minutes standing around with others trying to get a decent slice to go with my eggs) - a minor but irritating annoyance. But overall a fantastic stay, thank you."

Rutland Hall Hotel & Spa

8/10 Good

"Overall a good stay. I stayed in the cosy double room and all I would say is the bed was really hard. Also the room was right by the door so it was noisy as times. Breakfast was good. We tried booking in for dinner on the first evening however it was full so we ordered a delivery to the hotel as it was late. No food service in the evening which I thought was odd. The hotel did try and book us in for the other nights though."

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."

Find out more about Oakham

Everything you need to know about Oakham 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 Oakham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Oakham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakham vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $49 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakham rentals

At Expedia, we put the best Oakham 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 Oakham 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 Oakham 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 Oakham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Oakham?

Yes, there are vacation rentals in Oakham close to Barnsdale Gardens, or you can select a more remote option if you're looking for a relaxing stay. Our travelers say Oakham has a good selection of top-notch restaurants and lively bars. Make sure you allow time to enjoy the gardens and lakeside.

What are some of the best vacation rentals in Oakham?

3 Bed House - Sleeps 6 - Parking - Wifi: This vacation home rental outside of Oakham comes with free WiFi so you can feel at home during your trip. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Oakham?

With 22 Expedia vacation rentals, you're sure to find just the right place for your Oakham stay.

What’s there to see and do in Oakham?

Rutland Water Country Park and Rutland Water Nature Reserve are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Rutland Falconry and Owl Centre. Barnsdale Gardens and Lyddington Bede House are other places to visit while you're in town.

What’s a vacation rental in Oakham like?

A vacation rental is a private property where you can stay for short or long periods in Oakham. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.

Oakham Vacation Rentals

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Check prices for these dates

Our top choices for Oakham vacation rentals

1. Flat 2, The Maltings

2. 2 bedroom accommodation in Oakham

3. 2 bedroom accommodation in Market Overton

4. Hudson Apartment, Oakham Centre by Belmont Places

5. The Hideout

6. 27 Brocklehurst

7. Manor View

8. Bumble Bee

9. Buckingham House

10. Bee Hive

11. Squirrel's Nest

12. Amberleigh

13. Gardeners Cottage

14. Otter's View

15. Rabbit Hole

16. Badger's Burrow

17. The Walnut Room - Windmill Country Retreats

18. The Gresham Aparthotel

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

20. Relax Inn - Thorpe Lodge Hotel

Find vacation rentals that suit your style

Top Oakham Hotel Reviews

The Beeches Hotel and Leisure Club

Find out more about Oakham

Explore a world of travel with Expedia

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