Willoughby Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Willoughby vacation rentals

Outdoor spa tub

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Madison
9.4 out of 10, Exceptional, (6 reviews)
"Super clean and cozy cabin! I can’t wait to stay again! "
United States
Alyssa T.
$190 nightly
The price is $190
May 20 - May 21
Total with taxes and fees
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Beach nearby, sun loungers, beach towels

The View! Hot Tub-Golf Cart-Beaches-Billiards-King-Cottage Retreat Full of Fun

The View! Hot Tub-Golf Cart-Beaches-Billiards-King-Cottage Retreat Full of Fun
Fairport Harbor
10.0 out of 10, Exceptional, (61 reviews)
"Efficient booking, entry, and exit- The space was very clean and thoughtfully staged for a visit. We had a wonderful stay!"
United States
Kimberly P.
$352 nightly
The price is $379
May 10 - May 11
Total with taxes and fees
The View! Hot Tub-Golf Cart-Beaches-Billiards-King-Cottage Retreat Full of Fun
Interior

Family-friendly 5-Star Rated 19th Century Restored Mansion

Family-friendly 5-Star Rated 19th Century Restored Mansion
Painesville
10.0 out of 10, Exceptional, (35 reviews)
"This property was lovely and suited our needs perfectly. We were ten siblings with some of the spouses - several were local and did not stay overnight. It was like a step back in time but with all the modern amenities. The owner was gracious and welcoming and we hope to be back next year!"
United States
Kathy M.
$839 nightly
The price is $930
May 10 - May 11
Total with taxes and fees
Family-friendly 5-Star Rated 19th Century Restored Mansion
Property grounds

The Thistle House off Chardon Square

The Thistle House off Chardon Square
Chardon
10.0 out of 10, Exceptional, (47 reviews)
"This is a charming home and had everything we needed. It is very well appointed, comfortable and a wonderful place to return to."
United States
Brian
$537 nightly
The price is $537
May 11 - May 12
Total with taxes and fees
The Thistle House off Chardon Square
Free WiFi, bed sheets

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Madison
9.6 out of 10, Exceptional, (4 reviews)
"This was an incredible stay for my wife and I. The cleanliness, quietness, and coziness was amazing. We will definitely be back for another anniversary stay. The multiple wineries around also help enhance the stay even more. You’re missing out if you don’t book this cabin. "
United States
Matthew
$177 nightly
The price is $177
May 10 - May 11
Total with taxes and fees
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Outdoor spa tub

Vineyard View | Walk to Wineries & River| Hot Tub

Vineyard View | Walk to Wineries & River| Hot Tub
Madison
10.0 out of 10, Exceptional, (66 reviews)
"Great amenities and beautiful setting"
United States
Joyce L.
$440 nightly
The price is $459
May 10 - May 11
Total with taxes and fees
Vineyard View | Walk to Wineries & River| Hot Tub
Dining

Pine Lake Trout Club Cabin #8!!!

Pine Lake Trout Club Cabin #8!!!
Chagrin Falls
8.8 out of 10, Excellent, (12 reviews)
"I always love staying here! "
United States
Jade R.
$195 nightly
The price is $195
May 11 - May 12
Total with taxes and fees
Pine Lake Trout Club Cabin #8!!!
Interior

Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor

Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor
Fairport Harbor
9.4 out of 10, Exceptional, (13 reviews)
"Was very cozy, quiet and well kept. Would stay there again."
United States
Christopher
$215 nightly
The price is $223
May 11 - May 12
Total with taxes and fees
Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor
Outdoor dining

Beautiful cabin situated on wooded land with nice yard clearing and small stream

Beautiful cabin situated on wooded land with nice yard clearing and small stream
Madison
10.0 out of 10, Exceptional, (11 reviews)
"The location was very peaceful and relaxing. We felt at home with nature and enjoyed our time very much!"
United States
Steven B.
$165 nightly
The price is $169
Jun 5 - Jun 6
Total with taxes and fees
Beautiful cabin situated on wooded land with nice yard clearing and small stream
TV, video games, stereo, offices

Movie Theater-Game Room-Parking-Heart Of Cleveland

Movie Theater-Game Room-Parking-Heart Of Cleveland
Tremont
10.0 out of 10, Exceptional, (31 reviews)
"Nice property. Very clean. Perfect location."
United States
Mary-Lynn S.
$419 nightly
The price is $456
May 10 - May 11
Total with taxes and fees
Movie Theater-Game Room-Parking-Heart Of Cleveland
Fridge, microwave, oven, stovetop

The Belle of Ohio City

The Belle of Ohio City
Ohio City
9.8 out of 10, Exceptional, (12 reviews)
"Host communicated well and everything was ready for our visit. House was clean and had what we needed "
United States
Mary Jo C.
$412 nightly
The price is $452
May 10 - May 11
Total with taxes and fees
The Belle of Ohio City
Cottage (4 Bedrooms) | Interior

Coastal Lake Erie Cottage w/ Amazing Water Views!

Coastal Lake Erie Cottage w/ Amazing Water Views!
3.0 star property
Euclid
$247 nightly
The price is $261
May 10 - May 11
Total with taxes and fees
Coastal Lake Erie Cottage w/ Amazing Water Views!
Dining

Country Cottage Farm Stay at Stoneycreek Acres

Country Cottage Farm Stay at Stoneycreek Acres
Newbury
10.0 out of 10, Exceptional, (72 reviews)
"Excellent communication with host and extremely clean, peaceful and beautiful place to stay "
United States
Jennifer T.
$348 nightly
The price is $348
May 11 - May 12
Total with taxes and fees
Country Cottage Farm Stay at Stoneycreek Acres
1 bedroom, free WiFi, bed sheets

Welcome to the Sandcastle Suite

Welcome to the Sandcastle Suite
Fairport Harbor
9.8 out of 10, Exceptional, (31 reviews)
"Absolutely LOVE staying at these properties!! We have stayed a few times and it will be our go to for every trip to the area. "
United States
Kelly N.
$183 nightly
The price is $189
May 10 - May 11
Total with taxes and fees
Welcome to the Sandcastle Suite
2 bedrooms, desk, iron/ironing board, free WiFi

Historic District 2BR on 1st Floor near Cleveland Clinic ~ Family Friendly ~Safe

Historic District 2BR on 1st Floor near Cleveland Clinic ~ Family Friendly ~Safe
Shaker Heights
9.8 out of 10, Exceptional, (9 reviews)
"Lovely house, wonderful beds and great host."
United States
Cheryl H.
Historic District 2BR on 1st Floor near Cleveland Clinic ~ Family Friendly ~Safe
Dining

Historic Cleveland Heights Carriage House!

Historic Cleveland Heights Carriage House!
Cleveland Heights
9.4 out of 10, Exceptional, (50 reviews)
"Cozy carriage house in a quiet neighborhood, very close to the clinic. Kristen the host was so nice!"
United States
Kim C.
$361 nightly
The price is $407
May 11 - May 12
Total with taxes and fees
Historic Cleveland Heights Carriage House!
Terrace/patio

5 minutes from major highways, close to EVERYTHNIG!

5 minutes from major highways, close to EVERYTHNIG!
Parma
9.8 out of 10, Exceptional, (81 reviews)
"We enjoyed location, large dining room space, games, cleanliness, salt and shovel. Thank you for communicating so easily. Wonderful trip!"
United States
Sylvia L.
$213 nightly
The price is $225
May 12 - May 13
Total with taxes and fees
5 minutes from major highways, close to EVERYTHNIG!
Outdoor spa tub

Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions

Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions
Ohio City
9.0 out of 10, Wonderful, (15 reviews)
"Awesome spot. Great for a large group. Rooftop patio was amazing. "
United States
Lance M.
$341 nightly
The price is $341
May 10 - May 11
Total with taxes and fees
Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions
Smart TV

Center of Little Italy #1

Center of Little Italy #1
University Circle
9.6 out of 10, Exceptional, (17 reviews)
"Great stay and great location!"
United States
Katlyn A.
$174 nightly
The price is $182
May 10 - May 11
Total with taxes and fees
Center of Little Italy #1
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 Willoughby Hotel Reviews

Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

10/10 Excellent
"Rooms were very comfortable. Staff very helpful. Shuttle service was great."
Deborah 3-night trip
Posted 8 hours ago
Holiday Inn Cleveland Clinic by IHG

Find out more about Willoughby

Everything you need to know about Willoughby 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 Willoughby 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 Willoughby vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Willoughby vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Willoughby. 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 Willoughby 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 $123 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 Willoughby rentals

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

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Willoughby?

Yes, we have vacation rentals in Willoughby near The Holden Arboretum, or you can choose a more remote option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and shops in Willoughby. Make sure you have time to check out the temples and architecture during your trip.

What are some of the best vacation rentals that Willoughby has to offer?

Luxury Downtown Townhome w/ Private Garage Unit 11: This vacation home rental outside of Willoughby is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Willoughby?

Expedia has 14 vacation rentals for your stay in Willoughby.

What can I see and do in Willoughby?

The Holden Arboretum and Lake Erie are a couple of scenic spots to enjoy the outdoors, whereas Historic Kirtland is one of the cultural attractions. Other places in town to visit include Chagrin River and North Chagrin Reservation.

What are vacation rentals like in Willoughby?

Vacation rentals are privately owned accommodations you can book for several days or more in Willoughby. Vacation rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.