Willoughby Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Willoughby vacation rentals

Interior

Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.4 out of 10, Exceptional, (36 reviews)
"Fantastic communication with the host and the most comfortable beds we have ever slept in! This home is charming and decorated elegantly with plenty of room for visiting. "
United States
Holly G.
$295 nightly
The price is $295
Apr 15 - Apr 16
Total with taxes and fees
Willow Woods Retreat - Farmhouse - Patio & Nature
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)
"The property is amazing, as is the cabin. Love the decor. We appreciated the privacy, the hot tub worked great. We also appreciated the fire ring with everything needed to build a fire! We had a lovely visit with a great friend, daughter, and her grandson that live in the area. Thanks for everything!"
United States
Jeannie
$166 nightly
The price is $166
Apr 15 - Apr 16
Total with taxes and fees
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
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
$166 nightly
The price is $166
Apr 15 - Apr 16
Total with taxes and fees
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
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
Apr 17 - Apr 18
Total with taxes and fees
Beautiful cabin situated on wooded land with nice yard clearing and small stream
1 bedroom, iron/ironing board, free WiFi, bed sheets

Steps to Cleveland Clinic - Bright Studio

Steps to Cleveland Clinic - Bright Studio
Hough
10.0 out of 10, Exceptional, (2 reviews)
"host was very nice and attentive !"
United States
Trinity D.
$195 nightly
The price is $212
Apr 28 - Apr 29
Total with taxes and fees
Steps to Cleveland Clinic - Bright Studio
TV

Nice Apartment next to Christmas Story House

Nice Apartment next to Christmas Story House
Tremont
9.8 out of 10, Exceptional, (27 reviews)
"Location was close to our activities "
United States
Brenda R.
$150 nightly
The price is $155
Apr 27 - Apr 28
Total with taxes and fees
Nice Apartment next to Christmas Story House
Property grounds

Residential Apartment w/Drumkit

Residential Apartment w/Drumkit
Willowick
10.0 out of 10, Exceptional, (18 reviews)
"Great, quiet place! "
United States
Ranae K.
$157 nightly
The price is $162
Apr 15 - Apr 16
Total with taxes and fees
Residential Apartment w/Drumkit
TV

The House Hotels - Superior Road

The House Hotels - Superior Road
Cleveland Heights
9.4 out of 10, Exceptional, (20 reviews)
"A beautiful, comfortable, well kept apartment in a great location. This was ous second stay here so you know we like it!"
United States
Steve W.
$215 nightly
The price is $215
Apr 15 - Apr 16
Total with taxes and fees
The House Hotels - Superior Road
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Lovely Lakewood:November Special 15% Off 3+ Nights

Lovely Lakewood:November Special 15% Off 3+ Nights
Lakewood
9.0 out of 10, Wonderful, (88 reviews)
"Perfect location for our needs. "
United States
Tracy S.
$174 nightly
The price is $174
Apr 15 - Apr 16
Total with taxes and fees
Lovely Lakewood:November Special 15% Off 3+ Nights
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, (58 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.
$309 nightly
The price is $330
Apr 15 - Apr 16
Total with taxes and fees
The View! Hot Tub-Golf Cart-Beaches-Billiards-King-Cottage Retreat Full of Fun
Beach nearby, sun loungers, beach towels

Cozy Centrally Located Gem-King, Hot Tub, Pets OK, Shops & 15 Mins to Lake Erie

Cozy Centrally Located Gem-King, Hot Tub, Pets OK, Shops & 15 Mins to Lake Erie
Mentor
10.0 out of 10, Exceptional, (77 reviews)
"This was our second time staying here and we were again impressed with the details and luxury provided by the host. We will definitely be back!"
United States
Megan And Marty O.
$286 nightly
The price is $304
Apr 15 - Apr 16
Total with taxes and fees
Cozy Centrally Located Gem-King, Hot Tub, Pets OK, Shops & 15 Mins to Lake Erie
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.
$184 nightly
The price is $194
Apr 15 - Apr 16
Total with taxes and fees
Center of Little Italy #1
Dining

Comfy Updated Historic Gem Pets OK 3B Vibrant Area

Comfy Updated Historic Gem Pets OK 3B Vibrant Area
Painesville
9.8 out of 10, Exceptional, (73 reviews)
"This location was perfect for our stay while visiting with family during the Christmas season. The host was very responsive and helpful. This location definitely had a home away from home feeling as we felt a warm welcome upon entering the home. "
United States
Patrick T.
$262 nightly
The price is $277
Apr 16 - Apr 17
Total with taxes and fees
Comfy Updated Historic Gem Pets OK 3B Vibrant Area
TV

2 Queen Beds in 1896 Victorian Triplex! AC, WiFi, Parking & More!

2 Queen Beds in 1896 Victorian Triplex! AC, WiFi, Parking & More!
Lakewood
7.6 out of 10, Good, (15 reviews)
"Communication was excellent and cleanliness was exemplary!"
United States
Lisa F.
$184 nightly
The price is $191
Apr 15 - Apr 16
Total with taxes and fees
2 Queen Beds in 1896 Victorian Triplex! AC, WiFi, Parking & More!
Interior

Timeless Tremont- Enjoy 20% off 5+ nights

Timeless Tremont- Enjoy 20% off 5+ nights
Tremont
9.4 out of 10, Exceptional, (42 reviews)
"excellent property in a wonderful neighborhood, close to downtown "
United States
James
$186 nightly
The price is $186
Apr 15 - Apr 16
Total with taxes and fees
Timeless Tremont- Enjoy 20% off 5+ nights
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
$267 nightly
The price is $282
Apr 19 - Apr 20
Total with taxes and fees
Coastal Lake Erie Cottage w/ Amazing Water Views!
Exterior detail

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Buckeye-Shaker
9.4 out of 10, Exceptional, (82 reviews)
"This was a nice, comfortable, and clean apartment. We enjoyed our stay."
United States
Henry W.
$152 nightly
The price is $159
Apr 15 - Apr 16
Total with taxes and fees
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Interior

Cozy apartment in Cleveland 7 minutes from Airport 7 minutes from Downtown!

Cozy apartment in Cleveland 7 minutes from Airport 7 minutes from Downtown!
Jefferson
9.6 out of 10, Exceptional, (5 reviews)
"I would highly recommend this place. The host was easy to reach and the place was very clean. "
United States
Jamie
$180 nightly
The price is $180
Apr 15 - Apr 16
Total with taxes and fees
Cozy apartment in Cleveland 7 minutes from Airport 7 minutes from Downtown!
TV, offices

The Gallery House - Art curated by local artist!

The Gallery House - Art curated by local artist!
Cleveland Heights
9.8 out of 10, Exceptional, (7 reviews)
"Yes everything was amazing besides the TV’s not being in all rooms for entertainment."
United States
Temetrius
$191 nightly
The price is $191
Apr 20 - Apr 21
Total with taxes and fees
The Gallery House - Art curated by local artist!
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
Apr 19 - Apr 20
Total with taxes and fees
Vineyard View | Walk to Wineries & River| Hot Tub
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

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

10/10 Excellent
"Nice place"
Bruce 1-night trip
Posted 2 hours ago
Hotel Cleveland, Autograph Collection

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 $118 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.