A river surrounded by autumn-colored trees and mountains.

Willoughby Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Willoughby vacation rentals

A hallway with a white wall, a wooden floor, a white counter, and a chandelier.

1. Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.2 out of 10, Wonderful, (42 reviews)
"We enjoyed our stay and the accommodations were as expected."
United States
Cherylee L.
$292 nightly
The price is $292
Oct 7 - Oct 8
Total with taxes and fees
Willow Woods Retreat - Farmhouse - Patio & Nature
A grassy area with two Adirondack chairs and a fire pit, overlooking a body of water.

2. Coastal Lake Erie Cottage w/ Amazing Water Views!

Coastal Lake Erie Cottage w/ Amazing Water Views!
3.0 star property
Euclid
10.0 out of 10, Exceptional, (2 reviews)
"loved the water view but not so fond of the apartment building next door"
United States
gregory
$233 nightly
The price is $249
Oct 13 - Oct 14
Total with taxes and fees
Coastal Lake Erie Cottage w/ Amazing Water Views!
A dining room with a wooden table, six chairs, a chandelier, and a decorative mirror.

3. Charming 3-Bedroom Pet-Friendly Home by Lake Erie

Charming 3-Bedroom Pet-Friendly Home by Lake Erie
Euclid
10.0 out of 10, Exceptional, (9 reviews)
"The property was wonderful and we had a pleasant stay and would stay here again if in the area. "
United States
Terri V.
$241 nightly
The price is $241
Oct 3 - Oct 4
Total with taxes and fees
Charming 3-Bedroom Pet-Friendly Home by Lake Erie
A wooden two-story building with a balcony, a front door, and a sign that says "OPEN".

4. Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm

Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Burton
10.0 out of 10, Exceptional, (71 reviews)
"Really nice place to stay."
United States
Phillip
$163 nightly
The price is $163
Oct 13 - Oct 14
Total with taxes and fees
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
A modern living room with a flat-screen TV mounted on a wall, a wooden entertainment center, and a zebra-patterned rug.

5. Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out

Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Cleveland Heights
9.0 out of 10, Wonderful, (27 reviews)
"Excellent walkable location. Good for one night in town for an event."
United States
Whitney
$171 nightly
The price is $173
Oct 4 - Oct 5
Total with taxes and fees
Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
A bedroom with a bed, a fireplace, a chair, a dresser, and a window.

6. Steps to Cleveland Clinic - Bright Studio

Steps to Cleveland Clinic - Bright Studio
Hough
8.0 out of 10, Very good, (3 reviews)
"host was very nice and attentive !"
United States
Trinity D.
$207 nightly
The price is $224
Oct 7 - Oct 8
Total with taxes and fees
Steps to Cleveland Clinic - Bright Studio
A modern living room with a blue sofa, a coffee table, and a kitchen area with a bar and stools.

7. Upscale Little Italy 2BR | Private Drive & Patio

Upscale Little Italy 2BR | Private Drive & Patio
University Circle
9.4 out of 10, Exceptional, (12 reviews)
"Great location"
United States
Sandra S.
$217 nightly
The price is $235
Oct 4 - Oct 5
Total with taxes and fees
Upscale Little Italy 2BR | Private Drive & Patio
A modern kitchen with dark cabinetry, a black countertop, and a coffee maker.

8. Large duplex king size bed and two queen size

Large duplex king size bed and two queen size
Cleveland Heights
9.0 out of 10, Wonderful, (82 reviews)
"The place was great, awesome, close to everything we needed. Thank you for a great place to stay. Plenty of room and bathrooms."
United States
Michelle T.
$186 nightly
The price is $196
Oct 20 - Oct 21
Total with taxes and fees
Large duplex king size bed and two queen size
A garden with a wooden arbor and various plants, a green shed in the background, and a gravel path.

9. The Thistle House off Chardon Square

The Thistle House off Chardon Square
Chardon
10.0 out of 10, Exceptional, (48 reviews)
"Totally charming, great kitchen. Excellent access to all that Chardon has to offer. We were there only a short time but the beach was stupendous. Felt welcoming and historic . . . Would recommend."
United States
Pamela
$537 nightly
The price is $537
Oct 1 - Oct 2
Total with taxes and fees
The Thistle House off Chardon Square
A bedroom with a wooden ceiling, a bed with a wooden headboard, a blue chair, a bench, and a cowhide rug.

10. Romantic Woodside Cabin | Hot Tub & Fire Pit

Romantic Woodside Cabin | Hot Tub & Fire Pit
Madison
9.6 out of 10, Exceptional, (5 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
$207 nightly
The price is $229
Oct 6 - Oct 7
Total with taxes and fees
Romantic Woodside Cabin | Hot Tub & Fire Pit
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a wooden floor.

11. Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area
Tremont
7.8 out of 10, Good, (42 reviews)
"This is a great apartment for a quick trip."
United States
Kristin
$141 nightly
The price is $141
Oct 5 - Oct 6
Total with taxes and fees
Charming studio apartment in fantastic Cleveland Tremont area
Exterior detail

12. 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, (102 reviews)
"This was a great choice for our trip to Cleveland. Communication was great, check in and out was easy, quiet area and no issues with parking! It was definitely perfect for our stay!"
United States
Amber D.
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
A wooden deck with two metal chairs and a small round table.

13. Cozy Country Apartment in Heart of Geauga County

Cozy Country Apartment in Heart of Geauga County
Newbury
10.0 out of 10, Exceptional, (33 reviews)
"The apartment was clean, well maintained, and family friendly. Molly was a great host!"
United States
Phillip R.
$277 nightly
The price is $277
Oct 5 - Oct 6
Total with taxes and fees
Cozy Country Apartment in Heart of Geauga County
A modern kitchen with a large island, wooden cabinets, and a large window.

14. Historic Cleveland Heights Carriage House!

Historic Cleveland Heights Carriage House!
Cleveland Heights
9.6 out of 10, Exceptional, (58 reviews)
"Close to the Clinic, easy to walk to shops and eateries and walk/run. Very communicative host and this is my second stay!"
United States
Mary A.
$347 nightly
The price is $391
Oct 4 - Oct 5
Total with taxes and fees
Historic Cleveland Heights Carriage House!
A living room with a sofa, armchair, coffee table, and a TV mounted on the wall.

15. NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic

NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic
University Circle
9.8 out of 10, Exceptional, (17 reviews)
"The house was very clean and comfortable. Communication was easy and quick. We enjoyed our stay."
Canada
Robert
NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic
A corner building with a sign for Blue Sky Brews.

16. Stylish Little Italy Two Bedroom w/ Parking Space

Stylish Little Italy Two Bedroom w/ Parking Space
University Circle
9.4 out of 10, Exceptional, (13 reviews)
"Great location for Case Western, very clean, owner was easy to communicate with, parking was included. No complaints, would consider staying here again!"
United States
Mark
$219 nightly
The price is $237
Oct 5 - Oct 6
Total with taxes and fees
Stylish Little Italy Two Bedroom w/ Parking Space
A living room with a sofa, a coffee table, a fireplace, and artwork on the wall.

17. The Gallery House - Art curated by local artist!

The Gallery House - Art curated by local artist!
Cleveland Heights
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great. I will be back!"
United States
David T.
$200 nightly
The price is $200
Oct 5 - Oct 6
Total with taxes and fees
The Gallery House - Art curated by local artist!
A modern kitchen with a granite countertop, a built-in dishwasher, and a large window with curtains.

18. Historic Loft in the Heart of Downtown • Gym

Historic Loft in the Heart of Downtown • Gym
Downtown Cleveland
9.0 out of 10, Wonderful, (17 reviews)
"Nice place! Great location, would stay again."
United States
Yosef P.
$187 nightly
The price is $187
Oct 4 - Oct 5
Total with taxes and fees
Historic Loft in the Heart of Downtown • Gym
A Roku TV on a wooden TV stand with a potted plant beside it.

19. Cozy 1bed 1bath near Airport, Cleveland Clinic, & Downtown CLE

Cozy 1bed 1bath near Airport, Cleveland Clinic, & Downtown CLE
Clark-Fulton
9.2 out of 10, Wonderful, (5 reviews)
"Place looks a lot better in photos than in actuality but all in all WAY better than any hotel. The parking situation is a bit dicey though and the door to the bathroom can use an upgrade."
United States
Mohammad B.
$137 nightly
The price is $137
Oct 4 - Oct 5
Total with taxes and fees
Cozy 1bed 1bath near Airport, Cleveland Clinic, & Downtown CLE
A modern building with large windows, a balcony with wicker furniture, and a view of greenery.

20. Gorgeous 2 Bed/2 Bath | CLE Clinic | Balcony

Gorgeous 2 Bed/2 Bath | CLE Clinic | Balcony
Hough
8.8 out of 10, Excellent, (13 reviews)
"It was the perfect location to be with my family member having surgery at The Cleveland Clinic. Very clean, safe, and home away from home during a stressful time for my family. Would highly recommend!"
United States
Melissa
$269 nightly
The price is $292
Oct 4 - Oct 5
Total with taxes and fees
Gorgeous 2 Bed/2 Bath | CLE Clinic | Balcony
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Willoughby Hotel Reviews

Hilton Cleveland Downtown

Hilton Cleveland Downtown

10/10 Excellent
"Room was great!! Very clean and comfortable"
Amanda 1-night trip
Posted 2 hours ago
Hilton Cleveland Downtown

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 $141 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?

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: This vacation home rental outside of Willoughby offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Willoughby?

Expedia has 17 vacation rentals for your stay in Willoughby.

What can I see and do in Willoughby?

Chagrin River and The Holden Arboretum 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 Lake Erie and Penitentiary Glen Wildlife Center.

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.