A river surrounded by autumn-colored trees and mountains.

Willoughby Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Willoughby vacation rentals

Interior

1. Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.4 out of 10, Exceptional, (41 reviews)
"Very nice stay. "
United States
MichaelLarryBetty S.
The price is ￥17,341
￥47,091 total
includes taxes & fees
Aug 30 - Aug 31
Willow Woods Retreat - Farmhouse - Patio & Nature
Interior

2. Cleveland’s Legends' Lair | Themed | Sleeps 4

Cleveland’s Legends' Lair | Themed | Sleeps 4
North Shore Collinwood
9.6 out of 10, Exceptional, (10 reviews)
"We had a great stay...and it was conveniently located near the beach and downtown Cleveland attractions. "
United States
Rocco W.
The price is ￥11,611
￥42,447 total
includes taxes & fees
Aug 31 - Sep 1
Cleveland’s Legends' Lair | Themed | Sleeps 4
1 bedroom, iron/ironing board, WiFi (free), bed sheets

3. Modern Victorian Studio -Steps to Cleveland Clinic

Modern Victorian Studio -Steps to Cleveland Clinic
Hough
10.0 out of 10, Exceptional, (15 reviews)
"Property is perfect for anyone needing a place to stay during a visit to Cleveland Clinic"
United States
Rebecca H.
The price is ￥13,523
￥35,336 total
includes taxes & fees
Aug 30 - Aug 31
Modern Victorian Studio -Steps to Cleveland Clinic
City Apartment, Multiple Beds, City View | Living area | 50-inch Smart TV with digital channels, Netflix, Hulu

4. Sleek DT Cleveland Apt at City Club

Sleek DT Cleveland Apt at City Club
3.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (221 reviews)
"Great location"
United States
Warren
The price is ￥7,868
￥32,984 total
includes taxes & fees
Aug 30 - Aug 31
Sleek DT Cleveland Apt at City Club
Coffee/tea maker, fridge, microwave, stovetop

5. Sunfish Room

Sunfish Room
Fairport Harbor
9.0 out of 10, Wonderful, (23 reviews)
"Everything was perfect! Super cute room? Beds are comfortable? Lighting is amazing! Will definitely stay again if we are up this way!!"
United States
Laken C.
The price is ￥19,869
￥28,333 total
includes taxes & fees
Sep 4 - Sep 5
Sunfish Room
Smart TV, fireplace, books

6. Contemporary Coventry: 10% Off 2+Nights+Late Check Out

Contemporary Coventry: 10% Off 2+Nights+Late Check Out
Cleveland
9.0 out of 10, Wonderful, (55 reviews)
"Location was perfect. "
United States
Brian S.
The price is ￥12,716
￥28,134 total
includes taxes & fees
Aug 30 - Aug 31
Contemporary Coventry: 10% Off 2+Nights+Late Check Out
1 bedroom, WiFi (free), bed sheets

7. Welcome to the Sandcastle Suite

Welcome to the Sandcastle Suite
Fairport Harbor
9.6 out of 10, Exceptional, (39 reviews)
"We loved the location of the property. It was very clean, and overall great stay with our family. "
United States
Ceaira R.
The price is ￥23,843
￥34,413 total
includes taxes & fees
Sep 1 - Sep 2
Welcome to the Sandcastle Suite
Smart TV, fireplace, books

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

Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Cleveland Heights
8.8 out of 10, Excellent, (24 reviews)
"Excellent walkable location. Good for one night in town for an event."
United States
Whitney
The price is ￥12,727
￥27,586 total
includes taxes & fees
Aug 30 - Aug 31
Chic Coventry — Enjoy 10% off 2+ Nights +Late Check Out
Beach nearby

9. CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC

CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
Goodrich-Kirtland Park
8.6 out of 10, Excellent, (50 reviews)
"Everything as described! Great stay!"
United States
Billy M.
The price is ￥10,570
￥23,286 total
includes taxes & fees
Sep 2 - Sep 3
CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
TV, offices

10. 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.
The price is ￥12,091
￥33,886 total
includes taxes & fees
Sep 10 - Sep 11
The Gallery House - Art curated by local artist!
TV

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

Upscale Little Italy 2BR | Private Drive & Patio
University Circle
9.6 out of 10, Exceptional, (11 reviews)
"Great location"
United States
Sandra S.
The price is ￥12,568
￥37,410 total
includes taxes & fees
Aug 27 - Aug 28
Upscale Little Italy 2BR | Private Drive & Patio
Living area

12. Beach View Suite #8

Beach View Suite #8
Fairport Harbor
9.0 out of 10, Wonderful, (10 reviews)
"We had an absolutely wonderful stay. Everything was exactly as stated in the listing. Would definitely stay here again and plan to do so."
United States
Kelly N.
The price is ￥20,346
￥29,788 total
includes taxes & fees
Sep 14 - Sep 15
Beach View Suite #8
Dining

13. Luxury Downtown Townhome w/ Private Garage Unit 4

Luxury Downtown Townhome w/ Private Garage Unit 4
Downtown Cleveland
9.8 out of 10, Exceptional, (73 reviews)
"Basic stay, location to downtown is good. "
United States
Curt
The price is ￥7,955
￥27,459 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Downtown Townhome w/ Private Garage Unit 4
Interior

14. 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, (19 reviews)
"Loved the balcony. The lighthouse at night was beautiful"
United States
Gina
The price is ￥23,843
￥35,685 total
includes taxes & fees
Sep 22 - Sep 23
Charming 2-bedroom Suite with balcony overlooking the Lake in Fairport Harbor
Outdoor spa tub

15. Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!

Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
University Circle
10.0 out of 10, Exceptional, (65 reviews)
"Awesome place!!"
United States
Quintin B.
The price is ￥19,727
￥33,434 total
includes taxes & fees
Aug 31 - Sep 1
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
TV

16. The House Hotels - Superior Road

The House Hotels - Superior Road
Cleveland Heights
9.4 out of 10, Exceptional, (22 reviews)
"The house was great for a quick overnight stay and Billy was very responsive answering questions about the house and check-in process. The backyard was large and very accommodating for our two dogs. Would stay again!"
United States
Amy O.
The price is ￥17,524
￥35,485 total
includes taxes & fees
Sep 1 - Sep 2
The House Hotels - Superior Road
TV

17. 1br-1bth- Furnished Apartment in Chardon

1br-1bth- Furnished Apartment in Chardon
Chardon
9.6 out of 10, Exceptional, (15 reviews)
"The apartment was very nice and the hosts appointed it very well. It is a great place to stay!"
United States
Eric M.
The price is ￥19,869
￥24,638 total
includes taxes & fees
Aug 27 - Aug 28
1br-1bth- Furnished Apartment in Chardon
Exterior

18. 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, (65 reviews)
"Wonderful stay. It was clean, nice area, nice view, fun decor. Bed was comfortable. Good privacy."
United States
O'Neill
The price is ￥17,310
￥26,211 total
includes taxes & fees
Aug 26 - Aug 27
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
Dining

19. Classic Meets Contemporary I Minutes to Cle Clinic

Classic Meets Contemporary I Minutes to Cle Clinic
Cleveland Heights
9.6 out of 10, Exceptional, (14 reviews)
"House was very clean and cozy. Great location."
United States
Monica
The price is ￥12,080
￥31,949 total
includes taxes & fees
Sep 1 - Sep 2
Classic Meets Contemporary I Minutes to Cle Clinic
Interior

20. 2-Story Downtown Townhome • FREE Parking • Gym

2-Story Downtown Townhome • FREE Parking • Gym
Downtown Cleveland
9.4 out of 10, Exceptional, (6 reviews)
"Really nice place. "
Canada
Peter
The price is ￥8,591
￥24,818 total
includes taxes & fees
Aug 30 - Aug 31
2-Story Downtown Townhome • FREE Parking • Gym
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

SkyLight Inn Cleveland - Willoughby

SkyLight Inn Cleveland - Willoughby

10/10 Excellent
"The room was nice the floor was wood and it was dirty but we added 1 more night to our stay"
Marty 1-night trip
Posted 2 hours ago
SkyLight Inn Cleveland - Willoughby

Find out more about Willoughby

Search for holiday rentals in Willoughby on Expedia! You can easily find your home rentals, villas, holiday apartments in Willoughby using one of the methods below:

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Look no further and take a look at our great range of rental properties in Willoughby!

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?

Large Cleveland Getaway, 5 Beds, Near Beach & City: This vacation home rental outside of Willoughby is located on a lake and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. 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 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 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.