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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Willoughby cottages

Exterior
Historic Cleveland Heights Carriage House!

Historic Cleveland Heights Carriage House!

Historic Cleveland Heights Carriage House!
Cleveland Heights
9.4 out of 10, Exceptional, (44)
"AMAZING rental! Great location, beautifully decorated, wonderful host! It had everything we needed and everything was on one level with only 2 steps to enter! Thank yo Kristen; you have a beautiful property!"
United States
Anonymous traveler
$320 nightly
The price is $361
Jan 19 - Jan 20, 2026
Total with taxes and fees
Historic Cleveland Heights Carriage House!
Exterior detail
Country Cottage Farm Stay at Stoneycreek Acres

Country Cottage Farm Stay at Stoneycreek Acres

Country Cottage Farm Stay at Stoneycreek Acres
Newbury
10.0 out of 10, Exceptional, (70)
"An absolutely delightful stay for me, my mother and my daughter. The host and her family were so gracious when we asked to be seen around the farm! I don’t know what was better, the adorable cottage or the hospitality they showed us. Will definitely be staying here again!!"
United States
Christine D.
$336 nightly
The price is $336
Dec 22 - Dec 23
Total with taxes and fees
Country Cottage Farm Stay at Stoneycreek Acres
Cottage (4 Bedrooms) | Interior
Coastal Lake Erie Cottage w/ Amazing Water Views!

Coastal Lake Erie Cottage w/ Amazing Water Views!

Coastal Lake Erie Cottage w/ Amazing Water Views!
3.0 star property
Euclid
$240 nightly
The price is $254
Jan 4 - Jan 5, 2026
Total with taxes and fees
Coastal Lake Erie Cottage w/ Amazing Water Views!
Terrace/patio
Vineyard View | Walk to Wineries & River| Hot Tub

Vineyard View | Walk to Wineries & River| Hot Tub

Vineyard View | Walk to Wineries & River| Hot Tub
Madison
10.0 out of 10, Exceptional, (65)
"We loved our stay here!! It was the perfect little getaway from Columbus, and we would definitely stay here again! The outdoor & indoor spaces were clean and comfortable. The only thing we felt was missing was extra blankets in the living room, but other than that everything was amazing - there were plenty of towels and the kitchen was well stocked. Everything was clearly labeled/explained and the hosts had excellent communication! "
United States
Miriam B.
$437 nightly
The price is $456
Dec 22 - Dec 23
Total with taxes and fees
Vineyard View | Walk to Wineries & River| Hot Tub
House (4 Bedrooms) | Interior
9 Mi to Cleveland: Home Near Hospitals & Colleges

9 Mi to Cleveland: Home Near Hospitals & Colleges

9 Mi to Cleveland: Home Near Hospitals & Colleges
3.0 star property
University Heights
8.0 out of 10, Very Good, (2)
"Great location and neighborhood. Very close to JCU. Went to a concert at the stadium and it worked out great. Host was great with communication and no issues. "
United States
Amy
$456 nightly
The price is $484
Dec 27 - Dec 28
Total with taxes and fees
9 Mi to Cleveland: Home Near Hospitals & Colleges
Front of property
Explore Cleveland Attractions! Family-focused Home

Explore Cleveland Attractions! Family-focused Home

Explore Cleveland Attractions! Family-focused Home
3.0 star property
Shaker Heights
$639 nightly
The price is $679
Jan 4 - Jan 5, 2026
Total with taxes and fees
Explore Cleveland Attractions! Family-focused Home
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

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

10/10 Excellent
"Nice staff. Nice room!"
Kaley 1-night trip
Posted 23 hours ago
Kimpton Schofield Hotel by IHG

Find out more about Willoughby

Willoughby Cottages information

Number of reviews
180
Accommodation
49 Cottages
Lowest Price
$254
Highest Price
$679

Frequently asked questions

Why book your cottage in Willoughby with Expedia?
Reserving a cottage in Willoughby is as simple as entering your travel dates and choosing your ideal place for a vacation in the outdoors. From upscale retreats to budget-friendly stays and cottages that have amenities like laundry facilities, Expedia has something for all traveler styles. As for epic deals? We've have them as well!
How can I find cheap cottages in Willoughby?
The best way to spot cheap cottages in Willoughby is with Expedia's handy filter tool. Refine your search results by star rating, amenities and budget to access unbeatable prices in just a few keystrokes.
What is there to do in Willoughby near my cottage?
The ultimate travel accessory is a well-planned to-do list. Penitentiary Glen Wildlife Center is a great place to kick-start your exploration of Willoughby.

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