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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 37 Cottages in Willoughby with updated reviews, rates, and availability.

RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly
Terrace/patio

RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly

10.0 out of 10, Exceptional, (41)
"Used as a central point for traveling family. Lots of room for kids including a basement to play. And it was decorated for Christmas! "
RIVERFRONT Cottage-Hot Tub, Billiards, Golf Cart, Pet Friendly
Historic Cleveland Heights Carriage House!

Historic Cleveland Heights Carriage House!

9.8 out of 10, Exceptional, (31)
"This is our third time staying here and I highly recommend it!"
The price is AED 621
AED 1,387 total
includes taxes & fees
25 Feb - 26 Feb
Historic Cleveland Heights Carriage House!
Willow Woods Retreat - Farmhouse - Patio & Nature
Welcome to Willow Woods Retreat! Located in beautiful Kirtland, Ohio! We cannot wait to host you!

Willow Woods Retreat - Farmhouse - Patio & Nature

9.2 out of 10, Wonderful, (21)
"We stayed for 4 days and the home was cute. The beds were comfortable and centrally located for our needs. "
Willow Woods Retreat - Farmhouse - Patio & Nature
Coastal Lake Erie Cottage w/ Amazing Water Views!
Euclid Vacation Rental | 4BR | 2BA | Stairs Required | 2,000 Sq Ft

Coastal Lake Erie Cottage w/ Amazing Water Views!

9.8 out of 10, Exceptional, (10)
"We enjoyed the weekend at the home. We were in town for a family wedding. The lake was beautiful to see with snow and ice. The property was well taken care of and the walkway was clear and salted during our icy cold weekend. We appreciated the communication, cleanliness, and plenty of space for the family. "
Coastal Lake Erie Cottage w/ Amazing Water Views!
Vineyard View | Walk to Wineries & River| Hot Tub
Relax in the hot tub while gazing at the woodlands (you may see deer, fox and eagles!)

Vineyard View | Walk to Wineries & River| Hot Tub

10.0 out of 10, Exceptional, (57)
"Perfect house for the four of us and our dog. Great location and we will be back!"
Vineyard View | Walk to Wineries & River| Hot Tub
Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today
Enjoy Glorious Sunsets from the Comfortable Adirondack Chairs

Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today

10.0 out of 10, Exceptional, (83)
"We are from Arkansas, but my son and 3 grandsons live in the Cleveland area. We got there in the evening and were delighted to see the home was completely decorated for Christmas. It is such a cozy home with a great kitchen, with a big dining table. It made for a wonderful celebration. "
Luxurious 3-BR Lakefront Cottage on Lake Erie - Book Your Lakeside Retreat Today
Lydia's Lake Erie Cottage
Sit under the weeping willow and enjoy the view!

Lydia's Lake Erie Cottage

10.0 out of 10, Exceptional, (16)
"The house is easy to find, has a gorgeous view and includes everything you need for a great getaway. I took my Mom for her 79th birthday and we explored the town and the Arboretum (note - $20 per person) and hung out at the house to watch the sunsets. "
Lydia's Lake Erie Cottage
Newly remodeled cozy cottage retreat
Kitchen with banquette dining.

Newly remodeled cozy cottage retreat

9.2 out of 10, Wonderful, (17)
"Nice and clean little cottage. Stayed for 2 weeks over Thanksgiving 2024. Convenient to Rt. 2, Mentor, Cleve, etc. 10/10, no notes. "
Newly remodeled cozy cottage retreat
Charming Cleveland Home: 5 Mi to Downtown!
Living area

Charming Cleveland Home: 5 Mi to Downtown!

3.0 star property
Charming Cleveland Home: 5 Mi to Downtown!
Modern Northfield Cottage w/ Yard!
Northfield Vacation Rental | 2BR | 1BA | 900 Sq Ft | Stairs Required

Modern Northfield Cottage w/ Yard!

8.4 out of 10, Very Good, (9)
"This was the perfect place to stay for a trip to see family over the holidays. The location is wonderful for the ships in Macedonia or accessibility to Cleveland and surrounding cities. The place itself was a great peaceful retreat after long days of visits with family. Highly recommend this property!"
Modern Northfield Cottage w/ Yard!
~ 2 Mi to Downtown - Cozy Cleveland Unit
Exterior

~ 2 Mi to Downtown - Cozy Cleveland Unit

3.0 star property
~ 2 Mi to Downtown - Cozy Cleveland Unit
Cozy Mosaic Cottage minutes from Lake Erie!
Property grounds

Cozy Mosaic Cottage minutes from Lake Erie!

10.0 out of 10, Exceptional, (5)
"This house was perfect for our first visit to Cleveland. Super quiet, friendly neighborhood, easy commute to the city, nice outdoor space. Our host provided snacks and everything else we needed to feel at home. Would highly recommended!"
Cozy Mosaic Cottage minutes from Lake Erie!
Chagrin Falls Home ~ 2 Mi to Town!
Living area

Chagrin Falls Home ~ 2 Mi to Town!

3.0 star property
10.0 out of 10, Exceptional, (1)
Chagrin Falls Home ~ 2 Mi to Town!
4 Mi to Dtwn: Home w/ Patio in Cleveland!
Living area

4 Mi to Dtwn: Home w/ Patio in Cleveland!

3.0 star property
8.0 out of 10, Very Good, (1)
"Nice house. Decorated nicely. It is an old place (thinking circa 1900), so going upstairs was a chore. The stairs are extremely narrow and steep. They did a nice job of making us feel welcome. The area is industrial, there were a lot of trains throughout the night. We did feel safe staying there. It is in a great location when it comes to exploring Cleveland. Very close to everything. All in all, we had a good stay. "
4 Mi to Dtwn: Home w/ Patio in Cleveland!
Loft Unplugged w/ Outdoor Space in Amish Country!
Exterior

Loft Unplugged w/ Outdoor Space in Amish Country!

2.0 star property
8.0 out of 10, Very Good, (2)
"The property was just beautiful!! The host and hostess was just amazing, so polite and friendly. The loft was everything I expected!! I made 2 blankets while I was there .. I didn’t use the electric!! Or battery light I saved it for my daughter and grandson for the last 2 days. And now I have not watched tv since I have been home. And I quit social media. I could live there. Please go stay !! Best thing ever !! "
Loft Unplugged w/ Outdoor Space in Amish Country!
Modern Northfield Cottage w/ Yard!
Living area

Modern Northfield Cottage w/ Yard!

3.0 star property
Modern Northfield Cottage w/ Yard!
Coastal Lake Erie Cottage w/ Amazing Water Views!
Terrace/patio

Coastal Lake Erie Cottage w/ Amazing Water Views!

3.0 star property
Coastal Lake Erie Cottage w/ Amazing Water Views!
University Heights Home Near Downtown Cleveland!
Exterior

University Heights Home Near Downtown Cleveland!

3.0 star property
University Heights Home Near Downtown Cleveland!
Cleveland Heights Retreat: Close to Everything!
Living area

Cleveland Heights Retreat: Close to Everything!

3.0 star property
Cleveland Heights Retreat: Close to Everything!
Lakefront cottage with amazing views
Outdoor dining

Lakefront cottage with amazing views

10.0 out of 10, Exceptional, (5)
"Lovely and relaxing, had some stunning sunsets and even saw a beautiful rainbow. Easy to travel to the Rock and Roll HOF, all the museums, and the zoo! Great truly lakefront getaway! "
Lakefront cottage with amazing views
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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Other property types in Willoughby

Bluffside Retreat Sum
Bask in the warm glow of our indoor heated pool, where luxury meets leisure beneath a canopy of natural light.

Bluffside Retreat Sum

10.0 out of 10, Exceptional, (5)
"My family had a wonderful stay at the Cleveland home, which was conveniently located in a beautiful area just outside of the city. The house was lovely and outfitted with everything we needed. The living areas were bright and spacious, and everyone enjoyed the indoor pool with the big-screen television! Host communication was exceptional. Everything was perfect, and we would stay here again!"
Bluffside Retreat Sum
Mid Century Guest House on Wooded Lot
Upper Level Living/Dining Room

Mid Century Guest House on Wooded Lot

10.0 out of 10, Exceptional, (42)
"Great property in a very wooded neighborhood. Decorated wonderfully. We enjoyed the record player and records in the basement living room. My family lives near the house and we traveled from out of state. It was so nice to participate in family events and have a place for myself at the end of the day. "
Mid Century Guest House on Wooded Lot
The Abbey Apartments By Barsala
Exterior

The Abbey Apartments By Barsala

3.5 star property
8.6 out of 10, Excellent, (78)
"It was a really nice place to stay will be booking again "
The Abbey Apartments By Barsala
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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