Search Vacation Homes in Willoughby

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Willoughby vacation homes

Property grounds
Old Orchard Kirtland, Ohio

Vacation Home in Waite Hill

9.8 out of 10, Exceptional, (7)
"Wonderful hospitality!! Very clean. Great owners!!"
United States
Christa K.
The price is AED 808
AED 1,135 total
includes taxes & fees
11 Dec - 12 Dec
Old Orchard Kirtland, Ohio
Fridge, microwave, oven, stovetop
Victorian Studio Steps from Cleveland Clinic

Vacation Home in Hough

10.0 out of 10, Exceptional, (1)
The price is AED 329
AED 807 total
includes taxes & fees
11 Dec - 12 Dec
Victorian Studio Steps from Cleveland Clinic
Outdoor dining
Crisp 2 bedroom upstairs apartment in historic duplex

Vacation Home in Stockyards

10.0 out of 10, Exceptional, (46)
"Had a great stay here while in Cleveland for a concert. Clean, comfortable, and great location. Would definitely stay again if in the area! "
United States
Ashley F.
The price is AED 360
AED 554 total
includes taxes & fees
8 Jan - 9 January 2026
Crisp 2 bedroom upstairs apartment in historic duplex
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 3

Vacation Home in Downtown Cleveland

9.8 out of 10, Exceptional, (20)
"Nice townhouse, walking distance to downtown. The garage parking is nice to have. Will stay there again."
United States
Sonny C.
The price is AED 165
AED 614 total
includes taxes & fees
11 Dec - 12 Dec
Luxury Downtown Townhome w/ Private Garage Unit 3
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Lovely Lakewood:November Special 15% Off 4+ Nights

Vacation Home in Lakewood

9.2 out of 10, Wonderful, (81)
"It was a nice place. We would stay again. "
United States
Misty F.
The price is AED 241
AED 609 total
includes taxes & fees
14 Dec - 15 Dec
Lovely Lakewood:November Special 15% Off 4+ Nights
Exterior detail
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

Vacation Home in Buckeye-Shaker

9.8 out of 10, Exceptional, (58)
"We had made a prior request that housekeeping avoid scented cleaning products as much as possible (due to allergies and sensitivities of people in our group). We were very pleased with their efforts, and our stay was allergy-free! Also, the host, Ken Love, was very responsive when I had questions/comments during and after our stay."
United States
Patricia
The price is AED 264
AED 585 total
includes taxes & fees
11 Dec - 12 Dec
Charm in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 14

Vacation Home in Downtown Cleveland

9.6 out of 10, Exceptional, (37)
"Very nice, clean easy to book and communication was great with owner! "
United States
Craig & Amy K.
The price is AED 184
AED 634 total
includes taxes & fees
14 Dec - 15 Dec
Luxury Downtown Townhome w/ Private Garage Unit 14
Fridge, microwave, oven, stovetop
Amazing Boho Oasis Apartment in Ohio City

Vacation Home in Ohio City

2.0 star property
7.0 out of 10, Good, (2)
"Very clean and comfortable. Close to everything would stay here agai "
United States
Anonymous traveler
The price is AED 384
AED 821 total
includes taxes & fees
22 Dec - 23 Dec
Amazing Boho Oasis Apartment in Ohio City
Fridge, microwave, oven, stovetop
Acadia Farms Carriage House

Vacation Home in Northfield

10.0 out of 10, Exceptional, (1)
"The Carriage House was very clean, and has everything you need in a small floorplan. And the location was perfect for our plans. We came up to hike the Cuyahoga Valley park, and to go to the Rock & Roll hall of fame. "
United States
Jeff S.
The price is AED 424
AED 718 total
includes taxes & fees
8 Jan - 9 January 2026
Acadia Farms Carriage House
Smart TV
Modern Lake Erie Cottage w/ Hot Tub Near Wineries

Vacation Home in Madison-on-the-Lake

9.6 out of 10, Exceptional, (28)
"Absolutely beautiful home! Would definitely recommend staying here during your stay in Madison/Geneva on the lake. Close to everything! Owners of the house were so nice and helpful! Would love to stay here again!"
United States
Brooke H.
The price is AED 562
AED 1,281 total
includes taxes & fees
11 Dec - 12 Dec
Modern Lake Erie Cottage w/ Hot Tub Near Wineries
Fridge, microwave, oven, stovetop
Best location in Ohio's wine country! Minutes to all wineries, Spire, & GOTL!

Vacation Home in Madison

10.0 out of 10, Exceptional, (45)
"Lovely property Well appointed and comfortable. Would stay again for sure "
United States
Sue H.
The price is AED 698
AED 1,113 total
includes taxes & fees
15 Dec - 16 Dec
Best location in Ohio's wine country! Minutes to all wineries, Spire, & GOTL!
Outdoor dining
Christmas Avail • Hulu • 15 mi to DT CLE • King • Soaking Tub • Fast WiFi

Vacation Home in Euclid

10.0 out of 10, Exceptional, (2)
"Lovely house. Decorated beautifully and all the extras Val put in it was awesome. Highly recommend staying there."
United States
Deb L.
Christmas Avail • Hulu • 15 mi to DT CLE • King • Soaking Tub • Fast WiFi
Dining
Shaker Square|Sleeps 4|Front Porch|Coffee Station

Vacation Home in Buckeye-Shaker

10.0 out of 10, Exceptional, (4)
"It is a clean, well maintained property. It was very comfortable & it is in a nice neighborhood."
United States
Julie S.
The price is AED 299
AED 1,109 total
includes taxes & fees
11 Dec - 12 Dec
Shaker Square|Sleeps 4|Front Porch|Coffee Station
TV, fireplace, offices
This house is a 4 bedroom(s), 2.5 bathrooms, located in Cleveland, OH.

Vacation Home in Cudell

10.0 out of 10, Exceptional, (2)
"Very nice stay "
United States
Kendra R.
The price is AED 500
AED 1,009 total
includes taxes & fees
15 Dec - 16 Dec
This house is a 4 bedroom(s), 2.5 bathrooms, located in Cleveland, OH.
Property grounds
Lovely in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!

Vacation Home in Buckeye-Shaker

9.4 out of 10, Exceptional, (75)
"The hosts were very friendly and responsive. The location to Cleveland Clinic and the porch is a big plus. Would stay here again!"
United States
Lizabeth M.
The price is AED 264
AED 585 total
includes taxes & fees
11 Dec - 12 Dec
Lovely in Larchmere! near Cleveland Clinic, CWRU, Univ Hosp, Downtown, w/Porch!
Exterior
Charming 3-Bedroom Pet-Friendly Home by Lake Erie

Vacation Home in Euclid

10.0 out of 10, Exceptional, (3)
"Pet friendly"
United States
Gac R.
The price is AED 331
AED 786 total
includes taxes & fees
11 Dec - 12 Dec
Charming 3-Bedroom Pet-Friendly Home by Lake Erie
Fridge, coffee/tea maker, toaster, cookware/dishes/utensils
Home Away from Home The Garfield Grove a Nature & Nostalgia Retreat

Vacation Home in Garfield Heights

10.0 out of 10, Exceptional, (3)
"This was a lovely home to stay at with our 4 kids and 3 dogs. "
United States
Kelli C.
The price is AED 500
AED 1,389 total
includes taxes & fees
11 Dec - 12 Dec
Home Away from Home The Garfield Grove a Nature & Nostalgia Retreat
Property grounds
The House Hotels - Superior Road

Vacation Home in Cleveland Heights

9.4 out of 10, Exceptional, (15)
"This lovely small home was perfect for attending our son’s graduation from CWRU. The beds were very comfortable with nice linens and lots of high end pillows. Towels were soft and fresh smelling. The sitting and dining areas had comfortable furniture in good shape. The kitchen was a little dated but had everything we needed to make breakfast ( that’s all we cooked). The street was very quiet for sleeping"
United States
Valerie S.
The price is AED 405
AED 809 total
includes taxes & fees
11 Dec - 12 Dec
The House Hotels - Superior Road
Smart TV
Trendy · Ohio City · Parking · Wifi · Mins to DT

Vacation Home in Ohio City

2.0 star property
The price is AED 145
AED 623 total
includes taxes & fees
15 Dec - 16 Dec
Trendy · Ohio City · Parking · Wifi · Mins to DT
Smart TV, books
Spacious Ohio City Oasis | Close to Breweries+WSM

Vacation Home in Ohio City

10.0 out of 10, Exceptional, (27)
"We stayed here to be close to Cleveland Clinic. Very easy to get to, plenty of room for our family. "
United States
Tracy C.
The price is AED 309
AED 727 total
includes taxes & fees
14 Dec - 15 Dec
Spacious Ohio City Oasis | Close to Breweries+WSM
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

Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby

10/10 Excellent
"Room was clean "
Derrick 1-night trip
Posted 19 hours ago
Red Roof Inn Cleveland - Mentor/ Willoughby