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Willoughby Hills Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Willoughby Hills

City Apartment, City View | Private kitchen | Full-size fridge, microwave, stovetop, coffee/tea maker
Sleek DT Cleveland Apt at City Club

Sleek DT Cleveland Apt at City Club

3.0 star property
Downtown Cleveland
9.4 out of 10, Exceptional, (119)
"Great gym. Free coffee in lobby. Great location"
United States
Keith
Sleek DT Cleveland Apt at City Club
Interior
2125 Superior Living

2125 Superior Living

2.0 star property
Downtown Cleveland
6.4 out of 10, (52)
"safe parking, the area is a little rough. "
United States
Richard
2125 Superior Living
1 bedroom, iron/ironing board, WiFi, bed sheets
Charming studio apartment in fantastic Cleveland Tremont area

Charming studio apartment in fantastic Cleveland Tremont area

2.0 star property
Tremont
10.0 out of 10, Exceptional, (3)
"it was beautiful apartment, very clean, host Derrick was very helpful, he responded to our text messages immediately. "
United States
Savitha C.
The price is ￥6,839
￥17,540 total
includes taxes & fees
Dec 23 - Dec 24
Charming studio apartment in fantastic Cleveland Tremont area
Microwave, oven, stovetop, dishwasher
Modern Industrial 1BR Loft in Downtown Cleveland NEW

Modern Industrial 1BR Loft in Downtown Cleveland NEW

2.0 star property
Downtown Cleveland
6.8 out of 10, (3)
"Great place! Was a little hard to find but I like the secret location of it! Bathroom super beautiful and hostess very easy to communicate with!"
United States
Shai H.
The price is ￥13,259
￥21,013 total
includes taxes & fees
Dec 16 - Dec 17
Modern Industrial 1BR Loft in Downtown Cleveland NEW
Property grounds
Crown royal presidential suite and fitness center

Crown royal presidential suite and fitness center

Broadway-Slavic Village
8.8 out of 10, Excellent, (51)
"This place was very clean and the host responded quickly to any questions we had. "
United States
Nicole
The price is ￥13,818
￥18,470 total
includes taxes & fees
Dec 15 - Dec 16
Crown royal presidential suite and fitness center
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 13

Luxury Downtown Townhome w/ Private Garage Unit 13

Downtown Cleveland
9.6 out of 10, Exceptional, (83)
"Great location, close to amenities, super clean and very easy to rent ... A+++"
United States
Stacy
The price is ￥7,010
￥26,037 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Downtown Townhome w/ Private Garage Unit 13
Fridge, microwave, oven, stovetop
Ohio City Getaway W/ Hot Tub, Pool Table and more!

Ohio City Getaway W/ Hot Tub, Pool Table and more!

Ohio City
9.6 out of 10, Exceptional, (70)
"Very fun stay!"
United States
Rebecca B.
Ohio City Getaway W/ Hot Tub, Pool Table and more!
Fridge, microwave, oven, stovetop
Timeless Tremont- Enjoy 15% off 5+ nights

Timeless Tremont- Enjoy 15% off 5+ nights

2.0 star property
Tremont
9.4 out of 10, Exceptional, (35)
"Great property, great location!!! Would stay again "
United States
Lea J.
The price is ￥13,708
￥30,375 total
includes taxes & fees
Dec 5 - Dec 6
Timeless Tremont- Enjoy 15% off 5+ nights
Interior
Luxury Apartment | Downtown | Free Parking

Luxury Apartment | Downtown | Free Parking

Downtown Cleveland
10.0 out of 10, Exceptional, (14)
"Awesome place, very convenient and easy to navigate "
United States
Kevin
Luxury Apartment | Downtown | Free Parking
Fridge, microwave, oven, stovetop
Charming 2-bedroom apartment with AC, Free Parking in wonderful Cleveland

Charming 2-bedroom apartment with AC, Free Parking in wonderful Cleveland

2.0 star property
Downtown Cleveland
10.0 out of 10, Exceptional, (2)
"Very Nice Central Location would stay again "
United States
Summer L.
The price is ￥16,122
￥27,805 total
includes taxes & fees
Dec 7 - Dec 8
Charming 2-bedroom apartment with AC, Free Parking in wonderful Cleveland
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 16

Luxury Downtown Townhome w/ Private Garage Unit 16

2.0 star property
Downtown Cleveland
9.2 out of 10, Wonderful, (22)
"Location was great for a quick family weekend trip. "
United States
Crystal P.
The price is ￥7,010
￥26,037 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Downtown Townhome w/ Private Garage Unit 16
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 4

Luxury Downtown Townhome w/ Private Garage Unit 4

Downtown Cleveland
9.8 out of 10, Exceptional, (28)
"Great place to stay"
United States
April T.
The price is ￥7,010
￥26,037 total
includes taxes & fees
Dec 11 - Dec 12
Luxury Downtown Townhome w/ Private Garage Unit 4
Interior
Tranquil 1-bedroom apartment Downtown City Living

Tranquil 1-bedroom apartment Downtown City Living

2.0 star property
Downtown Cleveland
6.0 out of 10, (1)
"There is a club across the street and two doors down. Saturday night was little rough with people arguing and cops"
United States
Michael B.
The price is ￥7,909
￥17,847 total
includes taxes & fees
Dec 14 - Dec 15
Tranquil 1-bedroom apartment Downtown City Living
Smart TV
Quaint 2BR in Historical Little Italy

Quaint 2BR in Historical Little Italy

2.0 star property
University Circle
9.0 out of 10, Wonderful, (17)
"Great location in little Italy. The space was quiet and it was great for us!"
United States
Martha V.
The price is ￥14,655
￥23,960 total
includes taxes & fees
Dec 15 - Dec 16
Quaint 2BR in Historical Little Italy
Interior
Historic Loft in the Heart of Downtown • Gym

Historic Loft in the Heart of Downtown • Gym

2.0 star property
Downtown Cleveland
8.0 out of 10, Very Good, (1)
"There was no key for the property for the duration of the stay. And though security was helpful, it really wasn’t a comfortable situation."
United States
Conor C.
The price is ￥8,225
￥27,229 total
includes taxes & fees
Dec 8 - Dec 9
Historic Loft in the Heart of Downtown • Gym
Interior
The Edgewater Estate- 7500 sqft of Indoor & Outdoor Fun!

The Edgewater Estate- 7500 sqft of Indoor & Outdoor Fun!

Edgewater
8.8 out of 10, Excellent, (6)
"Thank you for an amazing stay, this was great for families who were staying out of town to travel to Huntington Stadium. "
United States
Kassie M.
The price is ￥34,269
￥69,722 total
includes taxes & fees
Dec 8 - Dec 9
The Edgewater Estate- 7500 sqft of Indoor & Outdoor Fun!
Outdoor spa tub
Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions

Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions

Ohio City
8.4 out of 10, Very Good, (8)
"Overall process was excellent. Excellent communication. Excellent check in and out!!!"
United States
Alex N.
The price is ￥26,658
￥53,022 total
includes taxes & fees
Dec 16 - Dec 17
Ohio City Home with Hot Tub Sleeps 8 + 2 more futons. Near Cleveland Attractions
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 11

Luxury Downtown Townhome w/ Private Garage Unit 11

Downtown Cleveland
10.0 out of 10, Exceptional, (15)
"My family and I stayed there recently for a concert. Great place, clean, good location, excellent communication with the owner! Would definitely stay again!"
United States
Marla A.
The price is ￥7,754
￥26,767 total
includes taxes & fees
Dec 17 - Dec 18
Luxury Downtown Townhome w/ Private Garage Unit 11
Fridge, microwave, oven, stovetop
Luxury Downtown Townhome w/ Private Garage Unit 3

Luxury Downtown Townhome w/ Private Garage Unit 3

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 ￥7,010
￥26,037 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Downtown Townhome w/ Private Garage Unit 3
Smart TV
Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find

Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find

Downtown Cleveland
10.0 out of 10, Exceptional, (32)
"Great place in a great location!"
United States
David S.
The price is ￥91,125
￥130,846 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Exclusive Luxury Penthouse - Heart of Downtown Cleveland - Rare Find
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 Hills Hotel Reviews

Wyndham Independence

Wyndham Independence

10/10 Excellent
"Great!"
Antonio 1-night trip
Posted 23 hours ago
Wyndham Independence

Find out more about Willoughby Hills

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

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Frequently asked questions

Can I find vacation rentals in Willoughby Hills?

Yes, we give you a choice of vacation rentals close to the most popular attractions in Willoughby Hills, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Willoughby Hills has to offer?

Luxury Downtown Townhome w/ Private Garage Unit 13: This vacation home rental outside of Willoughby Hills is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Willoughby Hills?

North Chagrin Reservation and Chagrin River are a couple of lovely local spots to get outside and enjoy nature. Historic Kirtland and The Holden Arboretum are a couple of places you'll find in the larger area.

What are vacation rentals like in Willoughby Hills?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Willoughby Hills. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.