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Willoughby Hills Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Willoughby Hills vacation rentals

A grassy area with two Adirondack chairs and a fire pit, overlooking a body of water.

1. Coastal Lake Erie Cottage w/ Amazing Water Views!

Coastal Lake Erie Cottage w/ Amazing Water Views!
3.0 star property
Euclid
10.0 out of 10, Exceptional, (2 reviews)
"loved the water view but not so fond of the apartment building next door"
United States
gregory
$228 nightly
The price is $243
Nov 11 - Nov 12
Total with taxes and fees
Coastal Lake Erie Cottage w/ Amazing Water Views!
A hallway with a white wall, a wooden floor, a white counter, and a chandelier.

2. Willow Woods Retreat - Farmhouse - Patio & Nature

Willow Woods Retreat - Farmhouse - Patio & Nature
Kirtland
9.2 out of 10, Wonderful, (44 reviews)
"We enjoyed our stay and the accommodations were as expected."
United States
Cherylee L.
$300 nightly
The price is $300
Nov 16 - Nov 17
Total with taxes and fees
Willow Woods Retreat - Farmhouse - Patio & Nature
Living area

3. 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, (266 reviews)
"Enjoyed our stay, right downtown and accessible to everything."
United States
Sean
$195 nightly
The price is $214
Nov 15 - Nov 16
Total with taxes and fees
Sleek DT Cleveland Apt at City Club
A compact kitchen with modern appliances, a dining area with a table and chairs, and a sofa in a hallway.

4. Hilliard Lofts

Hilliard Lofts
2.0 star property
Downtown Cleveland
8.8 out of 10, Excellent, (5 reviews)
"Very clean and comfortable I had no issues me an my children slept well an it was nice an quiet"
United States
brianna
$225 nightly
The price is $264
Nov 12 - Nov 13
Total with taxes and fees
Hilliard Lofts
A sunset view from a park bench overlooking a body of water.

5. Residential Apartment w/Drumkit

Residential Apartment w/Drumkit
Willowick
10.0 out of 10, Exceptional, (23 reviews)
"We very much enjoyed our stay. The apartment is a good size, clean, and in a great location. The furnishings were comfortable and we had the supplies we needed. Thank you John."
United States
Brad J.
$150 nightly
The price is $155
Nov 11 - Nov 12
Total with taxes and fees
Residential Apartment w/Drumkit
A modern living room with a sectional sofa, a coffee table, a small table with a plant, and a floor lamp.

6. Amazing 2-bedroom house with AC in Eastlake

Amazing 2-bedroom house with AC in Eastlake
Eastlake
9.8 out of 10, Exceptional, (17 reviews)
"Smaller home close to restaurants and lake . We really enjoyed our visit."
United States
kelly d.
$255 nightly
The price is $267
Nov 16 - Nov 17
Total with taxes and fees
Amazing 2-bedroom house with AC in Eastlake
A modern living room with a sofa, red chair, and a TV displaying 'NETFLIX'.

7. Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown

Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
Downtown Cleveland
9.4 out of 10, Exceptional, (21 reviews)
"The place was clean and uncluttered. Bed was a little to soft and lumpy. Rooftop was very nice."
United States
Chun W.
$135 nightly
The price is $146
Dec 1 - Dec 2
Total with taxes and fees
Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
A modern kitchen with dark cabinetry, a black countertop, and a coffee maker.

8. Large duplex king size bed and two queen size

Large duplex king size bed and two queen size
Cleveland Heights
9.0 out of 10, Wonderful, (85 reviews)
"The place was great, awesome, close to everything we needed. Thank you for a great place to stay. Plenty of room and bathrooms."
United States
Michelle T.
$168 nightly
The price is $178
Nov 12 - Nov 13
Total with taxes and fees
Large duplex king size bed and two queen size
Interior

9. The Rosebrook

The Rosebrook
4.0 star property
Lakewood
$188 nightly
The price is $215
Nov 15 - Nov 16
Total with taxes and fees
The Rosebrook
A modern bedroom with a loft bed, a sofa, and a coffee table.

10. Modern Victorian Studio -Steps to Cleveland Clinic

Modern Victorian Studio -Steps to Cleveland Clinic
Hough
9.8 out of 10, Exceptional, (20 reviews)
"Great location near Cleveland Clinic. Very clean room with free parking onsite."
United States
Mike
$199 nightly
The price is $217
Nov 11 - Nov 12
Total with taxes and fees
Modern Victorian Studio -Steps to Cleveland Clinic
A modern living room with a flat-screen TV, a ceiling fan, and a kitchen area with a sink.

11. Contemporary Coventry

Contemporary Coventry
Cleveland
8.6 out of 10, Excellent, (63 reviews)
"Nice place and very reasonable woth price per night, stayed 5, with close proximity to Cleveland clinic. Felt very safe in the neighborhood, enough to take long walks in the morning."
United States
Cheryl P.
$158 nightly
The price is $158
Nov 11 - Nov 12
Total with taxes and fees
Contemporary Coventry
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

12. 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, (78 reviews)
"Absolutely wonderful property! Clean and comfortable and hot tub is incredible"
United States
Ashley
$188 nightly
The price is $199
Dec 7 - Dec 8
Total with taxes and fees
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
A dining area with a dark wooden table, four chairs, and a decorative centerpiece.

13. 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
$192 nightly
The price is $192
Nov 17 - Nov 18
Total with taxes and fees
Classic Meets Contemporary I Minutes to Cle Clinic
A sign for Cleveland Metroparks at Edgewater Beach.

14. 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, (61 reviews)
"Basically a hotel turned into private apartments. The bed was comfortable and perfect for a conveniently located overnight stay with parking included. The owner was attentive to messages and did their best to accommodate requests."
United States
Kimberly
$121 nightly
The price is $121
Nov 16 - Nov 17
Total with taxes and fees
CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

15. Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!

Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
University Circle
10.0 out of 10, Exceptional, (93 reviews)
"Great location. Great host."
United States
Mike B.
$189 nightly
The price is $205
Nov 16 - Nov 17
Total with taxes and fees
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
A wooden two-story building with a balcony, a front door, and a sign that says "OPEN".

16. 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, (73 reviews)
"Really nice place to stay."
United States
Phillip
$149 nightly
The price is $149
Nov 11 - Nov 12
Total with taxes and fees
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
A bright kitchen with white cabinets, a wooden dining table, and chairs.

17. Luxury Downtown Townhome w/ Private Garage Unit 10

Luxury Downtown Townhome w/ Private Garage Unit 10
Downtown Cleveland
9.4 out of 10, Exceptional, (41 reviews)
"Property was very clean and super close to the auditorium."
United States
Paula
$148 nightly
The price is $161
Dec 1 - Dec 2
Total with taxes and fees
Luxury Downtown Townhome w/ Private Garage Unit 10
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

18. Little Italy! Close to Cleveland Clinic, University Hospital & University Circle

Little Italy! Close to Cleveland Clinic, University Hospital & University Circle
University Circle
10.0 out of 10, Exceptional, (59 reviews)
"Great apartment in a cute neighborhood. Would definitely stay there again."
United States
Sarah L.
$298 nightly
The price is $314
Nov 11 - Nov 12
Total with taxes and fees
Little Italy! Close to Cleveland Clinic, University Hospital & University Circle
A modern living room with a grey sectional sofa, a red chair, a round wooden coffee table, a TV stand, and a large window with a city view.

19. Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.

Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
Downtown Cleveland
9.4 out of 10, Exceptional, (21 reviews)
"Great stay would recommend to anyone"
United States
Shane S.
$164 nightly
The price is $168
Nov 18 - Nov 19
Total with taxes and fees
Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
Exterior detail

20. Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!

Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
Buckeye-Shaker
9.4 out of 10, Exceptional, (109 reviews)
"Centrally located and very clean! Would book again!"
United States
Cecil D.
$149 nightly
The price is $157
Nov 16 - Nov 17
Total with taxes and fees
Lovely near Cleve Clinic/CWRU/UH - in Larchmere w/Porch!
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

The Westin Cleveland Downtown

The Westin Cleveland Downtown

10/10 Excellent
"Great stay, no complaints. The doorman Cam, was greets you and makes sure you feel welcomed. The staff is very polite. Also there’s a restaurant and bar in the lobby which makes great cocktails"
Diamond 2-night trip
Posted less than an hour ago
The Westin Cleveland Downtown

Find out more about Willoughby Hills

Everything you need to know about Willoughby Hills vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Willoughby Hills vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Willoughby Hills vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Willoughby Hills vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Willoughby Hills. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Willoughby Hills in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Willoughby Hills rentals

At Expedia, we put the best Willoughby Hills vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Willoughby Hills rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Willoughby Hills vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Willoughby Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: This vacation home rental outside of Willoughby Hills offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.