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Willoughby Hills Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 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
The price is ￥18,495
￥40,293 total
includes taxes & fees
Oct 25 - Oct 26
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.
The price is ￥18,970
￥48,215 total
includes taxes & fees
Oct 20 - Oct 21
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, (246 reviews)
"Enjoyed our stay, right downtown and accessible to everything."
United States
Sean
The price is ￥7,826
￥32,807 total
includes taxes & fees
Oct 20 - Oct 21
Sleek DT Cleveland Apt at City Club
A modern kitchen with dark cabinetry, a black countertop, and a coffee maker.

4. 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, (84 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.
The price is ￥18,972
￥30,339 total
includes taxes & fees
Oct 19 - Oct 20
Large duplex king size bed and two queen size
A modern living room with a blue sofa, a coffee table, and a kitchen area with a bar and stools.

5. Upscale Little Italy 2BR | Private Drive & Patio

Upscale Little Italy 2BR | Private Drive & Patio
University Circle
9.4 out of 10, Exceptional, (13 reviews)
"Great location"
United States
Sandra S.
The price is ￥23,554
￥50,554 total
includes taxes & fees
Oct 29 - Oct 30
Upscale Little Italy 2BR | Private Drive & Patio
A modern bedroom with a loft bed, a sofa, and a coffee table.

6. 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
The price is ￥13,439
￥35,116 total
includes taxes & fees
Nov 3 - Nov 4
Modern Victorian Studio -Steps to Cleveland Clinic
A living room with a sofa, a coffee table, a fireplace, and artwork on the wall.

7. The Gallery House - Art curated by local artist!

The Gallery House - Art curated by local artist!
Cleveland Heights
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great. I will be back!"
United States
David T.
The price is ￥12,014
￥33,671 total
includes taxes & fees
Nov 11 - Nov 12
The Gallery House - Art curated by local artist!
A modern kitchen with a large island, a dining area with a table and chairs, and large windows offering a city view.

8. Modern & Elegant 2BR | Cleveland Clinic

Modern & Elegant 2BR | Cleveland Clinic
University Circle
10.0 out of 10, Exceptional, (18 reviews)
"Great location and new property"
United States
Vidya
The price is ￥18,812
￥46,400 total
includes taxes & fees
Oct 18 - Oct 19
Modern & Elegant 2BR | Cleveland Clinic
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

9. 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, (90 reviews)
"Great location. Great host."
United States
Mike B.
The price is ￥19,602
￥34,005 total
includes taxes & fees
Oct 29 - Oct 30
Updated Cleveland Apt: Heart of Little Italy! with Massage Chair & Hot Tub!
A modern living room with a sofa, red chair, and a TV displaying 'NETFLIX'.

10. 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, (18 reviews)
"The place was clean and uncluttered. Bed was a little to soft and lumpy. Rooftop was very nice."
United States
Chun W.
The price is ￥4,269
￥24,876 total
includes taxes & fees
Nov 2 - Nov 3
Rock & Roll Flat w/ Indoor Pool+Sauna+Gym•Downtown
A dining area with a dark wooden table, four chairs, and a decorative centerpiece.

11. 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
The price is ￥9,644
￥28,932 total
includes taxes & fees
Nov 3 - Nov 4
Classic Meets Contemporary I Minutes to Cle Clinic
A bright kitchen with white cabinets, a wooden dining table, and chairs.

12. Luxury Downtown Townhome w/ Private Garage Unit 10

Luxury Downtown Townhome w/ Private Garage Unit 10
Downtown Cleveland
9.4 out of 10, Exceptional, (39 reviews)
"Property was very clean and super close to the auditorium."
United States
Paula
The price is ￥7,115
￥26,427 total
includes taxes & fees
Oct 19 - Oct 20
Luxury Downtown Townhome w/ Private Garage Unit 10
A modern living room with a flat-screen TV, a ceiling fan, and a kitchen area with a sink.

13. Contemporary Coventry

Contemporary Coventry
Cleveland
8.8 out of 10, Excellent, (61 reviews)
"Location was perfect. "
United States
Brian S.
The price is ￥12,646
￥27,980 total
includes taxes & fees
Oct 19 - Oct 20
Contemporary Coventry
An outdoor hot tub area with stone flooring, a brick wall, and string lights.

14. 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, (72 reviews)
"Awesome place!!"
United States
Quintin B.
The price is ￥19,602
￥34,013 total
includes taxes & fees
Oct 26 - Oct 27
Rare Cleveland Apt: Heart of Little Italy! With Sauna & Hot Tub!
A dining area with a wooden table and chairs, a bench, and a view of the outdoors through large windows.

15. Luxury Downtown Townhome w/ Private Garage Unit 14

Luxury Downtown Townhome w/ Private Garage Unit 14
Downtown Cleveland
9.6 out of 10, Exceptional, (55 reviews)
"It was Everything I was expecting.!!!!!!Great stay!!"
United States
sara r.
The price is ￥7,115
￥26,427 total
includes taxes & fees
Oct 20 - Oct 21
Luxury Downtown Townhome w/ Private Garage Unit 14
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, (72 reviews)
"Really nice place to stay."
United States
Phillip
The price is ￥16,506
￥25,202 total
includes taxes & fees
Oct 20 - Oct 21
Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
A living room with a sofa, a coffee table, a TV, and a foosball table.

17. Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking

Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking
University Circle
9.2 out of 10, Wonderful, (12 reviews)
"I ran into one little hiccup and the host was very responsive and took care of it right away. I would highly recommend this location for its walkability to local sites."
United States
Jaymie
The price is ￥17,642
￥34,715 total
includes taxes & fees
Oct 18 - Oct 19
Heart of Little Italy- Walk to CWRU & Cleveland Clinic -Free Parking
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.

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

Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
Downtown Cleveland
9.2 out of 10, Wonderful, (20 reviews)
"Great stay would recommend to anyone"
United States
Shane S.
The price is ￥10,909
￥31,070 total
includes taxes & fees
Oct 20 - Oct 21
Cleveland Loft-Wolstein/Progressive/Playhouse/CSU.
A living room with a sofa, armchair, coffee table, and a TV mounted on the wall.

19. NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic

NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic
University Circle
9.8 out of 10, Exceptional, (19 reviews)
"The house was very clean and comfortable. Communication was easy and quick. We enjoyed our stay."
Canada
Robert
The price is ￥17,784
￥35,538 total
includes taxes & fees
Oct 21 - Oct 22
NEW! Mid-Century Modern Retreat in Little Italy near CWRU and Cleveland Clinic
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

20. Luxury Downtown Townhome w/ Private Garage Unit 13

Luxury Downtown Townhome w/ Private Garage Unit 13
Downtown Cleveland
9.6 out of 10, Exceptional, (122 reviews)
"Nice place"
United States
Matthew A.
The price is ￥9,485
￥29,008 total
includes taxes & fees
Oct 18 - Oct 19
Luxury Downtown Townhome w/ Private Garage Unit 13
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

Hampton Inn Cleveland-Downtown

Hampton Inn Cleveland-Downtown

8/10 Good
"Great location."
Edward 2-night trip
Posted 4 hours ago
Hampton Inn Cleveland-Downtown

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?

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.