Willoughby Vacation Rentals from $124: Search Short-Term Rentals

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

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch : This vacation home rental outside of Willoughby 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Willoughby vacation rentals

A pond surrounded by trees and a small cabin.

1. Willow Woods Retreat - Farmhouse - Patio & Nature

Kirtland

Cherylee L.

$326 nightly

Nov 19 - Nov 20

Total with taxes and fees

A sunset view from a park bench overlooking a body of water.

2. Residential Apartment w/Drumkit

Willowick

Brad J.

$154 nightly

Nov 16 - Nov 17

Total with taxes and fees

3. Sleek DT Cleveland Apt at City Club

Downtown Cleveland

Sean

$191 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

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

Euclid

gregory

$248 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with wooden cabinets, a dishwasher, a sink, and a washing machine.

5. Amazing 2-bedroom house with AC in Eastlake

Eastlake

kelly d.

$262 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with granite countertops, stainless steel appliances, and a flat-screen TV mounted on the wall.

6. Hilliard Lofts

Downtown Cleveland

brianna

$225 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern apartment with a bedroom, kitchenette, and a living area.

7. Modern Victorian Studio -Steps to Cleveland Clinic

Hough

Mike

$208 nightly

Nov 16 - Nov 17

Total with taxes and fees

A building with a prominent "JACK CASINO" sign, large windows, and a spire with lights.

8. CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC

Goodrich-Kirtland Park

Kimberly

$124 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a flat-screen TV, a ceiling fan, and a kitchen area with a sink.

9. Contemporary Coventry

Cleveland

Cheryl P.

$157 nightly

Nov 15 - Nov 16

Total with taxes and fees

A rooftop terrace with outdoor seating and potted plants, overlooking a cityscape.

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

Downtown Cleveland

Nate

$140 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern living room with a blue sofa, a coffee table, and a kitchen area with a bar and stools.

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

University Circle

Sandra S.

$240 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern kitchen with white cabinets, a wooden countertop, and a black faucet.

12. Cozy Downtown Modern Condo in the Heart of it all

Downtown Cleveland

Grant B.

$125 nightly

Nov 16 - Nov 17

Total with taxes and fees

A corner building with a sign for Blue Sky Brews.

13. Stylish Little Italy Two Bedroom w/ Parking Space

University Circle

Mark

$206 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bright kitchen with white cabinets, a wooden dining table, and chairs.

14. Luxury Downtown Townhome w/ Private Garage Unit 10

Downtown Cleveland

Paula

$140 nightly

Nov 17 - Nov 18

Total with taxes and fees

A multi-story building with a uniform facade, large windows, and a ground-level commercial space with signage.

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

Downtown Cleveland

Shane S.

$176 nightly

Nov 17 - Nov 18

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel dishwasher, a microwave, and an oven.

16. Luxury Downtown Townhome w/ Private Garage Unit 13

Downtown Cleveland

Matthew H.

$147 nightly

Nov 19 - Nov 20

Total with taxes and fees

A hot tub with purple lighting, a neon sign reading "Cleveland Roots!", and a sign listing hot tub safety rules.

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

University Circle

Mike B.

$194 nightly

Nov 16 - Nov 17

Total with taxes and fees

18. Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch

Buckeye-Shaker

Paul T.

$149 nightly

Nov 16 - Nov 17

Total with taxes and fees

A dining area with a wooden table and chairs, a bookshelf, and a sofa in the background.

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

Cleveland Heights

David T.

$208 nightly

Nov 16 - Nov 17

Total with taxes and fees

A living room with a black console table displaying framed artwork, a decorative elephant sculpture, and a vase with flowers.

20. Classic Meets Contemporary I Minutes to Cle Clinic

Cleveland Heights

Monica

$201 nightly

Nov 16 - Nov 17

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Willoughby Hotel Reviews

A large, two-story brick house with a symmetrical facade, central entrance, and a well-maintained lawn.

Steele Mansion

Painesville

10/10 Excellent

Dan

A large, historic building with multiple windows and a well-maintained lawn.

The Glidden House

University Circle

10/10 Excellent

Lloyd

A lobby with a sofa, chairs, a patterned carpet, and artwork on the walls.

Holiday Inn Express & Suites Painesville - Concord by IHG

Painesville

10/10 Excellent

Alicia

Best Western Plus Mentor-Cleveland Northeast

Mentor

10/10 Excellent

Matt

A narrow pathway leading through a wooded area with dense foliage on both sides.

The Lost Pearl

Madison

10/10 Excellent

This was a great two night stay in a themed "Pirate" room. The Inn is conveniently located in wine country. Southing music was playing in the room on a Kindle upon arrival and two coffee mugs etched with the Inn's logo were ours to keep. Our room was clean and relaxing. The breakfast was gourmet served in he kitchen while seated at the island. Goats, ducks, and kitties are on the property to see. We will return and recommend to others.

John

An outdoor patio with a fire pit, seating, and string lights.

Hampton Inn Madison

Madison

10/10 Excellent

John M

A large building with a red roof and a pond in front.

Tall Oaks Resort

Willoughby

10/10 Excellent

This place is brand new and beautiful. The staff and owners were super welcoming and made my boring, Wednesday night stay feel like an event to celebrate. The room was extremely comfortable and there's a wooded area in the back with swings and chairs for relaxing. There are sidewalks and a few dining options in walking distance, as well as a park and multi-use path into a natural area. I recommend Tall Oaks wholeheartedly.

Laura

A high-rise hotel with a modern glass facade, illuminated windows, and a visible Hilton sign at the base.

Hilton Cleveland Downtown

Downtown Cleveland

10/10 Excellent

Yarille

A modern lobby with a sectional sofa, ottomans, and a reception desk.

Drury Inn & Suites Cleveland Beachwood

Orange

10/10 Excellent

Thomas

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and a well-lit facade.

Holiday Inn Express & Suites Madison by IHG

Madison

10/10 Excellent

Vicki

An outdoor patio area with a fire pit, seating, and a pool visible through the glass enclosure.

Hampton Inn & Suites Cleveland-Beachwood

Orange

10/10 Excellent

Anna

Find out more about Willoughby

Everything you need to know about Willoughby 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 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Willoughby vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Willoughby. 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 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 $124 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 rentals

At Expedia, we put the best Willoughby 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 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 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. 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

Are there vacation rentals in Willoughby?

Yes, we have vacation rentals in Willoughby near The Holden Arboretum, or you can choose a more remote option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and shops in Willoughby. Make sure you have time to check out the temples and architecture during your trip.

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

Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch: This vacation home rental outside of Willoughby 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.

How many vacation rentals are there in Willoughby?

Expedia has 17 vacation rentals for your stay in Willoughby.

What can I see and do in Willoughby?

Chagrin River and North Chagrin Reservation are a couple of scenic spots to enjoy the outdoors, whereas Historic Kirtland is one of the cultural attractions. Other places in town to visit include The Holden Arboretum and Lake Erie.

What are vacation rentals like in Willoughby?

Vacation rentals are privately owned accommodations you can book for several days or more in Willoughby. Vacation rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.

Willoughby Vacation Rentals

Check prices for these dates

Our top choices for Willoughby vacation rentals

1. Willow Woods Retreat - Farmhouse - Patio & Nature

2. Residential Apartment w/Drumkit

3. Sleek DT Cleveland Apt at City Club

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

5. Amazing 2-bedroom house with AC in Eastlake

6. Hilliard Lofts

7. Modern Victorian Studio -Steps to Cleveland Clinic

8. CAL KING BED, FREE PARKING PASS FOR 1 CAR, BY DOWNTOWN & CLINIC

9. Contemporary Coventry

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

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

12. Cozy Downtown Modern Condo in the Heart of it all

13. Stylish Little Italy Two Bedroom w/ Parking Space

14. Luxury Downtown Townhome w/ Private Garage Unit 10

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

16. Luxury Downtown Townhome w/ Private Garage Unit 13

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

18. Charm near Cleve Clinic/CWRU/UH - Larchmere Blvd w/Porch

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

20. Classic Meets Contemporary I Minutes to Cle Clinic

Find vacation rentals that suit your style

Top Willoughby Hotel Reviews

Steele Mansion

10/10 Excellent

Find out more about Willoughby

Everything you need to know about Willoughby vacation rentals

Willoughby vacation rentals: An excellent choice for every season

How to find incredible deals on Willoughby rentals

Frequently Asked Questions

Are there vacation rentals in Willoughby?

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

How many vacation rentals are there in Willoughby?

What can I see and do in Willoughby?

What are vacation rentals like in Willoughby?

Explore a world of travel with Expedia