
Vacation rentals in Willoughby
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Top-rated vacation rentals in Willoughby
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Cottage in the Village * Walk to shops/restaurants
This cute little century home (1000 sq. ft.) is located on a quiet street just steps from the shops and restaurants in the village. Park your car and walk to the falls, grab a bite to eat, and explore. Back at the house, grab a book and read on the covered front porch, or relax in the sun on the back deck. The lower level yard has a fire ring to roast marshmallows and a circular staircase leading up to a playhouse for the kids. This cozy spot is the perfect place to be to explore Chagrin Falls!

Lake Erie Getaway
Enjoy the wondrous beauty and sunsets of Lake Erie, the 11th largest freshwater lake in the world. From the back yard you can swim or fish. 2 bedroom/2 bathroom house with cozy electric fireplace in family room . 1300 square feet of first floor living on Lake Erie.Lake views from nearly every room. Private fenced backyard with over 400 plants. Twenty minutes from downtown Cleveland and University Circle area, 10 minutes to downtown Willoughby and a 5 minute walk to the grocery stores and deli

Retreat at DTW
Come relax & enjoy The Retreat at DTW! Just minutes away from Historic Downtown Willoughby where you can shop, dine & stroll the streets at your leisure. This completely renovated single family ranch home has so much to offer. Including all kitchen appliances, washer & dryer, all necessities (kitchenware, towels, sheets, etc.) & playing cards plus board games for your pleasure. The bedroom has a king bed & living room has a sofa bed. Enjoy the reading nook on the 2nd level loft area & backyard.

Lake House with Amazing Views
Amazing location right on Lake Erie. This cozy lake house has a large kitchen, full bathroom and a living room/bedroom with king-size bed. The cottage is off by itself so you can enjoy your seclusion, but we live about 200 feet away so we can assist you if you need us. Enjoy a morning coffee on the deck while watching nature, spectacular sunsets on the private patio, and falling asleep to the sounds of the lake. You will be blown away by the beauty and peacefulness of this amazing cottage.

COZY Centrally Located Gem-King*Hot Tub*Lake Erie
Welcome to Our Mentor Bed & Breakfast! Experience comfort, convenience, and charm at our cozy pet-friendly bed & breakfast located in one of Mentor’s most walkable neighborhoods. Step outside and enjoy nearby restaurants, cafés, bars, and everyday essentials just steps away. Relax in the hot tub, explore Ohio’s largest beach-6 miles away, visit local wineries, or take a short 30-minute trip to Cleveland for city adventures. Need more space? We offer an optional in-law suite for larger groups.

“Willow Ledge at Silver Creek”with Private Hot Tub
New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

Mid-Century Modern Ranch in quiet neighborhood
Stay in our newly remodeled Mid-Century classic! It's updated to incorporate today's conveniences with focus on the original vision of the 1965 builder who constructed it for its long time owners. Located just off Interstate 90 in a quiet neighborhood, the home offers an open living space, a lower level recreation room for playing pool or ping pong, a large fenced in yard, and a covered back porch to enjoy morning coffee or an evening glass of wine as you watch the many neighborhood deer.

Lydia's Lake Erie Cottage
In the heart of Willoughby, a cozy cottage awaits you as the perfect getaway spot. Situated on the shores of Lake Erie, you'll be able to enjoy stunning lake views on the water's edge. Inside, you'll find a cozy and well-appointed space, complete with a fully stocked kitchen and outdoor grill, Unwind by the fireplace in the living room or catch up on your favorite shows on the smart TV. Stay connected with the free WiFi, and take advantage of the laundry with a washing machine and dryer.

Residential Apartment w/Drumkit
Quiet apartment in residential neighborhood attached to owner occupied home. Beautiful scenic large backyard with dining area & fire pit. Electronic Roland, TD-8 drum kit to be enjoyed by everyone: If you’ve ever wanted to play the drums and haven’t had a chance, or if you are a current player looking to keep your chops in shape!! Located 25 min. from Cleveland with a beautiful Great Lake (Erie) at the end of the st.&Lakefront Lodge Park 1/2 mi. Many food/grocery establishments nearby.

Contemporary Lake Home | Sunrise & Sunset Views
This beautifully updated lakefront home is perfect for family gatherings, friend reunions, bachelor/bachelorette parties, or a relaxing retreat. Enjoy breathtaking sunrise-to-sunset views over the lake. Located near Downtown Willoughby, restaurants, and just 20 minutes from Cleveland. The spacious kitchen is perfect for creating meals and memories, and outside you'll find a BBQ and firepit. Pets are welcome for a small fee, so bring your furry friends along for the getaway!

Private, Quiet 1 BR 1 Bath Chardon Guesthouse
Enjoy a respite at this peaceful and centrally-located, newly renovated guesthouse. Large 1BR w full bath. Sleep with the windows open - it's that quiet. Living room and full, eat-in kitchen. Private patio for outdoor dining. Walk to historic Chardon Square and enjoy its many festivals & activities. Easy drive to Amish country, wineries, Lake Erie and its coastal towns and beaches, The Great Geauga County Fair, 40 minutes to downtown Cleveland.

Vincent William Wine: Lakefront winery guest house
This beautiful guest house is located on the property of Vincent William Wine Restaurant, Inn, and Wine Bar in Grand River Valley Wine Region. With a beach, close proximity to many area Wineries, Geneva on the lake, and other tourist attractions, the Guest House is the most ideal place for all your getaway fun. kayaks are also available upon request. Take a 5 min walk and enjoy an ice cream shop, or the several restaurants and bars.
Popular amenities for Willoughby places to stay
Other great vacation rentals in Willoughby

Relaxing Lakeside Getaway

Chardon Loft

Little Willow: cozy stay with minute drive to town

Bonnie's Guesthouse @ Peridot Equine Sanctuary

Family Home Across from Park & Pool Access

Downtown Willoughby Historic District Gem 2

Erie Breeze: Near Downtown Cle, Lake Erie, Metroparks & Mentor-on-the-lake

White Sands Lake House
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ481 | ﺩ.ﺇ459 | ﺩ.ﺇ481 | ﺩ.ﺇ474 | ﺩ.ﺇ474 | ﺩ.ﺇ477 | ﺩ.ﺇ533 | ﺩ.ﺇ525 | ﺩ.ﺇ514 | ﺩ.ﺇ514 | ﺩ.ﺇ547 | ﺩ.ﺇ573 |
| Avg. temp | -2°C | 0°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 13°C | 7°C | 1°C |
Frequently Asked Questions
Where should I stay in Willoughby?
Make yourself at home in Willoughby by choosing from our most frequently booked neighborhoods. We have over 140 vacation rentals in Eastlake, over 200 vacation rentals in Willoughby, and over 50 vacation rentals in Waite Hill.
How much does it cost to stay in house rentals in Willoughby?
Experience the best of Willoughby with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Willoughby?
Yes! Work meets play with ease at over 30 house rentals in Willoughby featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Willoughby?
Willoughby has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly house rentals in Willoughby?
Four-legged friends are welcome in Willoughby. Choose from more than 20 house rentals for guests traveling with pets.
Do house rentals in Willoughby have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Willoughby. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Willoughby have wifi?
Absolutely! We offer over 40 house rentals with wifi in Willoughby. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Willoughby?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Willoughby

Total vacation rentals
Explore 70 vacation rentals in Willoughby

Nightly prices starting at
Willoughby vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 3,430 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Willoughby vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Willoughby rentals

4.8 Average rating
Willoughby stays are highly rated by guests—averaging 4.8 out of 5!
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