
Family-friendly vacation rentals in Willoughby
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Willoughby

Total vacation rentals
Explore 30 vacation rentals in Willoughby

Nightly prices starting at
Willoughby vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Willoughby rentals

4.8 Average rating
Willoughby stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Willoughby
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Avonlea Gardens & Inn - Entire House
Avonlea Inn is a century home with unique vintage charm! 3 bedrooms (upstairs - 1 king & 1 queen, main floor - 1 queen & queen pullout sofa in living room). Dining room, kitchen, & front porch. Located on same property as our native plant nursery - you are welcome to wander! Renting half the house is possible - please see separate listings for the Rose Suite (2 bedrooms on 2nd floor) or the Bluebell Suite (1 bedroom, pullout, full kitchen on 1st floor). Pets allowed only if renting entire house.

Charming Relaxing Cozy Lake Erie Getaway Cottage
A charming and quirky 1930’s cozy lake cottage bungalow recently remodeled with over 900 sq ft plus an adorable sunroom lined with windows. Enjoy the private fenced backyard oasis with waterfall and garden pond. Includes your own long driveway, perfect for car and boat parking plus 2 extra spaces. Provided is a variety of entertainment including air hockey table, puzzles, Atari, Roku, BluRay DVD player, & board games. Located on a quiet street that dead-ends into the Mentor Harbor Yachting Club.

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.

Lovely 2 bedroom 1 bath ranch, fully equipped.
Welcome to The Stone House! Keep life comfortable and simple at this beautiful ranch. This charming home is exceptionally well located a short drive away from many of Cleveland’s most exciting attractions including all of the sports stadiums, the Rock and Roll Hall of Fame, Amazon, and Cleveland Clinic. We respond to booking inquiries within 1 hour (if request received between 8 a.m. -10pm ET)! No smoking, no pets, no events, no parties. READ THE RULES BEFORE YOU CONTINUE WITH YOUR REQUEST.

“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.

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.

Lakefront Home
Peace and tranquility await in this charming bungalow with lake views (NO LAKE ACCESS) at every direction. Just a few feet from Lake Erie, this gem has 2 bedrooms and 1 bath with a delightful interior design that is a mix of midcentury modern and contemporary décor. Situated at the end of a private drive, it has a washer/dryer (for stays greater than +4 days), fully equipped kitchen, off-street parking, 2 TV’s, work desk and internet (NO CABLE). NO PETS OF ANY KIND & NO FISHING

The Nest! 2 bedroom
Welcome to our charming 2 bedroom 1 bathroom unit, where comfort meets convenience! Nestled within walking distance (.03miles) from Historic Downtown Willoughby, our stylish and spacious accommodation offers a delightful retreat for your stay. With thoughtful touches, modern amenities (Smart TV's, Keurig), and proximity to local attractions, such as dining, shopping, and the local nightlife! We guarantee a memorable experience during your time here.
Popular amenities for Willoughby family-friendly rentals
Family-friendly home rentals with a hot tub

Sandstone Ranch

New Cleveland Apt: Little Italy! Massage&Hot tub!

Cozy winery getaway with hot tub!

Hot Tub + Game Room + Fenced Backyard + EV + Pets OK + Clean + Kid-Sized Loft

Wine Country Oasis with Pool & Hot Tub

Hot Tub, CVNP, Private Waterfall Trail, Firepit

Oakwood Beach | Lakefront • Fire Pit + Hot Tub

Groovy Cedar Chalet Forest View
Family- and pet-friendly home rentals

Cottage52

Chagrin Falls Charmer

Cozy house near Lake Erie, 10 minutes to Downtown.

Abby's Tranquil Lakeside Cottage

Unique Farm Stay -Brandywine Falls -Peaceful CVNP

Cozy Solar Powered Hideaway (Pet Friendly)

Luxury barn with best view in the national park

Country cool 3bed suite, 3 miles from Chagrin!
Family-friendly home rentals with a pool

Euclid Escape - Poolside Bliss with Hot Tub

Stillwater Retreat-Waterfall·Pond Horses·Firepit

Lake Erie Condo #108 w/ amazing view & indoor pool

Madison on the Lake Home w/ pool in wine country!

Your home away from home!

Indoor Pool-Sauna-Movie Theater Room-Bar-Sleeps 10

Boho Star Pad on Madison-beautiful & cozy 1 bd rm

the Black Barn Guest 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.ﺇ492 | ﺩ.ﺇ496 | ﺩ.ﺇ503 | ﺩ.ﺇ488 | ﺩ.ﺇ503 | ﺩ.ﺇ533 | ﺩ.ﺇ591 | ﺩ.ﺇ602 | ﺩ.ﺇ566 | ﺩ.ﺇ551 | ﺩ.ﺇ577 | ﺩ.ﺇ624 |
| 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 |
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- Rentals with a fire pit Willoughby
- Rentals with a fireplace Willoughby
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Mosquito Lake State Park
- Little Italy
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Cleveland Museum of Natural History
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Agora Theatre & Ballroom
- Case Western Reserve University
- Cleveland Museum of Art
- Crocker Park
- The Arcade Cleveland
- Huntington Convention Center of Cleveland
- Debonné Vineyards
- JACK Cleveland Casino
- Rocky River Reservation
- Stan Hywet Hall and Gardens




