
Family-friendly vacation rentals in Willoughby
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Willoughby
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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 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

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.

Willow Woods Retreat | Historic Farmhouse + Pond
🌳 Historic 1830s farmhouse on 4 secluded acres 🛏 4 bedrooms • 5 beds • 2 bathrooms • Sleeps 9 ✨ Renovated w/ vintage charm + modern comfort 🛁 Master bath w/ jetted tub & skylight 🍳 Fully stocked kitchen • Dining for groups 🔥 Outdoor patio • Gas grill • Fire pit 📍 Just 5 min drive to the famous Kirtland Temple 🌊 Private pond w/nature views 🚗 Plenty of driveway parking for all your vehicles Unwind at Willow Woods Retreat — a storybook farmhouse escape perfect for families and friends!

“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.

Upscale-Lakefront-Private Beach-Hot Tub-King-Pets
Lakeside living at its finest. This amazing oasis is comfy and inviting with stunning views, expansive deck, and your own private beach. Fully renovated, carefully curated and meticulously cleaned-this indulgent gem is perfect for a serene dip in the hot tub at sunset or easy fishing from the shore. Relax and watch the boats, eagles and waves-everything has been thought of here. Your spacious master suite looks out over a second-floor balcony. A perfect place to enjoy the in-room coffee bar.

Chardon Loft
Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

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.

The Triangle: Unplug in a Charming A-Frame
Step inside The Triangle and the outside world melts away. A wood-burning stove, exposed beams, and countless small details make this 400 sq. ft. A-Frame feel immediately like home. Brand new deck (2024) perfect for morning coffee or evening stars. Nestled in Ohio's Amish Country — minutes from The Place at 534, Nelson-Kennedy Ledges, Observatory Park's dark skies, Holden Arboretum, and Burton Village.

Super Upscale Ranch!
Welcome to our upscale, one story home! You’ll love the custom kitchen with new stainless steel appliances, huge island, comfortable new beds, located in a quiet and safe neighborhood. Perfect for couples, business travelers, and families. New hardwood floors and custom tile through the home. New washer and dryer with detergent for your convenience.

Exhale...
Welcome to “Exhale,” your dreamy retreat on the quiet shores of a 160-acre lake. Wake to soft ripples and misty sunrises, sip coffee on the deck, and watch eagles glide above. Stroll through parks, bike scenic paths, or linger in cozy cafes. Evenings are for crackling fires, sweet marshmallows, and moonlight dancing on the water.
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

Cheerful Cabin-Sleeps 5 - lake views + relaxation

Ma & Pa’s Romantic Cabin Fire Trail Outdoor Bath

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

Mid-Century Modern Ranch in quiet neighborhood

Upscale & Beautiful 2 bedroom apartment

1br-1bth- Furnished Oasis in Chardon

Cozy house near Lake Erie, 10 minutes to Downtown.

Bonnie's Guesthouse @ Peridot Equine Sanctuary

Avonlea Gardens & Inn - Entire House

Lakeview Retreat

Cozy Countryside Cabin Near Multiple Wineries
Family-friendly home rentals with a pool

Pool - Hot Tub - Sleeps 10 - Near Cleveland

Pvt. Cabin 30Ac. Horses, Pool, River & Trails

Cozy | SPIRE | GOTL | Geneva Wine Country

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

Luxury Spa+Theater+Gameroom | CasaMora

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

Your home away from home!

Indoor Pool-Sauna-Movie Theater Room-Bar-Sleeps 10
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,291 GYD | G$31,593 GYD | G$33,057 GYD | G$27,827 GYD | G$28,663 GYD | G$30,337 GYD | G$33,685 GYD | G$34,313 GYD | G$32,220 GYD | G$31,383 GYD | G$32,848 GYD | G$35,568 GYD |
| 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 |
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 G$14,646 GYD 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!
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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
- Cleveland Metroparks Zoo
- Case Western Reserve University
- Punderson State Park
- Boston Mills
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Cleveland Museum of Art
- Laurentia Vineyard & Winery
- Huntington Convention Center of Cleveland
- Cleveland Botanical Garden
- Cleveland Museum of Natural History
- Playhouse Square
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- Rocky River Reservation
- JACK Cleveland Casino
- Greater Cleveland Aquarium





