
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.

Sunset Suite
Come relax at the Sunset Suite! This 720 sq ft Suite is ABOVE the 1500 sq ft 'LakeHouse' Airbnb. This is a 2 UNIT Lake Front home that offers gorgeous sunset views each night. Each unit has their own, keyless locked entrance. Completely upgraded & furnished with all the necessities you need. Kitchenware, towels, soap, coffee, etc. Plus playing cards & board games for your pleasure. Just minutes away from Historic Downtown Willoughby where you can shop, dine & stroll the streets at your leisure.

Candoren Guest House
Restored 19th-century mansion is family-friendly. Four-story home (total 8000 SF) with lovely 1st and 2nd floor for your stay. Historic interior preserved with original fixtures, and new appliances, plumbing, electric, HVAC with ice-cold AC and great wifi. Host family reunions, weddings, celebrations, girlfriend weekend, or showers. Location is 5 minutes from I-90 and 30 minutes to Cleveland. So close to beaches, museums, shopping, restaurants, Geneva wineries (buses pick up), and bike paths.

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.

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.

Lakeview Retreat
Enjoy the unobstructed lake views very close to downtown Chardon, several golf courses, the Holden Arboretum, Alpine Valley Skiing, and adjacent to Bass Lake's amenities. Inside, you'll love the cozy fireplace, 4 season porch, 4K TV, games, and puzzles. You can also just sit and relax while enjoying the view with a glass of wine in the enclosed porch. There is even a writing desk with views of the lake. Well-mannered dogs are welcome. We have the highest reviews/year in the area!

Riverview Country Cabin
Take it easy at this unique, tranquil getaway nestled atop a scenic ridge of the Ashtabula River. Get away from it all and enjoy your morning coffee inside the cozy cabin with views that stretch up and down and across the river. Or bask in the beauty of nature outside on the custom-made porch swing. Keep an eye out for the local bald eagles as they soar above the river daily, right outside your door! This custom built cabin is the perfect quiet getaway!

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!

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

Cozy A-Frame Getaway Minutes from Nelson Ledges

Wine Country Oasis with Pool & Hot Tub

Ma & Pa’s Romantic Cabin Fire Trail Outdoor Bath

Groovy Cedar Chalet Forest View

Melodic Forest- King Bed/Hot Tub/Game Room/Forest
Family- and pet-friendly home rentals

The Little Clubhouse

Cozy, NO FEE-Airbnb

Mid-Century Modern Ranch in quiet neighborhood

Cottage52

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
Family-friendly home rentals with a pool

Pool - Hot Tub - Sleeps 10 - Near Cleveland

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

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

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

Downtown Lux APT| w/Gym+Pool+Lakeview

Your home away from home!

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

Ground Floor Lakefront Condo- Pool, Beach, Balcony
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,295 GYD | G$31,597 GYD | G$33,061 GYD | G$27,830 GYD | G$28,667 GYD | G$30,341 GYD | G$33,689 GYD | G$34,317 GYD | G$32,224 GYD | G$31,387 GYD | G$32,852 GYD | G$35,572 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$14,647 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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