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

Total holiday rentals
Explore 30 holiday rentals in Willoughby

Nightly prices starting at
Willoughby holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Willoughby holiday rentals include wifi access

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

4.9 Average rating
Willoughby stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Willoughby
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.
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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
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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.
FamilyIndoor spacesOutdoor spaces

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.
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“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.
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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.
Indoor spacesFamilyDecor

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.
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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.
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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.
Indoor spacesFamilyAccuracy

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.
KitchenIndoor spacesParks

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!
FamilyIndoor spacesComfort

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.
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Popular amenities for Willoughby family-friendly rentals
Family-friendly home rentals with a hot tub

Log Cabin with Hot Tub
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Sandstone Ranch
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Cozy winery getaway with hot tub!
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HotTub+GameRoom+FencedBack+EV+PetsOK+Kings+KidLoft
Indoor spacesFamilyWifi

Cozy A-Frame Getaway Minutes from Nelson Ledges
Indoor spacesKitchenWalkability

Wine Country Oasis with Pool & Hot Tub
Indoor spacesFamilyLong stay

Ma & Pa’s Romantic Cabin Fire Trail Outdoor Bath
KitchenIndoor spacesCleanliness

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

Davis Ranch 5 Bedrooms Sleeps 10 & 3 1/2 baths
KitchenIndoor spacesValue

1br-1bth- Furnished Oasis in Chardon
KitchenIndoor spacesLong stay

The 1868 Fowles Inn at Baldwin Wallace/Coe Lake
FamilyKitchenCleanliness

Cozy house near Lake Erie, 10 minutes to Downtown.
FamilyIndoor spacesNearby

Avonlea Gardens & Inn - Entire House
FamilyKitchenPool

Bonnie's Guesthouse @ Peridot Equine Sanctuary
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Lakeview Retreat
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Candoren Guest House
Indoor spacesFamilyCleanliness
Family-friendly home rentals with a pool

Pool - Hot Tub - Sleeps 10 - Near Cleveland
FamilyKitchenAccess

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

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

Your home away from home!
FamilyIndoor spacesAccess

Alizée | Stylish Studio Retreat Near Downtown CLE
KitchenIndoor spacesBeach

Pvt. Riverbend Retreat-Pool•River•Horses•Firepit
KitchenFamilyDecor

Poolside Paradise | Hot Tub, Yard, Game Room
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Ground Floor Lakefront Condo- Pool, Beach, Balcony
Indoor spacesKitchenBeach
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 SGD | $193 SGD | $202 SGD | $184 SGD | $204 SGD | $225 SGD | $206 SGD | $210 SGD | $197 SGD | $192 SGD | $201 SGD | $218 SGD |
| 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 |
Destinations to explore
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- Cuyahoga Valley National Park
- Progressive Field
- Rock & Roll Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Case Western Reserve University
- Mosquito Lake State Park
- Punderson State Park
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Laurentia Vineyard & Winery
- Cleveland Museum of Art
- Crocker Park
- Edgewater Park Beach
- Debonné Vineyards
- Cleveland Museum of Natural History
- JACK Cleveland Casino
- Rocky River Reservation
- Greater Cleveland Aquarium
- Stan Hywet Hall and Gardens
- Rocket Mortgage FieldHouse
- Edgewater Pier
- A Christmas Story House
- Pymatuning State Park





