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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 G$16,734 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,080 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

  • 4.9 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.

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Top guest favorite
The charming exterior of the cottage features a bright blue front door adorned with decorative elements. A vintage bicycle in a soft green hue leans beside a flower pot. Lush greenery and vibrant landscaping accompany a delightful white facade under clear blue skies.
Home in Mentor-on-the-Lake
4.99 out of 5 average rating, 199 reviews

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.

Top guest favorite
The spacious kitchen features white cabinetry and a stunning quartz countertop, accented by stylish lighting. A comfortable living area is arranged with a sectional couch facing a 55-inch flat-screen TV, while a cozy sleeping area reveals a queen bed with a flat-screen mounted on the wall.
Guest suite in Willoughby
4.99 out of 5 average rating, 141 reviews

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.

Top guest favorite
A loft-style bedroom features a spacious bed with light bedding, set against blue and white walls. Natural light enters through a window, and a small lamp illuminates a bedside table. A textured area rug adds comfort to the hardwood floor.
Home in Cleveland
4.98 out of 5 average rating, 599 reviews

Cozy + Bright Lakeshore Cottage

Relax in this sunny cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef. Main bedroom and full bath are loft-style on the second level. Additional smaller bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

Top guest favorite
The family room features a cozy electric fireplace surrounded by built-in shelves filled with books and decorative items. A large mirror above the fireplace reflects natural light. Light-colored seating is arranged on a blue area rug, enhancing a relaxing atmosphere.
Home in Willowick
4.96 out of 5 average rating, 279 reviews

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

Top guest favorite
A spacious deck offers a panoramic view of Lake Erie, with sunlight reflecting on the water. Two chairs surround a simple table, inviting relaxation. The deck is bordered by vibrant greenery, and a warm glow is cast over the scene by the setting sun.
Cottage in Willowick
4.97 out of 5 average rating, 336 reviews

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.

Guest favorite
The exterior of the house features a well-maintained backyard with a stone patio surrounded by grass and colorful foliage. Multiple seating options are present, including a fire pit and chairs, inviting gatherings in a tranquil outdoor setting.
Cottage in Kirtland
4.79 out of 5 average rating, 192 reviews

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!

Top guest favorite
A welcoming living and dining area features comfortable, woven dining chairs surrounding a glass table. Natural light floods the space through sliding glass doors, offering views of the expansive deck and lake beyond. Potted plants add greenery to the bright and airy atmosphere.
Home in Willoughby
5 out of 5 average rating, 118 reviews

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.

Top guest favorite
Guesthouse in Chardon
4.96 out of 5 average rating, 337 reviews

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.

Top guest favorite
A spacious backyard is highlighted by a large, weeping willow tree providing shade over a grass area. Outdoor seating with lounge chairs is positioned facing Lake Erie, offering a view of the water. A peaceful atmosphere is accentuated by a small decorative planter in the foreground.
Cottage in Willoughby
4.99 out of 5 average rating, 210 reviews

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.

Top guest favorite
A spacious studio layout is visible, featuring a plush couch facing a round dining table with four wooden chairs. A comfortable bed with a checkered duvet is positioned nearby, while a well-equipped kitchenette and natural light streaming through the window enhance the welcoming atmosphere.
Apartment in Willowick
4.95 out of 5 average rating, 149 reviews

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.

Top guest favorite
A cozy living space features a natural stone fireplace with a rustic wooden mantel. Two windows adorned with simple fabric shades allow natural light, while a comfortable seating area includes an armchair and a sofa, complemented by a coffee table with a chess set.
Cabin in Chardon
4.96 out of 5 average rating, 224 reviews

"Just Breathe"

“Just Breathe” is a cozy log cabin sitting on the shores of a scenic 160-acre lake. It is a peaceful place to clear your thoughts & recharge you soul. Appreciate the joy of spending time doing things that regenerate your personal strength. Whether it is boating, fishing, biking, hiking, reconnecting with nature, or learning a new skill, you can find it here. Personalized Concierge Services are available for each guest to ensure individual preferences are met for a delightful stay.

Guest favorite
A bright living area features a combination of leather and upholstered seating arranged around a coffee table. Large glass sliding doors provide sweeping views of the lake, allowing natural light to fill the space. A decorative rug adds warmth to the hardwood floor.
Home in Willoughby
4.95 out of 5 average rating, 115 reviews

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!

Popular amenities for Willoughby family-friendly rentals

When is the best time to visit Willoughby?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,284 GYDG$31,585 GYDG$33,050 GYDG$27,820 GYDG$28,657 GYDG$30,330 GYDG$33,677 GYDG$34,305 GYDG$32,213 GYDG$31,376 GYDG$32,840 GYDG$35,560 GYD
Avg. temp-2°C0°C4°C10°C16°C21°C24°C23°C19°C13°C7°C1°C
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