
Family-friendly holiday 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.

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.

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.

1br-1bth- Furnished Oasis in Chardon
The apartment is above a detached garage. The spacious floor plan is modern and fresh, on-site laundry, a full kitchen, walk-in closet and large private bathroom, this apartment feels just like home. Long term lease is available for a discounted rate. The apartment is located on a busy street (“busy” for a small town) you will hear cars and motorcycles drive by. Please take this into consideration when booking.

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.

1 BR WiFi Downtown Willoughby self check in Unit A
Quaint 1BR walking distance to Downtown Willoughby. Enjoy the added touches like smart TVs in the living room and bedroom. The bathroom is small so please take a look at the pictures. A kuerig coffee machine for that morning cup of coffee. A rain head shower head in the “claw” tub and shower. Perfect for a quick getaway to enjoy the downtown willoughby area.

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.
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 + games room + fenced backyard + EV + pets OK + clean + kids' loft

Wine Country Oasis with Pool & Hot Tub

Hot Tub, CVNP, Private Waterfall Trail, Firepit

Finland House CLE| Boutique Retreat with Hot Tub

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

Sunny Studio II / Private home next to Ray's MTB

Cozy house near Lake Erie, 10 minutes to Downtown.

Cozy Solar Powered Hideaway (Pet Friendly)

Cuyahoga Valley National Park/77 Brecksville House

Parma Peaceful Resort

Luxury barn with best view in the national park

Rustic Rock Lake Cabin

Lake Life Cottage
Family-friendly home rentals with a pool

Pool - Hot Tub - Sleeps 10 - Near Cleveland

Cozy | SPIRE | GOTL | Geneva Wine Country

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

Condo at Lake Erie Vista #201 Pool, Balcony, Beach

Boho Star Pad on Madison-beautiful & cozy 1 bd rm
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 AUD | $211 AUD | $221 AUD | $186 AUD | $191 AUD | $202 AUD | $225 AUD | $229 AUD | $215 AUD | $209 AUD | $219 AUD | $237 AUD |
| 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 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 $98 AUD per night before taxes and fees

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Willoughby holiday 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
- Punderson State Park
- Boston Mills
- Case Western Reserve University
- The Arcade Cleveland
- Cleveland Botanical Garden
- Cleveland Museum of Art
- Laurentia Vineyard & Winery
- Cleveland Museum of Natural History
- Agora Theatre & Ballroom
- Huntington Convention Center of Cleveland
- Debonné Vineyards
- Crocker Park
- Playhouse Square
- Rocky River Reservation
- JACK Cleveland Casino
- Greater Cleveland Aquarium





