
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.

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.

LemonDrop Lake-Front Cottage
Fully remodeled in 2024, LemonDrop Cottage is a Lake-Front property, with direct access by stairwell down to a small private beach directly on Lake Erie. Lake is viewable from the Kitchen or Bedroom windows. All New Windows, Hickory hardwood floors, shower, electric flat-top oven, retro-Fridge, retro-Microwave/Toaster, Keurig, King-size mattress, Twin sofa-bed, BBQ grill (propane provided), and fire pit with wood provided. Cottage built in 1949 as a fishing cottage, adorable Lake-Front Cabin wit

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.

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!

THE KELBY: Private Spacious Suite Near Grand River
Artfully decorated and resort-like, The Kelby ABNB is an absolute gem! It is a 1000 sqft loft on 3 acre wooded ravine: scenic vista with many windows. Half mile from outdoor YMCA trails. Owner provides list of favorite local haunts. Exceptionally clean&fresh.Visit wineries, hike, kayaking, antique stores. Kitchenette/breakfast area with amenities: juice, cereal, breakfast foods. Bedding, towels, and toiletries provided. Private. Quiet. Comfortable.

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.
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

Cozy A-Frame Getaway Minutes from Nelson Ledges

Wine Country Oasis with Pool & Hot Tub

Hot Tub, CVNP, Private Waterfall Trail, Firepit

Finland House CLE| Boutique Retreat with Hot Tub
Family- and pet-friendly home rentals

Cozy, NO FEE-Airbnb

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

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

Chagrin Falls Charmer

The 1868 Fowles Inn at Baldwin Wallace/Coe Lake

Cozy house near Lake Erie, 10 minutes to Downtown.

Unique Farm Stay -Brandywine Falls -Peaceful CVNP

Cozy Solar Powered Hideaway (Pet Friendly)
Family-friendly home rentals with a pool

Euclid Escape: Poolside Bliss with Hot Tub

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

Boho Star Pad on Madison-beautiful & cozy 1 bd rm

Luxury Apt w/ Rooftop Pool, Hot Tub & Skyline View

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 | ﺩ.ﺇ492 | ﺩ.ﺇ496 | ﺩ.ﺇ503 | ﺩ.ﺇ488 | ﺩ.ﺇ503 | ﺩ.ﺇ533 | ﺩ.ﺇ591 | ﺩ.ﺇ602 | ﺩ.ﺇ566 | ﺩ.ﺇ551 | ﺩ.ﺇ577 | ﺩ.ﺇ624 |
| 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 40 vacation rentals in Willoughby

Nightly prices starting at
Willoughby vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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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