
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.

Private upstairs guest suit.
Conveniently located 1 bedroom upstairs guest suite right off I-90. Near the Lorain Antique market strip. 1 minute drive to Gordon Square arts district. 2 minutes to Edgewater beach. A mile to beautiful Ohio city and about 10 minutes to Downtown. Close to Lakewood for all their restaurants and unique shops. This apartment offers all the standard amenities in a colorful old-timey MCM decor to help make you feel right at home. Access through a private back entry via a hassle free electronic lock.

Maple Syrup Sugarhouse Studio Apartment
Take it easy at this unique and tranquil getaway at Butternut Maple Farm in the heart of Burton Township right by the Geauga County Fairgrounds and just miles from Amish Country. This private brand new, fully furnished smoke-free studio apartment is on the second floor of the sugarhouse with a gorgeous attached deck perfect for your morning coffee. During maple sugar season (January-March), you receive front row seats to watch and/or participate in making our award winning organic maple syrup.

The Cozy Zen
Explore Cleveland from this historic brownstone located in the center of iconic Cedar/Fairmount / University Circle! Filled with light & modern decor, this apartment is in walking distance to UH & CC hospital; the best landmark, restaurant & shops. Less than two miles from University Circle & only seven miles from Downtown Cleveland. There is so much to see & do, all within walking distance from this home. Can’t wait to meet you in Cleveland Cedar Fairmount / University Circle! NO PETS ALLOWED.

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.

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.

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.

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.

Historic District 2BR on 2nd Floor near CLE Clinic
Get comfy in this 2BR 1Bath historic district charmer in a friendly & vibrant Shaker Heights, OH neighborhood. This 2nd floor apartment offers a relaxing getaway near restaurants, shops, attractions, landmarks, and major hospitals and employers, making it ideal for traveling nurses and business travelers looking for an extended stay. ✔ 2 Comfy Bedrooms w/ Queen Beds ✔ Relaxing Living Area ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Parking See more below!

Cozy winery getaway with hot tub!
Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio

1br-1bth- Furnished Oasis in Chardon
The apartment is above a detached garage. The spacious floor plan is modern and fresh, with your own garage spot, 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.

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

Private 2 Level Apartment with Hot Tub in Tremont

Modern Lake Erie Cottage w/ Hot Tub Near Wineries

THE TWIN HOMES #1 - dead center OHC

Spacious Stay! HotTub, Game Room, King Beds,PetsOK

Cozy A-Frame Getaway Minutes from Nelson Ledges

Ma & Pa’s Romantic Private Cabin Outdoor Bath

COZY Centrally Located Gem-King*Hot Tub*Lake Erie
Family- and pet-friendly home rentals

Rosewood Retreat / 2 bed 1 bath central Lkwd

The Little Clubhouse

Lake front Loft

The 1868 Fowles Inn at Baldwin Wallace/Coe Lake

Cozy Solar Powered Hideaway (Pet Friendly)

Cozy Chic Bungalow w. Balcony, close to beach

Lakeview Retreat

Cozy Blue House on the Shores of Lake Erie
Family-friendly home rentals with a pool

Euclid Escape: Poolside Bliss with Hot Tub

30-Acre Horse Ranch Farmhouse Pool, Trails & River

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

Your home away from home!

Hot Tub+Fire Pit+Heated Pool-Near Wineries & SPIRE

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

Lovely Lakefront Home 3Bd+Crib 8 min to Downtn

Poolside Paradise | Hot Tub, Yard, Game Room
When is the best time to visit Willoughby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,987 GYD | G$28,196 GYD | G$28,614 GYD | G$27,778 GYD | G$28,614 GYD | G$30,284 GYD | G$30,493 GYD | G$30,076 GYD | G$28,614 GYD | G$28,614 GYD | G$29,240 GYD | G$31,329 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 40 vacation rentals in Willoughby

Nightly prices starting at
Willoughby vacation rentals start at G$14,620 GYD per night before taxes and fees

Verified guest reviews
Over 2,030 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!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- Mississauga Vacation rentals
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Northeast Ohio Vacation rentals
- Indianapolis Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- House rentals Willoughby
- Rentals with a washer and dryer Willoughby
- Pet-friendly rentals Willoughby
- Rentals with a patio Willoughby
- Rentals with a fireplace Willoughby
- Rentals with outdoor seating Willoughby
- Rentals with a fire pit Willoughby
- Family-friendly rentals Lake County
- Family-friendly rentals Ohio
- Family-friendly rentals United States
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock and Roll Hall of Fame
- Nelson-Kennedy Ledges State Park
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Firestone Country Club
- Cleveland Museum of Natural History
- West Branch State Park
- Boston Mills
- Lake Milton State Park
- Cleveland Botanical Garden
- Memphis Kiddie Park
- Markko Vineyards
- Pepper Pike Club
- Brandywine Ski Area
- Cleveland Ski Club
- Canterbury Golf Club
- Big Creek Ski Area
- The Country Club