Family-friendly vacation rentals in Willoughby

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.

Family · Indoor spaces · Beach

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

Indoor spaces · Family · Hospitality

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.

Indoor spaces · Family · Breakfast

Candoren Guest House

Restored 19th-century mansion is family-friendly. Four-story home (total 8000 SF) with lovely 1st and 2nd floor for your stay. Historic interior preserved with original fixtures, and new appliances, plumbing, electric, HVAC with ice-cold AC and great wifi. Host family reunions, weddings, celebrations, girlfriend weekend, or showers. Location is 5 minutes from I-90 and 30 minutes to Cleveland. So close to beaches, museums, shopping, restaurants, Geneva wineries (buses pick up), and bike paths.

Family · Indoor spaces · Condition

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.

Kitchen · Indoor spaces · Pets

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.

Indoor spaces · Family · Sleep quality

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!

Kitchen · Indoor spaces · Bathroom

Lovely 2 bedroom 1 bath ranch, fully equipped.

Welcome to The Stone House! Keep life comfortable and simple at this beautiful ranch. This charming home is exceptionally well located a short drive away from many of Cleveland’s most exciting attractions including all of the sports stadiums, the Rock and Roll Hall of Fame, Amazon, and Cleveland Clinic. We respond to booking inquiries within 1 hour (if request received between 8 a.m. -10pm ET)! No smoking, no pets, no events, no parties. READ THE RULES BEFORE YOU CONTINUE WITH YOUR REQUEST.

Kitchen · Indoor spaces · Location

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.

Kitchen · Indoor spaces · Bathroom

Lake Breeze Cottage

Your family will be close to everything when you stay at this centrally located Fairport Harbor gem. Fully furnished and beautifully appointed house that is less than .2 of a mile to both Fairport Beach and the quaint downtown of Fairport Harbor and its gorgeous lighthouse. Imagine spending the day exploring Lake Erie on one of its premier beaches and then walking a few minutes home to relax over dinner and a fire in the fenced in back yard offering the ultimate in landscaping privacy.

Kitchen · Family · Long stay

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.

Indoor spaces · Family · Solo travel

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!

Indoor spaces · Kitchen · Checkout