Family-friendly holiday rentals in Cleveland

Tremont bistro apartment suite with skyline views

Beautiful skyline views and full service amenities! This 2nd level suite is directly above popular independent bistro Fat Cats. Located on the Towpath Trail connecting downtown through the Cuyahoga River Valley for off-road hiking and biking. Explore the historic Tremont neighborhood and enjoy Lincoln Park. We'd love to cook seasonal farm fresh meals for you, or serve a drink from our craft bar. Open for LUNCH, DINNER, Saturday BRUNCH (closed Sunday). Chef/Owner Ricardo Sandoval is your host!

Parma Peaceful Resort

Newly Renovated! Our roomy ranch is a perfect place for you and your family to spread out/chill out. From the large living room to the basement rec room, cozy front porch to the comfortable back deck, the relaxing bedrooms to the large, fenced-in back yard. Nestled in a quite, safe neighborhood on a caul-de-sac, commune with nature as you enjoy the peaceful environment and the occasional family of deer. Isolated from the bustle of the big city, but close enough to get to all the venues.

Enchanted Castle | Your Royal Getaway Awaits!

🏰 Historic 1924 castle • Fully renovated 🛏 3 bedrooms • 6 beds • 2.5 bathrooms • Sleeps 10 ✨ Stained glass windows • Vintage charm + modern comfort 🎮 Game room w/ bar, foosball & toys for kids 📺 Flat-screen TVs in every bedroom + living room 🍳 Full kitchen • 2 dining tables • Highchair 🌳 Backyard patio + porch seating 📍 Walk to Cleveland Metroparks Zoo • <10 min drive to Downtown, Tremont & Ohio City A magical stay steeped in history — where vintage character meets modern convenience!

Summit On Sixth- Views of Skyline from Roof Deck

Welcome to this beautiful private home in the heart of Tremont. Three balconies (one with a view of the Cle Sky Line) plus a lovely landscaped patio means the outdoor space is as amazing as the indoors. It boasts 4 parking spots - 2 in garage & 2 in driveway. This beautiful 4 Story house is over 2700 sq. ft. of modern luxury including a spa tub, 8-head shower, custom lighting, game lounge, fireplace and high-end kitchen. Questions, please feel free to message us. We hope to host you soon!

The Queen Anne at Gordon Square

This beautiful home is ready for your stay in Cleveland! Easily accommodates couples, friends, families, and coworkers. Sleeps 10 people. Great location in Gordon Square Arts District located 5-10 minutes to downtown, 15 minutes to airport & University Circle. Short walk to Edgewater Beach & lakefront. Elegant details and charm throughout. Full kitchen, large dining room & foyer, living room w/TV and streaming. Stylish interior w/hardwood floors. Two full baths. Laundry & off-street parking.

Hot Tub + Game Room + Fenced Backyard + EV + Pets OK + King-Size Beds + Loft for Kids

Summer Specials! Gather family or friends for an unforgettable getaway in a spacious, pet-friendly, amenity-rich oasis in a quiet neighborhood. You’ll find fun and relaxation at Serenity At Seven Hills with its loaded gameroom, games, hot tub, Jacuzzi tub, fenced yard. You’ll love the proximity to Cleveland and the garage parking and EV charger. Guests rave about host responsiveness; one guest called it “Best Airbnb we have stayed in.” Contractors - Traveling Workers - Families Welcome

Rock and Roll Cleveland

Welcome to our three-bedroom oasis in the heart of Cleveland! Ideal for special events, nights on the town, or quality family time. Sleep soundly in a king-size bed, a queen, and a cozy double twin daybed. A fully stocked kitchen. The living room that offers a 75-inch TV or an arcade with over 300 games. A fully loaded coffee bar that a barista would have at a corner shop. Or, enjoy a friendly game of air hockey. Book now and experience the magic of Cleveland from your home away from home!

Cozy house near Lake Erie, 10 minutes to Downtown.

Welcome to the neighborhood! Located 2 minutes off I-90! High speed internet. Well behaved DOGS welcome! NO CATS Enjoy your stay in this relaxing space. You will delight in this unique/historical Cleveland neighborhood. Wake up feeling refreshed after dreaming through the night on the medium/firm queen mattresses. Comfort is important! In the kitchen, you will find all you need to prepare your favorite meals. Indulge in your morning coffee, or cuppa tea at the quaint breakfast nook.

Cuyahoga Valley National Park/77 Brecksville House

A historic house in on 1.6 acres near the Cuyahoga Valley National Park in Brecksville, Ohio. 15 minutes to Cleveland, 15 minutes to Boston Mills/Brandywine ski resorts, and 20 min to Akron. .4 miles from route 77. This house is stocked with everything you need for your stay including a HE washer and dryer. Bathroom has a shower and a soaking tub. Lots of large windows and natural light in this house. Outside there is a large deck and patio to relax and enjoy the outdoors!

Charming cottage near Lake Erie/3 bedroom 1 bath

Get cozy in our newly renovated Lake Erie Clover Cottage. A short walk to the lake for stunning sunsets or enjoy lake breezes on the quiet front porch. Create a yummy dish in the fully equipped kitchen. Grab a cup of coffee or wine on the sunny breezeway. Our stylish living room boasts a large 65” Smart TV for streaming. Sink into one of the comfy hybrid mattresses: 1 king and 2 queens. Basement has a full-sized washer/ dryer and space to play board games. Wifi is provided.

Pvt. Cabin 30Ac. Horses, Pool, River & Trails

Nestled in a peaceful rural setting, this fully appointed upscale cabin rests on a breathtaking property in a lush valley. Scenic wooded trails meander along the West Branch of the Cuyahoga River, offering a tranquil escape into nature. Panoramic views showcase rolling hills, a serene, elevated porch view, vibrant seasonal foliage, towering pines, and abundant wildlife-creating a truly unforgettable retreat.

Your Chagrin Falls Village Home Away From Home

Welcome home! This newly renovated home is located on a quiet tree-lined street in downtown Chagrin Falls. Only a 4 minute walk from the restaurants, shops, the falls & the Chagrin Falls Little Theater. Everything you need is right at your fingertips! When you return from your adventures, you can gather in the open concept kitchen & family room or relax on the covered front porch.