Family-friendly holiday rentals in Cleveland

Stillwater Retreat-Waterfall·Pond Horses·Firepit

Experience refined living at this elegantly appointed country estate, tucked into a secluded and pristine valley. Surrounded by natural beauty, the property features wooded walking trails that follow the west branch of the Cuyahoga River and offer sweeping views at every turn. Enjoy peaceful mornings overlooking the pond, afternoons exploring shaded forest paths, and golden evenings framed by autumn foliage and stately pines. Blending rustic charm with elevated comfort and private relaxation.

Cottage52

Welcome to Cottage52! Our updated urban cottage in Detroit Shoreway is the perfect landing pad for visits to Cleveland. Shopping, restaurants, events all nearby or short uber drive. Full kitchen with snacks and drinks. Two private bedrooms, two full baths to spread out as couples, or a family. Quality finishes, comfortable bedding + unique furnishings. Enjoy the front porch or side patio. Fenced yard. Pets ok w deposit. Ring cameras at back door and side yard. Parking. Central Air.

Modern Downtown Loft | Walk to Rock HOF & Stadiums

🏙️ Modern city loft in Cleveland’s Warehouse District 🧱 Exposed brick + skyline views 💻 Dedicated office workspace ☕ Keurig • Drip • Espresso maker 📺 Smart TV w/ Chromecast + YouTube TV 🍳 Fully stocked kitchen 🚶 Walk to stadiums, Rock Hall, Flats & more Enjoy true downtown living in this stylish third-floor apartment. With its mix of industrial charm and modern comfort, this space is perfect for professionals, couples, or travelers seeking an authentic Cleveland experience.

Rare Cleveland Apt: Little Italy! W/Sauna&Hot tub!

Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated in the heart of Little Italy, walking distance from University Circle, UH Hospital, Cleveland Museum of Art, Botanical Garden, Public Transportation and much more. Apartment is complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation/business rental delivers all the essentials so you can spend more time relaxing and exploring.

Private Victorian suite with two rooms and a bath

You’ll love this newly remodeled third floor suite in our large century home located near Coventry Village/University Circle/Cleveland Clinic. The private suite with separate entrance and stairs has an air conditioned large bedroom with a firm queen bed, a sunny sitting room with a futon and a bathroom (shower) finished in Victorian ornate wood trim! Off street parking is in the rear. Our place is great for couples or business travelers, and the futon can sleep a child on.

Ultra Mod Apt in Heart of Tremont

Enjoy all that Cleveland has to offer from your swanky launch pad in Tremont! Walking, driving, or riding you are mere seconds or minutes away from world class museums, restaurants, bars, galleries, hospitals, boutiques, markets, music, and more. Within a few seconds walk you can shop, dine, relax, caffeinate, and contemplate. Close access to highways for more extensive roving. Upon return from excursions, the space is off the main street and is a quiet, cool sanctuary.

Edgewater Lake House/free parking

This is a beautiful historic building built in the 1930s retreat that is in a wonderful location, which is only 5 minutes away from Edgewater Beach and Edgewater Lake. It's also only around 10 minutes away to downtown Cleveland, Ohio. There are things for everyone to experience and enjoy from restaurants and bars to site seeing and visiting places like the Cleveland Zoo, the Rock N Roll Hall of fame, Cleveland football and baseball as well as local concerts in the area.

Hotel Quality/ Walkable / Free Parking/ Office #10

You will enjoy a stylish experience at this centrally-located suite. Free parking lot behind the building! Keyless entry. Luggage drop-off available (please request code). Lightning fast wifi. Free coffee & complimentary essentials in equipped kitchen. Body Wash / Shampoo / Conditioner are complimentary! Paid laundry available in common area hallway. Laundry pods complimentary. Queen bed sleeps 2. Pack'n Play or Roll Away Bed Available on request for fee.

Little Italy - Heart of it all...

Modern, fully furnished, one-bedroom apartment (includes sofa bed for 3rd person). Set up for both short and longer comfortable stays. Cooking utensils supplied; dishwasher, gas stove & microwave; In-suite Laundry Walk, bike or take public transport (Health Line) to University Hospitals and the Cleveland Clinic or to Case Western Reserve University. Restaurants, Museums, & Specialty shops within close walking distance Off-street parking Weekly and Monthly Rates

Lake + River view + Balcony + 2 Free Parking + Gym

Welcome to our serene and stylish River/Lake side Cleveland Airbnb! Enjoy 1100+ sq ft. In the heart of Cleveland's trendy Flats neighborhood! Our Airbnb is within walking distance to a plethora of dining, entertainment, and nightlife. The nearby Riverwalk offers a stroll along the waterfront, while the iconic Rock and Roll Hall of Fame, Cleveland Aquarium, and other attractions are just a short drive away. 2 FREE PARKING SPOTS

Log Cabin Retreat

A Rustic Retreat with a Refined Interior! This 1960's Log Cabin nestled in the woods above the Rocky River is a beautiful place to unplug and unwind. Located within a mile of the Cleveland Metroparks System including miles of hiking, biking and horse trails, golf courses, fishing spots and picnic areas. It is 20 minutes to downtown Cleveland and 5 minutes to Cleveland Hopkins Airport. NO PETS or PARTIES, please.

Bright & Modern, huge primary bedroom Lakewood Apt

-Entire Beautiful 2ND FLOOR of a 3-family home -Open-concept, well-curated, sun-filled and spacious -100 year-old charm with modern amenities -Safe & Friendly area-15 minutes to CLE -10 min walk to coffee shops, bars, restaurants, shops -15 minute drive to all the best Cleveland sights, venues, ballparks, museums, airport & more -Northwest end of Lakewood -includes damage waiver