Family-friendly holiday rentals in Cleveland

Cle Rocks-Little Italy! W Massage chair/Hot tub #1

Fall in love with this charming, newly updated 1-bedroom, 1-bath upper unit triplex apartment situated just minutes from downtown and University Circle. Complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation rental delivers all the essentials so you can spend more time relaxing and exploring. Nearby Case Western University, UH Hospital, University Circle, Cleveland Museum of Art, Cleveland Clinic, Severance Hall, Botanical Garden, and much more!!

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.

The Studio at Gordon Square

Fun, cool private space perfect for weekend getaways, business trips & more! Cozy studio in Gordon Square Arts District 2 miles west of downtown in redeveloped area. Close to Lake Erie, Ohio City, Tremont, airport. Comfy queen bed, walk in shower, and kitchen with mini fridge/freezer, cooktop. Large windows with natural light. Pet friendly. Very desirable area. Walk to city’s best restaurants, theaters, galleries, and coffee shops or drive/ride share downtown to sports/theaters. Great value!

Tremont Elegance | Luxury Home w/ Theater & Patio

✨ Luxury Tremont home • High-end finishes 🛏 Spacious bedrooms • Sleeps groups & families 🍳 Chef’s kitchen w/ premium appliances 🎬 Private theater room w/ streaming 🛋 Modern comfort + blackout curtains 🛁 Spa-like bath w/ soaking tub & rainfall shower 🌳 Large backyard & patio for gatherings 📍 Walk to dining, art & green spaces in Tremont 🏟️ 10 min drive to Rock Hall, downtown stadiums, & lakefront You will love our serene retreat in one of Cleveland’s most desirable neighborhoods!

Groovy Cedar Chalet Forest View

Our retro inspired chalet offers a secluded forest setting with excellent access to convenient amenities! Our family-friendly space comfortably sleeps 6 guests. Each room has been thoughtfully appointed for your convenience and authentic aesthetic. The entire home is yours to use. The fully equipped kitchen and laundry room are a great bonus. On Sunny and rainy days alike- sip a fresh cup of coffee on the spacious front porch. An attached 3 car garage and driveway allows for ample parking.

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.

1Warehouse district condo sleeps 4 family friendly

No cleaning fee. Can’t be more in the Cleveland thick of things than this family friendly condo perfectly placed on the 4th floor of the Grand Arcade. Located in the Warehouse District, this condo is walking distance from some of the best bars/restaurants in Cleveland and within half a mile of FirstEnergy Stadium, Progressive Field, Quicken Arena, Flats East Bank, and the Casino. Boasting 1 bed, 1 murphy bed and 1 full bathroom, this condo has a one of a kind downtown views. Sleeps 4.

Cozy Heights Oasis-Walk to Restaurants

Private and cozy second floor 2 bedroom spacious unit in the Cedar-Lee district of Cleveland Heights. Completely refurbished. Walk to restaurants on Lee Road or Cain Park. Open the windows and listen to a chorus of birds-a true oasis from the hub-bub. A private patio and outdoor living right off the living room. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, loud music and disruptive behavior that impacts neighbors or guests in other apartments.

Fragile Suite at Tremont GuestHouse

Welcome to Tremont Guesthouse Fragile Suite, our 2BR 2nd floor walk-up apartment with everything you'll need for your visit to Cleveland. Our convenient location is <3 miles from all downtown sports venues and RRHoF, <6 miles to Cleveland’s world-renowned medical campuses and museums, with easy access to all other northeast Ohio destinations. Whether your visit is for a sporting event, a concert, a trip to Cleveland Clinic, a visit with the grandkids... we'd love to host you.

Charming 2-Bedroom Historic Apt Near Zoo & Dtwn

Soak up summer in this charming 2-bedroom upstairs apartment in historic Old Brooklyn! Ideal for families or work trips, you'll find comfy full beds, a full kitchen stocked for real meals, Roku TV, and a breezy front porch perfect for morning coffee. Just minutes to downtown Cleveland, stadiums, museums, top hospitals, and the zoo. Whether you're in town for business or memory-making, this peaceful retreat is perfect for short or extended stays.

Nordic Cabin Loft: Free Parking!

Welcome to the Nordic Cabin Loft! Enter your private suite from the rear entrance right from your private parking space. This suite was specially designed with short term stays and travelers in mind. Just 1.5 walkable blocks from the heart of downtown Lakewood. Walk to plenty of bars and restaurants, coffee shops, small boutique and specialty shops that make Lakewood stand out. Only minutes fro most major highways in Cleveland.

The Mill House

The Mill House, built in 1890, sits in downtown Chagrin Falls, a former mill town with a history of 9 mills powered by the Chagrin River. Settlers in the mills' early days lived in the village's old homes, inspiring the name "Mill House." Nearby, you'll find restaurants, coffee shops, stores, a grocery, pharmacy, the famous popcorn shop, waterfalls, and the historic Chagrin Falls Hardware. We only accept guests that have reviews.