Family-friendly holiday rentals in Medina

Horse Ranch Farmhouse-Pool, Trails, Pond Waterfall

Experience refined country living at this elegantly appointed farmhouse, 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.

Cozy, Private Apt, 500ft from Wadsworth Square

Cozy one bedroom apartment, three minute walk to downtown Wadsworth! The Downtown Wadsworth Square includes Wadsworth Brewing Company, Valley Cafe, Public Library, Save A Lot and many other restaurants and shopping. This is the perfect unit for business travelers! This unit is a private upstairs apartment of a multi family home. Please review the pictures to see the staircase you need to climb. It is 600 square feet, including a full kitchen, office nook, private bathroom, and Queen size bed.

The Haven / Scenic Aframe cabin

The Haven is just that - a place of rest. Keep it simple at this peaceful and centrally-located place. The cabin is nestled in a wooded area with a pond view and rolling hills. In the heart of beautiful Amish country we are just minutes away from popular attractions. The living area includes a full kitchen, washer and dryer, and comfortable furniture to enjoy a smart tv and fireplace. A King bed and full bath on the main floor. The loft has a queen bed. We welcome you to come stay with us!

Lakewood Apartment, Walk to Restaurants and Coffee

Welcome to our updated and cozy Lakewood apartment! You'll have exclusive access to this space with your own separate entrance during your stay. There are 2 spacious bedrooms, a bathroom, living room, dining room, and updated kitchen. Our home is within walking distance of Detroit Ave, a thriving street in Lakewood with lots of restaurants, bars, and cafes. We are 15 minutes from Cleveland Hopkins airport, and have easy access to downtown Cleveland. We look forward to hosting you!

Welcome to our Treehouse Suite!

Welcome to our Treehouse Suite! Centrally located in a country setting, but close to city amenities with peaceful views up in the trees. Our suite is above our oversized detached garage. Close to everything. CLE Airport, Baldwin Wallace, Oberlin College, Downtown Cleveland, Southpark Mall. Located near SR 71, SR 480, Ohio Turnpike, SR 83, SR 82, & SR 10. We have WiFi, Hulu Plus, and Disney channels, L-shaped desk for working, access to firepit upon request. Pets are welcome.

Uptown Liberty I

Uptown Liberty I is a beautiful and unique apartment unit located directly on Medina Square. (Castle Noel is right next door!) This unit features a kitchenette, a full bath and a queen size bed and if you're looking for a bigger apartment and your own garage parking, deck, patio, grill and big back yard we have two more apartments at Liberty Manor within a few minutes walking distance to the historical Uptown Medina Square just look up Liberty Manor ll & lll. it's a hidden Gem!

KING BED*Historic*Charming Updates*Walk 2 Town Sq*

Welcome to our home located in the heart of Historic Medina Ohio! It is a charming 3 bedroom 1 bathroom colonial with beautiful updates and also maintaining much of the home's original character. Located 35 miles south of Cleveland, 24 miles west of Akron and 111 miles north of Columbus. Medina offers a variety of Dining and Attractions within the city and surrounding areas for you to enjoy! Walk to the square and enjoy a variety of events planned throughout the year.

The Sapphire- dog friendly home in Chippewa Lake

Welcome to the Sapphire! 500 foot walk to Chippewa Lake! -Family & dog friendly -3 bedroom/1 bathroom home -Back porch & fenced in backyard -Fully equipped kitchen -3 off street parking spots -Wifi -8 minute drive to public boat launch -12 minute drive to historic Medina, Ohio -4 minute drive to The Oaks Lakeside Restaurant/Wedding Venue I'm here for you during your stay, but our level of interactions is up to you. I'm only a phone call/message away.

Downtown Brick Loft Above The Exchange Coffee Co

Located in the heart of historic downtown Canal Fulton, this charming brick loft will truly take you back in time. Walk or bike to all the local restaurants and shops around town or grab coffee at The Exchange downstairs. The 13 large windows give a panoramic water view of the canal way and downtown. Every detail in this space has been lovingly created with comfort and inspiration in mind. Relax and enjoy this one of a kind location.

The Cottage at FarmFlanagan

We are a cottage like residence in one of the few small towns between the cities of Cleveland and Akron, Ohio; right down the road from Michael Angelo's Winery and not far from the beautiful Cuyahoga Valley National Park, Boston Mills + Brandywine Ski Resorts, and under an hour to the Pro Football Hall of Fame. The cottage is tucked a driveway away from our old farm house and century old barn. Enjoy this relaxing getaway!

Cozy Weekend 1BR Harbor in Medina!

Welcome to your cozy Medina retreat, where comfort and convenience meet small-town charm. Just four blocks from Medina’s historic town square, this inviting 1-bedroom home offers modern amenities, a warm atmosphere, and plenty of space to unwind. Whether you're here for a romantic getaway, business trip, or family visit, you’ll enjoy a peaceful stay close to local shops, restaurants, parks, and year-round community events.

Historic Victorian Apt in Downtown Wooster Unit 2

Step back into the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the spacious 1,500-sq-ft first-floor apartment that blends vintage elegance with modern comfort—just one block from local eateries, boutiques, and historic sites. Note: daytime construction across the street may create some noise.