Family-friendly vacation rentals in Medina

Come and Play at pet friendly Chippewahoo!

Have fun with the whole family at this stylish place. Grilling, cornhole, firepit and more! You can see Ohio's largest natural lake from the road. The Village of Chippewa Lake has playgrounds, beach access with the provided pass, tennis and pickleball, and of course, walks along the beautiful lakeside. A peaceful retreat while still conveniently located near Medina, Cleveland and Akron. Open floor plan and covered patio provide lots of opportunities for entertaining. Fenced in yard for your pet

Family · Indoor spaces · Check-in

Liberty Manor Il

This beautiful 144 year old newly remodeled historical manor retains all of the original charm but has been updated to include the modern amenities we have grown accustomed to. great for traveling nurses, work, extended vacations, long or short term rentals are negotiable upon request, just a few minutes walk to historical downtown Medina square with all the fine restaurants, shopping, Castle Noel and more all within walking distance, look up Medina square for all upcoming festivals and events!

Family · Kitchen · Getting around

Log Cabin with Hot Tub

Log cabin centrally located in Hinckley that comfortably sleeps 16. Conveniently located 10 mins away from many shopping centers and restaurants. Only 5 miles away from Hinckley Reservation or 20 miles away from Downtown Cleveland. Relax in this perfect location for your next group or family getaway and enjoy all the amenities this property has to offer! Includes a hot tub, fire pit, basement game room and huge covered outdoor patio. PLEASE NOTE: disruptive parties and events are not allowed!

Indoor spaces · Family · Location

Escape to Stillwater Reserve - 30 Private Acres

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.

Indoor spaces · Family · Checkout

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.

Indoor spaces · Kitchen · Wifi

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.

Family · Indoor spaces · Grill

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool Escape to this renovated 4-bedroom retreat on 5 private wooded acres. Sleeps 8 and ideally located between Cleveland, Cedar Point, and Oberlin College. Relax in the 6-person hot tub or the large 20’x40’ heated saltwater pool (Apr–Sept). Pet friendly. Eco-friendly solar home with EV charging, Breeo fire pit & peaceful forest seclusion. The perfect North Ohio home base for adventures, college visits, or a quiet recharge.

Kitchen · Family · Nearby

Cottage Near Lake*Comfy for 12*King bed*Firepit

Cottage Life! One block from the shores of Chippewa Lake Spacious and cozy. Original summer cottage was expanded and renovated Nicely equipped kitchen with dishwasher, microwave, Mr Coffee, dishes and cookware Big screen TV in living room, small TV’s in 2 first floor bedrooms Sunroom dining area, junior size pool table 2 Full bathrooms Zero step entry, 2 first floor bedrooms, first floor full bath – great for limited mobility Up to 2 pets with pet fee

Kitchen · Family · Backyard

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!

Indoor spaces · Family · Checkout

Sycamore Hill

Relax with the whole family at this peaceful place to stay. Cabin sits on 4 acreas of hill and wooded areas. Main guest area has many new updates including new kitchen, new master bath, updated main bath with tankless hot water heater, new floors, lighting, window blinds, and gas fireplace. 4 Bedrooms feature 1 King Size Bed, 2 Queen Size Beds, and 2 twin air mattress

Family · Indoor spaces · Comfort

Charming restored country farmhouse

Relax in this peaceful and serene country setting. Ridgetop golf course across the street, house has a fire pit, that will be stocked in season, feel free to sit by small lake. Great local restaurants and wineries near by. We pride ourself on the cleanliness of our home and we are confident you will love staying here.

Family · Kitchen · TV

Quaint and cozy Cottage off Historic Square!

Stunning remodeled cottage situated in a quiet old Medina Neighborhood. This retreat is just a few blocks walk from Historic town square and all its charm! Guests will enjoy the clean, bright transitional decor, use of the lovely patio and firepit and will find Spring Grove Cottage a true home away!

Kitchen · Indoor spaces · Bathroom