Holiday rentals in Medina County

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

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!

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!

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.

Lovely One Bedroom Apartment in Wadsworth

This peaceful place is walking distance to quaint downtown Wadsworth bars restaurants, and shops. There are parks and hiking trails in Wadsworth , the Ohio Erie Towpath Bike Trail is 20 minutes away. This apartment is newly furnished, it sleeps 4 with a queen bed and full pull out sleeper sofa, a full kitchen and bathroom stocked with new appliances and linens. It is 30 minutes to Akron, 45 minutes to Cleveland and 30 minutes to Canton Ohio and highway access is easily accessible.

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.

The Hallmark

Charming Retreat Steps from Medina Square Welcome to your home away from home. Enjoy a peaceful stay in a fully furnished space featuring cozy bedrooms, a well-equipped kitchen, and inviting common areas to relax and unwind. Whether you’re in town for a wedding, exploring local boutiques and restaurants, or attending one of Medina’s year-round events, this location is unbeatable. Experience the charm and hospitality that Medina is known for!

Grandma's House at South Town

One mile south of the square in Medina, 30 minutes to CLE, 30 minutes to CAK. Come stay at Grandma's house. Comfy and functional for 7-8 guests. Open first floor with three bedrooms up, enjoy a game of Ms Pacman or Donkey Kong whilst you wait on dinner. This home is new from top to bottom. Full kitchen, new deck, gas grille. Swing outside while the kids play. We hope you enjoy your time here, let us know if you need anything at all.

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.

Trail Side Hideaway In The Woods

Welcome to Trailside Hideaway. Perfect getaway for two located on the bike trail system in Medina. Tucked away in beautiful natural surroundings, this is a private space with a private entrance. Located 2.3 miles from the quaint Square of Medina and next to miles of paved trails and single track bike trails. Bikes can be rented from the local Spin Bike Shop less than a 1/2 mile away.

The Brenner 3 (Historic building at Medina Square)

The Brenner 3, this beautiful spacious second floor apartment is located at the Medina Square. (Next to Castle Noel.) Featuring a spacious kitchen, kitchenette, formal dining room, living room (day bed with pull out trundle bed sleeps 2, XL twin bed)), bedroom (King bed), full bath tub/shower and a back balcony. **No additional cleaning fee.**