Vacation 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

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!

The Great Medina Cabin -SLEEP 16

Escape to this spacious and peaceful all-wood cabin retreat in Medina, Ohio—perfect for families, friends, and groups up to 16. Surrounded by open land with no neighbors in sight, the cabin features 4 bedrooms, 4 bathrooms, 3 living rooms, a game room, hot tub, and fire pit. Enjoy a fully stocked kitchen, fireplace, massage chair, and even an old fire truck on-site. Handicap accessible and designed for comfort, this unique getaway blends rustic charm with modern relaxation.

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.

Cottage on the Hill

Welcome to Cottage on the Hill - your home away from home. It has 2900 sf, 4BRs, 5 beds (king, queen, full, 2 twin), den w/ sleeper, living & dining rooms, family room, kitchen, laundry, 3-1/2 baths & a 2 car attached garage. Situated on a secluded 2-1/2 ac wooded site, it is a retreat within the city. Adjacent to Medina's South Town District - just four blocks south of the Historic Medina Square and its many restaurants, bars, coffee shops, specialty shops & events.

The A.T. Spitzer House

Welcome to the historic AT Spitzer House, built in 1880 and nestled in Medina’s charming Banker’s Row neighborhood, just two blocks from Medina Square. This Queen Anne-style Victorian home features 5 bedrooms, 2 bathrooms, and comfortably sleeps up to 10 guests. Enjoy the perfect blend of historic character and modern comfort, with shops, restaurants, festivals, and attractions just a short walk away. Step inside and experience a glimpse of Medina’s past!

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.

Riverbend Retreat - Your Private Ohio Escape

Escape to a western-themed guesthouse on a working horse ranch. Set in a lush valley, this cozy retreat offers pool access, wooded trails through pines, and riverfront wandering along the West Branch of the Cuyahoga. Enjoy panoramic hillside views, pond, vibrant foliage, abundant wildlife, and nights by the fire pit. Peaceful-scenic and fully outfitted-your ranch getaway starts here.

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.

Medina Square Retreat

Your family will be close to everything when you stay at this centrally-located home in the heart of Medina. Walking distance to Medina Square this home puts you right in the middle of endless options to explore restaurants, bars, shopping, and family friendly attractions. This home is also pet friendly so bring the entire family and get ready to enjoy all that Medina has to offer!

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.