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

Value · Location · Hospitality

The Big Blue House-1 block from Medina Square

Welcome to your perfect downtown Medina getaway, just one block off the charming and historic Medina Square. Whether you're visiting for a festival weekend, family gathering or wedding celebration, this spacious and conveniently located home comfortably sleeps up to 14 guests and puts you steps away from everything Medina has to offer, and a public parking garage is right across the street for additional parking availability! Book now and experience Medina the way it was meant to be enjoyed!

Location · Family · Indoor spaces

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.

Family · Location · Bathroom

The JoKo Cottage

Welcome to our cozy little cottage built in the early 1930’s by a then well-known artist, Joe Koch (JoKo was his artist name). Joe designed and built the cottage and is full of his unique style. It was featured in 1950 in The Akron Beacon Journal with lots of pictures! All of the wormy chestnut wood (wood with holes in it) is original to the cottage. Even the tile by the fireplace is original. In this place many beautiful things were created. We hope you find beauty here too!

Value · Location · Layout

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!

Value · Location · Layout

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.

Value · Location · Comfort

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.

Value · Family · Quiet

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

Location · Family · Pets

Spacious Serene 2Bedroom Retreat

Spacious Serene 2-Bedroom Retreat Welcome to your home away from home! Nestled in a quiet and peaceful neighborhood, this spacious 2bed/2.5-bath home offers the perfect blend of comfort and convenience. Inside the Home Master Bedroom: memory foam king-size bed. A cozy queen-size bed with its own full bathroom close by for added privacy. A warm and inviting space with comfortable seating. Step outside and enjoy a half acre property, surrounded by back woods.

Family · Value · Wifi

Shorefield Retreat, Walk to The Lake, Pet Friendly

Come Escape to our peaceful, completely renovated retreat at the Lake! Our home has 3 bedrooms 2 full bathrooms and a second living room. This cozy home sleeps 8 and is perfect for families or groups. Enjoy an open- floor plan, a fully stocked kitchen, and a spacious backyard with a fire pit. Located just a short 0.25-mile walk from the lake, directly across from The Chippewa Inlet hiking trail, it's the ideal spot to relax and unwind. Pets are welcome!

Family · Location · Quiet

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!

Family · Value · Backyard

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.

Family · Location · Backyard