Vacation rentals in Medina

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.

Flatiron Loft: Free Parking!

Centrally located 1.5 walkable blocks from the heart of downtown Lakewood. The Flatiron Loft was meticulously curated and tastefully decorated, featuring original paintings and art prints. Conveniently located near local coffee shops and restaurants. Enjoy all that Lakewood has to offer. Located close to major interstates and highways. Lakewood boasts beautiful parks and the famous solstice steps located on Lake Erie. A quick and scenic drive to downtown Cleveland is a 10 minute drive away.

The Farmer's Cottage

The Farmer's cottage is a cozy one bedroom mid-century farm cottage on 2 acres of land nestled among farm fields and woodlands . It features a queen-sized bed, bath and full custom kitchen along with a smart TV and Wi-Fi. . A park-like yard with a stone fireplace and solar installation awaits. This country property features self contained utilities including a water well, sanitation and electricity. Enjoy fresh eggs from our chickens and baked goods from our farm kitchens.

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.

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.

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.

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!

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.