Holiday 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

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

The Haven / Scenic Aframe cabin

The Haven is just that - a place of rest. Keep it simple at this peaceful and centrally-located place. The cabin is nestled in a wooded area with a pond view and rolling hills. In the heart of beautiful Amish country we are just minutes away from popular attractions. The living area includes a full kitchen, washer and dryer, and comfortable furniture to enjoy a smart tv and fireplace. A King bed and full bath on the main floor. The loft has a queen bed. We welcome you to come stay with us!

Entire Home Highland Square/CVNP

Enjoy a comfortable experience at this centrally-located home 1 block away from the strip in Highland Square. Central air, 2 bedrooms with brand new queen beds. Large kitchen with dishwasher. Netflix & Prime Video on tv's. Comfortable leather couches, front and back deck, and fire pit. Being 5 minutes from Downtown Akron, 35 minutes from Downtown Cleveland, and 10 minutes from Cuyahoga Valley National Park, there is a lot of nightlife, hiking and biking in the area. All are welcome!

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!

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.

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.

Walk to Medina Square - Historic 1880 Home!

Step into small-town charm at this 1880 historic apartment just 4 blocks from Medina’s town square. W/ a sunny interior & walkable location, it’s a launchpad for an Ohio getaway. This home offers: 🛏 King bed, bunk beds & sectional couch 🖥 Flat-screen TVs & workspace 🍳 Full kitchen w/ Keurig, microwave & cookware 🌞 Furnished sunroom morning coffee or evening wine Ideal for families, couples, or anyone seeking a cozy retreat near trails & dining.

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!

Cozy Weekend 1BR Haven 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.

Pvt. Riverbend Retreat-Pool•River•Horses•Firepit

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.