Holiday rentals with outdoor seating 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

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!

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!

Lake Retreat Cozy Modern Big Driveway Pet Friendly

Cozy, newly built lake house perfect for families and friends seeking a peaceful, relaxing escape. Just steps from the lake, this inviting home features a large driveway, pool table, grill, a private fire pit, and a warm, comfortable atmosphere. Enjoy a clean, modern, fully stocked space with fresh towels, toiletries, kitchen essentials, and a free washer and dryer. Enjoy easy parking, nearby attractions, and room to relax with plenty of space for everyone to unwind comfortably.

Wadsworth Townhome 3 bed 2.5 bath

Wadsworth Townhome 3bed, 2.5 bath. Great neighborhood close shopping - sleeps 10 Wadsworth Townhome 3bed, 2.5 bath. Great neighborhood close shopping - sleeps 10 The main floor has a great room and rear patio. The upper level has new appliances in the kitchen, dining room, and half bath. The second story has an owner’s suite w/ remodeled full bath, 2 additional bedrooms, full bath, and laundry w/ washer & dryer. Partial basement w/gas furnace, AC, and gas water heater.

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.

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

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!

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.

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.

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.**