Holiday houses in Litchfield

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!

FeralWoods Private Estate+Hot Tub+Luxury Patio

Welcome to your perfect getaway near the heart of Cleveland! Our spacious and tranquil 3-bedroom, 2.5-bathroom home is nestled on a private lot, offering the perfect blend of comfort, convenience, and privacy. Whether you're here for business, sports, or simply to explore the city, this is the ideal place to call your home away from home. 7.9 miles to Cleveland Hopkins Airport ~20min 3.6 miles to SouthPark Mall ~10 min 16 miles to Metroparks Zoo ~26 min 15 miles to Downtown Cleveland ~32 min

Baundale Homestead in Historic Wellington, OH

Our 1800's Victorian beauty does not hold back on charm. This country gem is perfect for those who need an escape from the hustle and bustle of the busy city. Located in historic Wellington, Ohio, The Baundale is only 8 miles from Oberlin College and 2.5 Miles from Findley State Park. Our stay offers numerous amenities such as free parking, a private entrance for guests and a very spacious living area. We are happy to answer any questions you might have. Thank you for viewing our listing!

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.

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.

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool

Oberlin 5-Acre Oasis: Hot Tub & Saltwater Pool Escape to this renovated 4-bedroom retreat on 5 private wooded acres. Sleeps 8 and ideally located between Cleveland, Cedar Point, and Oberlin College. Relax in the 6-person hot tub or the large 20’x40’ heated saltwater pool (Apr–Sept). Pet friendly. Eco-friendly solar home with EV charging, Breeo fire pit & peaceful forest seclusion. The perfect North Ohio home base for adventures, college visits, or a quiet recharge.

Historic home, close to everything!

Just steps away from campus, conservatory, and downtown, on one of Oberlin's most beautiful, quiet, wooded blocks. The location can't be topped and we offer a fully self-contained refuge. Come sit on the porch in this historic Oberlin home, cook a meal in the full kitchen, or launch to explore the vibrant campus life and natural environment, all within walking distance. Your hosts are longtime residents with plenty of tips to maximize your visit. Welcome!

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!