Holiday rentals 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!

Log Cabin with Hot Tub

Log cabin centrally located in Hinckley that comfortably sleeps 16. Conveniently located 10 mins away from many shopping centers and restaurants. Only 5 miles away from Hinckley Reservation or 20 miles away from Downtown Cleveland. Relax in this perfect location for your next group or family getaway and enjoy all the amenities this property has to offer! Includes a hot tub, fire pit, basement game room and huge covered outdoor patio. PLEASE NOTE: disruptive parties and events are not allowed!

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!

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!

Welcome to our Treehouse Suite!

Welcome to our Treehouse Suite! Centrally located in a country setting, but close to city amenities with peaceful views up in the trees. Our suite is above our oversized detached garage. Close to everything. CLE Airport, Baldwin Wallace, Oberlin College, Downtown Cleveland, Southpark Mall. Located near SR 71, SR 480, Ohio Turnpike, SR 83, SR 82, & SR 10. We have WiFi, Hulu Plus, and Disney channels, L-shaped desk for working, access to firepit upon request. Pets are welcome.

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.

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.