Family-friendly 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

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.

Welcome to The Cabin at CT Farms!

Tiny-home, located on our 5.5 acre farm in western Wayne county. This brand-new cabin was constructed by local Amish builders. Complete with most amenities you'd find at home, it offers a cozy spot to relax or work. Have a cup of coffee on the porch and listen to the farmland awaken, or catch amazing sunsets in the evening. Located 2 minutes from US Route 30. 1.25 hours from Cleveland/Columbus. 10 minutes from College of Wooster. 30 minutes from Amish Country. (Berlin/Millersburg).

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.

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.

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

Overton Valley: Secluded Cabin on 10 acres

Slip away to a secluded cabin in the woods on 10 acres for a peaceful getaway. The abundance of wildlife and nature's beauty is sure to leave you feeling relaxed and restored. Conveniently located close to Wooster, Ashland, Akron, Canton, and Cleveland. Explore Amish country, visit Cedar Point with the kids, take in a local winery, check out The Pro Football Hall of Fame, or go for a hike on the property. The local attractions are endless!

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.

Sycamore Hill

Relax with the whole family at this peaceful place to stay. Cabin sits on 4 acreas of hill and wooded areas. Main guest area has many new updates including new kitchen, new master bath, updated main bath with tankless hot water heater, new floors, lighting, window blinds, and gas fireplace. 4 Bedrooms feature 1 King Size Bed, 2 Queen Size Beds, and 2 twin air mattress

Charming restored country farmhouse

Relax in this peaceful and serene country setting. Ridgetop golf course across the street, house has a fire pit, that will be stocked in season, feel free to sit by small lake. Great local restaurants and wineries near by. We pride ourself on the cleanliness of our home and we are confident you will love staying here.

Quaint and cozy Cottage off Historic Square!

Stunning remodeled cottage situated in a quiet old Medina Neighborhood. This retreat is just a few blocks walk from Historic town square and all its charm! Guests will enjoy the clean, bright transitional decor, use of the lovely patio and firepit and will find Spring Grove Cottage a true home away!