Family-friendly vacation 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

Indoor spaces · Family · Hiking

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!

Kitchen · Indoor spaces · Bathroom

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!

Indoor spaces · Family · Value

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.

Family · Kitchen · Backyard

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.

Kitchen · Family · Air conditioning

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

Kitchen · Family · Location

Riverbend Retreat - Your Private Ohio Escape

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.

Family · Indoor spaces · Hospitality

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

Family · Kitchen · Decor

Historic Victorian Apt in Downtown Wooster Unit 2

Step back into the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the spacious 1,500-sq-ft first-floor apartment that blends vintage elegance with modern comfort—just one block from local eateries, boutiques, and historic sites. Note: daytime construction across the street may create some noise.

Kitchen · Indoor spaces · Comfort

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.

Family · Kitchen · Solo travel

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!

Family · Indoor spaces · Quiet

Orchard Lane Getaway

We offer a secluded environment with plenty of grounds and gardens to enjoy during your stay with us. You stay in the fully furnished 2 bedroom apartment with a full kitchen and bath. Please check the calendar for availability and note that we accept reservations up to 1 year in advance.

Kitchen · Indoor spaces · Quiet