Family-friendly vacation rentals in Massillon

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Massillon

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

The charming red farmhouse is surrounded by leaf-covered ground, showcasing large trees on either side. A spacious deck extends from the front, with potted plants adding greenery. A seating area with a picnic table is visible in the fenced-in backyard, providing a sense of outdoor leisure.

Home in Oberlin

4.83 out of 5 average rating, 137 reviews

Red Barn Dairy Farm - Serene Stay

Charming remodeled old farmhouse furnished to replicate the look of the 1920's or 30's. on 2acres. 2.5 mi. from dntn : country freedom with city comforts. Ample parking, large deck with fenced in backyard. Pavilion and bar-b-que grill. Fire-pit. Fully equipped kitchen. We do not supply spices or seasonings. Dining room with scenic views. Close to grocery stores, pharmacy, Liquor Carry-Out and restaurants. Near Nature Preserve and Park, 15 min to Lake Erie and 40 min. drive to Cedar Point!

Top guest favorite

A breakfast spread is presented on a table, featuring French toast topped with strawberries and blueberries, alongside two sausage links. A small bowl of fruit and a cup are visible in the background, complemented by a scenic view outside.

Loft in Dundee

4.96 out of 5 average rating, 265 reviews

Escape to our quiet Loft overlooking Amish Country

Climb the stairs to A modern new fully furnished apartment like house with a nice garage to pull the car in. Enjoy our complimentary Wallhouse freshly ground coffee and treat your taste buds with Coblentz chocolates. Soak in the serene countryside as you relax in our spacious hot tub on your own private deck. Make your stay memorable by ordering in a big country breakfast carefully prepared with farm fresh ingredients by our Amish neighbors in their kitchen and delivered right to your door!

Superhost

Home in Berlin

4.86 out of 5 average rating, 237 reviews

Sleep up to 9 on Main Street - Raber House

Like a trip to Grandma’s house, The Raber House is as close to the action as you can get. Park in your reserved spot, walk to all the shops and restaurants, drop your bags back at the house, shop some more. Sit on the front porch and watch the buggies go by. Accommodates up to 9 guests, with a full Kitchen, Living Room, Dining Room, Game Room, three Bedrooms, two full Bathrooms, a Sleeper Sofa, Rear Deck with Charcoal Grill, and a Front Porch on Main Street. Book today, while you still can!

Top guest favorite

A large two-story house is depicted with a yellow exterior, featuring a welcoming porch supported by white columns. Snow rests on the roof and the surrounding branches, while symmetrical windows allow natural light to illuminate the interior. The overall structure reflects classic architectural design.

Home in North Lawrence

4.96 out of 5 average rating, 248 reviews

Pleasant View Farmhouse and Pickleball Court

Situated on 80 acres of farm land, this large home is an ideal setting to relax and connect with family and friends! Built in 1904, the house has been restored to much of its original beauty. Aptly named, the setting provides views of picturesque rolling hills and spectacular sunsets. Recently, an outdoor pickleball court was built. Located approx. 20 minutes from Canton and from Amish country. It is adjacent to Peacock Ridge, a barn wedding site and near to the Sippo Valley trail.

Top guest favorite

A well-maintained lawn surrounds the cabin, leading to a serene, spring-fed pond. Two trees provide shade for a hammock, creating a peaceful spot to relax. The greenery reflects the tranquil atmosphere of the property, inviting guests to enjoy the natural setting.

Cabin in Wooster

4.95 out of 5 average rating, 264 reviews

Cabin with pond & Fireplace * Hot Tub * King Bed

A quaint, cozy newly remodeled in 2025 cabin on 60 wooded acres perfect for a couples getaway. 8 minutes to a great downtown for shopping unique boutiques, dining, local wineries, breweries and distillery! Enjoy peace & tranquility in natures setting. Cozy up to a massive stone wood burning fireplace both inside and on the screened in porch. The brand new private hot tub boasts natural spring water and is just outside the door from the cabin and overlooks the natural spring ponds.

Guest favorite

The exterior of the spacious home features a welcoming front porch with multiple seating options, framed by greenery. The facade is adorned with warm lighting and classic shutters, adding character to the structure. A central entrance leads into the inviting interior.

Home in Millersburg

4.94 out of 5 average rating, 199 reviews

Spacious 2 BR home, just minutes from Berlin, OH.

This spacious home is located in the heart of Ohio's Amish country, on a beautiful township road just 3 miles from downtown Berlin! This 1,800 sq ft space features TWO BEDROOMS and a large front porch. The living area is spacious! NEW ADDITIONS: All New Flooring in 2021, a ping pong table and a brand new 75” tv! A beautiful, full kitchen awaits you with a full range, microwave, refrigerator, etc. Coffee and snacks are supplied. Our guests have access to DIRECTV and free wifi.

Guest favorite

Vacation home in Deersville

4.89 out of 5 average rating, 229 reviews

Hazel's House

Historic 1860’s home in quaint Deersville, Amish Country nearby, beautiful sport lakes, perfect for families, fishing, hunting. Parties and events are not allowed. Spacious, 1 hour from Pittsburg, WiFi, SmartTV, large gourmet kitchen, shower/steam sauna, soaking tub, outdoor hot tub, antiques mixed with contemporary art, and Appalachian Ohio country beauty year round. EBL-Everything but lace! Pets are permitted but must be kenneled when you’re away! Pet fee is $75, two maximum.

Top guest favorite

Barn in Howard

4.99 out of 5 average rating, 178 reviews

"THE ROOST" Enjoy a unique barn stay!

Welcome to "The Roost", a renovated turkey brooder barn. This is a large, private retreat for 2-14 guests. It provides a unique experience due to the rustic backdrop and modern amenities. Wonderful country views of rolling pasture with grazing cattle, soft sounds of nature, a pond to explore and cast a line into, hiking trail through open woods and fire circle to gather around. It's a place of simple beauty and causes you to pause and ponder the goodness of creation!

Top guest favorite

The Lodge is set on expansive green grounds, featuring manicured lawns and vineyards in the distance. A heated pool with a surrounding patio and lounge chairs is visible, along with outdoor seating areas. The lodge itself showcases a large deck, ideal for relaxation and gatherings.

Villa in Sugarcreek

4.97 out of 5 average rating, 320 reviews

The Lodge on the Hill

The Lodge on the Hill – The Ultimate Retreat 24 acres of pure bliss! Nestled in the heart of beautiful Amish country. Great for escapes with friends & family, there is something here for everyone to enjoy! You’ll have privacy, privacy, privacy! We are surrounded with woods and fields. This is a fully furnished RELAXING getaway. If you have are a returning guest to The Lodge, please see listings details as we continually improve our home.

Top guest favorite

The image features a full sports court equipped with a basketball hoop visible in the background. In the foreground, paddles and pickleball are positioned on the vibrant blue surface, surrounded by a fenced perimeter.

Home in Ravenna

4.99 out of 5 average rating, 246 reviews

The Barn On Evergreen Pond

5 min-I80, 30min Akron/45mins CLE/1hr Pitts 1/3 acre Pond- Swim, Kayaks, Paddle Boat, Fish Pickleball, Basketball, Tennis, Corn Hole, Croquet Shufflebd, Foosball, Air Hockey, Ping Pong, Pool 100% Sustainable Solar, Fire Pit, open fields Pets & Gatherings OK, Adapted/Accessible 3,100 sqft restored barn w/authentic Rustic Décor, Furnished for Fun, Grassy Fields, Inside: Game Room, High Ceilings, Open Flow, Lg Windows & Rooms

Superhost

A serene view of a water feature with gentle waterfalls cascading over smooth rocks. Lush greenery frames the scene, while a footbridge is visible in the background, enhancing the natural setting near the river.

Apartment in Garrettsville

4.83 out of 5 average rating, 172 reviews

Historical Downtown Garrettsville, OHIO

Walking distance to restaurants, local shopping, a movie theater, and nightlife. Located on the river and on Main Street this home is just down the road from Hiram College. This apartment is one of a kind and great for couples, solo adventurers, business travelers, and families visiting loved ones in the area. There are few places for travelers to stay in the Garrettsville area and none as centrally located as this one.

Superhost

The living area features a combination of comfortable seating, including a leather sofa and two accent chairs. A natural wood coffee table is centered on a soft area rug, while large windows allow for ample natural light. Decorative plants provide a touch of nature.

Home in Sugarcreek

4.95 out of 5 average rating, 218 reviews

Orchard House- Treebox

Modern rustic chalet type house set in Amish Country! The neighborhood is a very rural, peaceful area with horses clopping down the country roads. Wineries and restaurants nearby for those adventurous days when you want to venture out of this haven of peace. Pets are not allowed on our beds and there will be a $20 fee added per bed if there is evidence of pets on the beds.