
Family-friendly vacation rentals in Massillon
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Massillon
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Popular amenities for Massillon family-friendly rentals
Family-friendly home rentals with a hot tub

★★Penthouse Suite Downtown Wooster on the Square★★
Wooster was an unexpected gem with shops, restaurants and, most importantly, several coffee shops all within walkable distance from The Penthouse. The Penthouse fit's the vibe of the whole experience and I would definitely stay there again. It was a wonderful experience!

2 Bedroom Apartment - End O'Way BnB
Experience exceeded expectations. The Airbnb had everything we needed. The pictures don’t capture how beautiful it is.. Everything felt new - walls carpets furniture do. Incredible scenic views, and park not far away for hiking. For folks looking for a private, quiet, rural, location.

Serenity Cabin at Owl Creek
What a wonderful place! Especially if you can go when the weather permits enjoying the deck, yard, and river. The river is perfect for kayaking or floating. Birders, bring your binoculars, because it's a birders paradise. Al was very responsive and a great host. It's very private. I don't think there's a neighbor in sight. An easy drive to Mt Vernon for essentials. And beautiful rolling Ohio farmland in every direction. I suggest bringing drinking water or using the filtered water from the fridge. Be aware that there's one bathroom that's adjacent to (but not in) the master bedroom. We would definitely stay there again.

Bella Fattoria Cottage - Quiet country setting
This was our second stay and it didn’t disappoint. We thoroughly enjoyed our girls’ weekend getaway and the on location massages were the cherry on top. We will be back!

Cabin with pond & Fireplace * Hot Tub * King Bed
Jenny's place was great. Had everything we needed, and very quiet. The surroundings are like a bird sanctuary. It's private but not secluded, their residence is about 500 feet away from the cabin. But they have taken measures to make it feel private. Literally the only drawback is the driveway. She did warn us before getting there that it was in need of repair, but bad is an understatement. It is almost undrivable especially if you are in anything lower than a minivan. We went 2 miles an hour and still bottomed out in some places. Just beware!! But overall great stay!

Honey Pine Lodge- Entire home sleeps 14 plus.
We definitely enjoyed the beautiful cabin and grounds, as well as the Pool Table, Slot Machine, Golden Tee Golf Game, Theater Room, Hot Tub, and all the other amenities. The beautiful Peacocks and Cats were also great to see. The Scavenger Hunt was enjoyed by all our guests. Alan and Laura were very responsive to our needs and are great hosts. The cabin was well stocked with anything we needed and we had a great time.

★★Boutique Downtown Lofted Flat on the Square ★★
Rob’s place was great! Beautiful brick interior with plenty of space to stretch out. It’s within walking distance of several great restaurants and shops. I would definitely stay there again.

Eagle Cabin Zion Retreat & RV Park
This was a very nice place to celebrate Christmas. I'm sure it would be even more amazing in the summer.
Family- and pet-friendly home rentals

The Barn On Evergreen Pond
I wish I could give more than a 5 star review! if ever a place earned a 1,000 stars, this is it! It's the perfect balance of luxury and comfort. The decor is charming. the hosts were fabulous and attentive. The kitchen has every appliance and utensil you could desire. The view is great and there is so much to do on the grounds. We enjoyed pickleball a walking around the lake. We spent a lovely evening around a campfire made from the amply stocked wood pile. No attention to detail was spared and everything was impeccably clean. I have stayed at Air Bnbs all over the country and this one tops them all! I know this is a place I will be returning to over and over again.

Buckeye Ridge Farm -Country Retreat
My family and I had a wonderful time staying at Lynn's. It was a very peaceful, beautiful, and comfortable place. Just ten minutes drive from the town of Wooster, yet very much in the country. Lynn was very attentive to us, and responded to our every need. She especially made time for my daughter and I to tend to the cashmere goats with her, which were beautiful, friendly, and very interesting. I highly recommend Lynn's as a place to stay, any time of year!

Modern home near Cleveland
Thanks very much to Brad for providing such a great, well-appointed house. We’ve stayed in numerous Airbnb‘s around the world, and this home clearly is one of the top that we’ve ever stayed at. I’d give it more than 5 stars if I could. It’s extremely rare to see an Airbnb kitchen stocked with a generous number of clean, matching plates, glasses, cups, and silverware; sufficient kitchen tools; and nice, clean, and updated appliances. The air fryer was much appreciated, and there was even an electric pressure cooker; both were like new. The game room was very nice and the overall amenities too many to mention. The location was great for easy access, in a peaceful suburban setting, but still only five minutes from all the restaurants on Rockside Road. Perfect for our group of 8 adults. Easy check in and check out too. I wouldn’t hesitate to stay here again if we’re back in the area.

3-Trees Chalet Get-Away
We had a great time, beautiful views and very peaceful. For us older folks it would have been nice to have a railing to step up on to the deck. Probably an insurance issue but a golf cart would be nice so we could go to the pond. We did have some things that were a little short, trash bags for kitchen trash, only one pod for dishwasher and a few zip lock bags would have been helpful. Kitchen, would have been nice to have a 9x13 cake pan. You have a beautiful place and we wish you continued success.

Red Barn Dairy Farm - Serene Stay
We had a great stay at the house to visit our daughter for Easter. The property was perfect for hosting our daughter and her friends from college; plenty of outdoor space for a cookout, a warm and cozy interior to help the college kids feel "at home", and comfortable accommodations for us all who stayed at the house. The yard is large with a fenced-in area for our dog, who LOVED it! Please keep in mind if there is rain, the yard can be a bit soggy, but that is to be expected and didn't deter us at all. The grill and other kitchen/cooking amenities were great, and Marcia left a TON of snacks and breakfast food for the house. The whole vibe of the place is authentically "farmhouse", which we loved. We did not use any televisions. etc, but we did see a few, so "modern conveniences" are there. We will surely consider renting again for future trips and highly recommend this rental.

Secluded Holmes County Farmouse with fishing
We booked Melody’s place for a Mother’s Day girls weekend. It was a fantastic time and we all had a lot of fun. The fire pit was great in the evening and plenty of places to sleep. We had a minor issue pop up and Melody sent someone immediately. Overall we would recommend and plan to go back!!

Valley View Cabin -Salt Fork State Park FIBER WIFI
If you’re looking to unplug or work without distractions, this is a great cabin to reserve. Simply a beautiful region in Ohio and Valley View cabin offers solace and easy access to unique rural communities and of course nature. Wonderful host who cares about their property and their guests.

Family-friendly Close to Mohican
It was a great place
Family-friendly home rentals with a pool

Unique Country Setting
Very peaceful with plenty of indoor and outdoor space We stayed for a Thanksgiving gathering in New Philadelphia and the property was very convenient and Kari was so friendly & helpful Would love to rent this property in the summer months! Thank you

The Lodge on the Hill
Place was beautiful! Plenty of room for family and friends. Would love to go back during the summer to enjoy the pool.

Lodge Suite with Kitchen, Fireplace, and Jacuzzi
Cabin was beautiful as promised, loved that we didn’t have a full set of check out cleaning rules, very clean and had everything my family and I needed for our stay!

2 Bedroom Lodge Suite Half a Mile To Berlin
Nice place! Loved the jetted tub!

Lodge Suite with Kitchen and Fireplace
A great place to stay! Looked as expected, and was perfect for our needs.

Serenity&Sangria HEATEDPool OPEN/Hot TubGame Table
Karen's place is so beautiful. Very clean and in a good neighborhood. Hot tub was perfect and game table was a lot of fun. Looking forward to going back when the pool is open. Highly recommend staying here!

Generations Cabin Sleep 21 Pool Hot Tub $299 a day
We had a wonderful stay at the "log cabin"!! The hot tub was a huge hit, we loved the big dining room table, and also appreciated the 2nd living space in the basement. If you're ever looking to stay in Hartville, this is a great home for large family gatherings.
Quick stats about vacation rentals that are family-friendly in Massillon
Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.7K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Cuyahoga Valley National Park
- Mohican State Park
- Progressive Field
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- Rocket Mortgage FieldHouse
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- Cleveland Metroparks Zoo
- Nelson-Kennedy Ledges State Park
- Salt Fork State Park
- Guilford Lake State Park
- Cleveland Museum of Natural History
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- Memphis Kiddie Park
- Boston Mills
- Brookside Country Club
- Firestone Country Club
- Lake Milton State Park
- Cleveland Botanical Garden
- Canterbury Golf Club
- West Branch State Park
- Tuscora Park
- Malabar Farm State Park
- Funtimes Fun Park
- The Quarry Golf Club & Venue
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