Family-friendly vacation rentals in Massillon

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Popular amenities for Massillon family-friendly rentals

Family-friendly home rentals with a hot tub

The living area features an open layout with natural wood flooring and high ceilings. A dark leather sectional sofa is positioned near a coffee table, while a floor lamp provides soft lighting. An exposed brick wall and a large window add character to the space.
Apartment in Wooster
4.85 out of 5 average rating, 431 reviews

★★Penthouse Suite Downtown Wooster on the Square★★

SamanthaRating, 5 stars1 month ago
The perfect place for a wedding weekend for the bride and groom. We had a wonderful stay and the couple was thrilled with the Penthouse. Beds were comfortable, fabulous bathroom and great kitchen. The host, Rob, works hard to ensure guests feel welcome. Everything was perfect for this important weekend, especially the lodging at Rob's fabulous Penthouse.
Top guest favorite
The exterior of a charming log cabin is displayed, showcasing a dark wooden facade and a metal roof. A welcoming porch with seating is present, accompanied by neatly landscaped greenery and a stone walkway that leads to the entrance.
Cabin in Sterling
4.99 out of 5 average rating, 347 reviews

AZ Longhorns Cabin, a romantic getaway!

RyanRating, 5 stars1 month ago
Beautiful place! Everything was just as described and we had a great time. The place was great and everything was super fun.
Guest favorite
A warm living area is highlighted by wooden walls and a cozy plaid sofa. A small round table with wooden chairs is positioned near a window dressed in checkered curtains. A television is mounted above the rustic fireplace, adding to the inviting atmosphere.
Apartment in Berlin
4.9 out of 5 average rating, 48 reviews

Lodge Suite with Kitchen and Fireplace

WilliamRating, 5 stars2 months ago
This place was very clean, spacious and beautiful. Higly recomend! I will be making return visits!
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

LaurenRating, 5 stars3 weeks ago
This was our second time staying here and the cabin had been remodeled on the inside. It was great before, but the updates are beautiful! There are thoughtful touches everywhere. The kitchen is fully stocked. We cooked every night and never were lacking in what we needed. And the property is beautiful. We will definitely be coming back again!
The kitchen area features wooden cabinets and stainless steel appliances. A doorway leads to a bathroom with exposed brick walls and a luxurious bathtub. Warm wood flooring extends throughout the space, contributing to a cozy ambiance.
Apartment in Wooster
4.82 out of 5 average rating, 255 reviews

★★Boutique Downtown Lofted Flat on the Square ★★

LoriRating, 5 stars4 weeks ago
everything was great it was exactly like the pictures look it was easy but secure to get in was extremely happy with it
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

LaurieRating, 5 stars1 week ago
Apartment had everything we needed! Loved the hot tub and the view was beautiful!
Guest favorite
A cozy living area features a blue upholstered couch complemented by a rustic wooden chair. A wooden coffee table sits in front, and a floor lamp illuminates the space. Large windows are framed by soft drapes, allowing natural light to enhance the warm, inviting ambiance.
Apartment in Berlin
4.84 out of 5 average rating, 37 reviews

Lodge Suite with Kitchen, Fireplace, and Jacuzzi

AllisonRating, 5 stars1 week ago
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!
Superhost
A warm living room features a deep red sofa positioned near a stone fireplace, enhancing the rustic charm of the wooden walls. A light stands beside the sofa, while a coffee table holds various reading materials. Natural light filters in through the window, adorned with plaid and flowing curtains.
Apartment in Berlin
4.77 out of 5 average rating, 31 reviews

2 Bedroom Lodge Suite Half a Mile To Berlin

SairaRating, 5 stars2 weeks ago
Everything was what we expected from the photos! The back deck was great! We had a good stay!

Family- and pet-friendly home rentals

A welcoming living room is displayed, featuring a soft red sofa and a patterned green sofa, both positioned around a wooden coffee table. A decorative fireplace is situated beneath a large flat-screen TV, with natural light filtering through the window drapes.
Home in Cuyahoga Falls
4.73 out of 5 average rating, 221 reviews

Heart of the Falls! Cozy for 2, Spacious for 8

PattyRating, 5 stars2 weeks ago
Such a convenient location for our family visits! Thanks for sharing your home.
Superhost
Home in Mogadore
4.79 out of 5 average rating, 91 reviews

Nostolgic King - First Floor

ReaganRating, 5 stars1 week ago
Lovely place that looked exactly like the photos. Irene was very responsive and gave clear instructions on how to get inside.
Guest favorite
A view of the apartment’s exterior showcases a white facade with a sloped roof and a garage. A small patio area with a table and chairs under a sun umbrella is visible, framed by a neatly maintained lawn and garden.
Farm stay in Wooster
4.95 out of 5 average rating, 201 reviews

Buckeye Ridge Farm -Country Retreat

CarolRating, 5 stars3 months ago
Lynn met us when we arrived and gave us a tour. It's always nice to meet the owner of where you'll be staying. She left us quite an abundance of snacks, breakfast items, milk, OJ, water, etc. Absolutely beautiful surroundings (mostly woods). Easy to get to. Lynn was very responsive and very helpful. I forgot my boots this trip and she even let me borrow a pair of hers. Would highly recommend her place if you are in the Wooster area.
Superhost
A rustic cabin is nestled among lush green trees, surrounded by open grassy areas. The structure features wooden siding and a welcoming porch, with outdoor seating visible nearby. The sunlight casts a warm glow, creating a serene environment amidst the natural landscape.
Cabin in Dellroy
4.74 out of 5 average rating, 159 reviews

Atwood cabin near Amish, Pro Football HOF Canton

KariRating, 5 stars1 month ago
This was a wonderful experience. The cabin was adorable and was just the perfect size for my husband and I and our 3 dogs to relax and unwind with plently of land to explore. It was amazing waking up and looking out the kitchen window and seeing a farm, trees and steers instead of other houses or a busy street. The stars at night, without all the light pollution are just breathtaking. Jan and his family were very friendly and welcoming and there whenever you needed them. My dogs had a great time playing indoors and out, even though the weather was not the greatest. We will definitely be staying again, but definitely longer next time, we didn't want to leave!
Guest favorite
A rural scene captures a red barn and an adjacent building, both framed by leafless trees. A grassy field stretches in the foreground, while a house is partially visible in the background, surrounded by a peaceful countryside landscape.
Farm stay in Frazeysburg
4.77 out of 5 average rating, 331 reviews

Rustic Cabin @ Tenbrooks Farm - Pets Welcome!

JustinRating, 5 stars1 month ago
as described and very well kempt. bare bones no electricity but heated well. as close to camping far from glamping as il get personally lol. enjoyed our stay owner was very nice
Superhost
Chalet in Magnolia
4.85 out of 5 average rating, 198 reviews

3-Trees Chalet Get-Away

JustinRating, 5 stars3 months ago
Ian’s home is beautiful and the surrounding terrain is surreal. My group had a wonderful time staying on the property and the if an opportunity arises to visit again, we’ll most certainly come back.
Superhost
Home in Killbuck
4.84 out of 5 average rating, 92 reviews

Secluded Holmes County Farmouse with fishing

MistyRating, 5 stars3 weeks ago
The farmhouse is on a very quiet, peaceful dirt road; during our long weekend we barely saw a handful of cars. This suited us and our two dogs just fine, as we could walk them alongside all the nearby roads without fear—if we could manage the rollercoaster hills! We had mixed weather of rain and warm temperatures, so the large back screened-in porch was perfect for enclosing wet dogs without letting them into the rest of the house, and it was nicely furnished for reading and having meals outside. The bathrooms were generously equipped with towels and accoutrements, and the kitchen had all the cooking essentials. Cozy pillows and throws were everywhere. We really enjoyed our introduction to this area of Ohio, and we hope to return for more explorations.
Top guest favorite
An entryway features a wooden staircase with intricate banisters leading to the upper level. Light streams through a large window beside the door, illuminating a decorative area rug. A small table displays brochures, while a pet crate is positioned nearby.
Home in New Philadelphia
4.96 out of 5 average rating, 368 reviews

Comfortable B&B New Phila, Oh

RachelRating, 5 stars1 month ago
This was our second time at Steve and Wayne's. We would stay here anytime we are in New Philly. The house is spacious, very clean, and charming. The location is excellent. It is very comfortable and has lots of little special touches and historical details that make it memorable. I highly recommend this place to all guests.

Family-friendly home rentals with a pool

Top guest favorite
The exterior of a charming house features a combination of white and brown siding. Large windows allow natural light, while green shutters add a touch of color. Lush greenery surrounds the home, complemented by a neatly maintained pathway leading to the entrance.
Farm stay in Dover
4.92 out of 5 average rating, 117 reviews

Unique Country Setting

LeasaRating, 5 stars4 months ago
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
Guest favorite
A cozy living area features a blue upholstered couch complemented by a rustic wooden chair. A wooden coffee table sits in front, and a floor lamp illuminates the space. Large windows are framed by soft drapes, allowing natural light to enhance the warm, inviting ambiance.
Apartment in Berlin
4.84 out of 5 average rating, 37 reviews

Lodge Suite with Kitchen, Fireplace, and Jacuzzi

AllisonRating, 5 stars1 week ago
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!
Superhost
A warm living room features a deep red sofa positioned near a stone fireplace, enhancing the rustic charm of the wooden walls. A light stands beside the sofa, while a coffee table holds various reading materials. Natural light filters in through the window, adorned with plaid and flowing curtains.
Apartment in Berlin
4.77 out of 5 average rating, 31 reviews

2 Bedroom Lodge Suite Half a Mile To Berlin

SairaRating, 5 stars2 weeks ago
Everything was what we expected from the photos! The back deck was great! We had a good stay!
Guest favorite
A warm living area is highlighted by wooden walls and a cozy plaid sofa. A small round table with wooden chairs is positioned near a window dressed in checkered curtains. A television is mounted above the rustic fireplace, adding to the inviting atmosphere.
Apartment in Berlin
4.9 out of 5 average rating, 48 reviews

Lodge Suite with Kitchen and Fireplace

WilliamRating, 5 stars2 months ago
This place was very clean, spacious and beautiful. Higly recomend! I will be making return visits!
Superhost
Cabin in Hartville
4.65 out of 5 average rating, 65 reviews

Generations Cabin Sleep 21 Pool Hot Tub $299 a day

KristinRating, 5 stars3 weeks ago
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.
Superhost
A charming farmhouse is framed by green grass and trees, featuring a welcoming porch with red chairs. The front yard is dotted with light and shadow, creating a serene outdoor space. The structure exhibits classic architectural details, adding to its overall appeal.
Farm stay in Dover
4.83 out of 5 average rating, 18 reviews

The Trio- Unique Country Setting

KimRating, 5 stars9 months ago
Visited with our whole family as a surprise gift for our parents 50th wedding anniversary. Loved we had the entire place to ourselves. Fun, unique stay. Tom the Turkey was a family favorite. Loved all the animals! Trails were great; especially the view from the top overlooking the whole valley area. Pool area and ping pong were fun! So convenient that we didn't even need to bring pool towels. Plenty of space for outdoor games. Enjoyed the Farmhouse porch and playing cards inside as well. They even provided an extra card table and chairs when we mentioned we would be playing euchre. Kitchens were well stocked with anything we needed. Barn house had so much character! Super Cozy!! Air Conditioning worked great in all 3 places. Hosts were very nice answering all our questions and chatting about the farm. Would love to come back again sometime.

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

Destinations to explore

  1. Airbnb
  2. United States
  3. Ohio
  4. Stark County
  5. Massillon
  6. Family-friendly rentals