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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Top guest favorite
A living room space features a dark sofa paired with a bright blue tufted armchair. A small, square ottoman rests in front of the sofa, while a floor lamp and a white dresser add functionality. Natural light filters through the window, enhancing the inviting atmosphere.
Apartment in Massillon
4.94 out of 5 average rating, 147 reviews

Cathedral View Suite -No Cleaning Fee

This listing is part of an up / down duplex and as such noise does transfer slightly. We've done our best to mitigate the sound transfer but it is not perfect. Please note parking is tight, you may be assign one parking space or (free) street parking depending on several factors. This space has a very unique view of Massillon's Gothic Revival St Mary's Cathedral and Cemetery. It is one bedroom, but the living room can easily be converted into another bedroom with the inclusion of a murphy bed.

Top guest favorite
A master bedroom is presented with a queen bed covered in a light-colored quilt. A ceiling fan provides ventilation, and a desk with a chair is positioned nearby. A television is mounted on the wall, and light streams in through sheer curtains on a window.
Home in Massillon
4.98 out of 5 average rating, 109 reviews

Towpath Tranquility! Fenced Yrd,Extended Stay,W&D!

Bring the whole family to this great place with lots of room for fun! Located a few yards from the Towpath Trl, 2 min to Hwy access, easy walk to downtown w/ shopping, dining and entertainment! Full Fenced back yard, sun room = game night, gathering with family & friends. Perfect for families, pets, extended stay & business travel! Guests love to visit Pro Football Hall of Fame, Clays Resort Jellystone Park , Cherry Rd Winery, Historic Spring Hill! Don't miss it! READ all info prior to booking.

Top guest favorite
A charming farmhouse cottage is nestled amid tall trees and lush greenery. The exterior features a mix of light and dark-colored siding, accented by a welcoming porch with a classic railing. A gravel driveway leads up to the structure, with a view of nearby garages.
Home in Massillon
5 out of 5 average rating, 109 reviews

The Farmhouse Cottage

This cozy Farmhouse Cottage was completely remodeled in recent years and is tucked away on a quiet dead-end street, giving you the opportunity to unwind and relax after a day of traveling. If you’re looking for a peaceful getaway or for a comfortable place to stay while visiting Massillon, Canton, or surrounding areas, then this is your dream house! Berlin is only 30 minutes away. Ohio & Erie Canal Towpath Trail, 26 min. Pro Football Hall of Fame, 17 min. Clay’s Park, 15 min. Wooster, 28 min.

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, 279 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 min. from Canton & from Amish country. It is adjacent to Peacock Ridge, a barn wedding site. It is less than 1/2 mi to the Sippo Valley trail.

Top guest favorite
The exterior of the home features a covered front porch with white railing and seating. A well-maintained green lawn surrounds the house, and siding is painted in a light color. The metal roof adds a contemporary touch to the inviting façade.
Home in Massillon
4.94 out of 5 average rating, 140 reviews

Cute n Cozy 2BR House in Massillon *NEW*

This newly remodeled home in Massillon, Ohio is perfect for your next getaway. With a full kitchen, laundry, WiFi and parking- you’ll feel right at home! Centrally located, just a short drive to many nearby attractions: Downtown Massillon, Pro Football Hall of Fame, Ohio's Amish Country, Clay’s Park, Towpath Trail and much more. Rt 21 gives you easy access to Akron, Canton and Cleveland. This home is perfect for couples or families, and the perfect space to relax after a day of exploring.

Top guest favorite
The exterior of the house features a covered porch supported by wooden beams, adorned with warm string lights. A distinctive red front door is set against a stone accent wall, while a well-maintained lawn and pathway lead to the entrance.
Home in Navarre
4.95 out of 5 average rating, 142 reviews

Park Side Guest House/ Hot Tub/ Outdoor Fire Pit

Welcome to our newly remodeled 2 bedroom 1 bath house in the quiet town of Navarre, next door to a park (UPDATE) recently added a brand new pickle ball court! If you want to burn off some energy, next door to a Deli and more eating places close by, relax in the Hot Tub or go on a hike or bike ride on the bike trail that is just around the corner, the main bedroom has 2 queen beds the small bedroom has 1 queen bed and a full size sleeper sofa in the living room, the kitchen is fully furnished

Top guest favorite
A modern cabin is featured, surrounded by trees and bathed in golden light from the setting sun. A spacious deck extends from the cabin, providing seating areas, while steps lead down to the gravel path below amidst lush landscaping.
Place to stay in Sugarcreek
4.97 out of 5 average rating, 351 reviews

The Haven / Scenic Aframe cabin

The Haven is just that - a place of rest. Keep it simple at this peaceful and centrally-located place. The cabin is nestled in a wooded area with a pond view and rolling hills. In the heart of beautiful Amish country we are just minutes away from popular attractions. The living area includes a full kitchen, washer and dryer, and comfortable furniture to enjoy a smart tv and fireplace. A King bed and full bath on the main floor. The loft has a queen bed. We welcome you to come stay with us!

Guest favorite
A spacious open-concept loft features high ceilings with a triangular window allowing natural light. The dining area is set with a wooden table surrounded by chairs, and a cozy kitchen area is visible in the background, complete with wooden cabinets and modern appliances.
Cottage in Massillon
4.91 out of 5 average rating, 114 reviews

The Retreat at Barrs Pond

Wake up to nature’s sunny alarm clock after enjoying a peaceful country night in the relaxing atmosphere of this just listed simple yet charming loft. Located 10 mi. To Clay’s Park, 10 mi. to Football HOF, 8mi. to Amish country, 20mi. to CAK airport, convenience in the country! Enjoy catch and release fishing, relaxing by the pond, or simply unwind as you observe the free-range chickens on the property! If you’re simply getting away, the Retreat offers a true remedy for daily stress!

Guest favorite
A well-lit bedroom features a spacious bed with crisp white linens and a soft throw blanket. A mirrored dresser is positioned nearby, and natural light enters through two windows with blinds, enhancing the clean and modern aesthetic.
Apartment in Massillon
4.94 out of 5 average rating, 365 reviews

Cozy Modern Apartment

Urban-vintage uptown apartment, fully furnished & located in an attractive & accessible section of Massillon, is ready for your visit. Updated & modern, this space has everything you will need for a comfortable stay. This one bedroom apartment comes with a new queen mattress & a twin sized day bed in the living room area. The living room is open to the kitchen & has a couch, two chairs, ottoman/coffee table, & sofa table. The neighborhood is only short distance from downtown.

Top guest favorite
A tiny home is nestled among trees, featuring a small front porch with steps leading up. A covered gazebo stands nearby, surrounded by a gravel patio area. The property is framed by vibrant autumn foliage, providing a serene backdrop.
Tiny home in Beach City
4.95 out of 5 average rating, 170 reviews

Klein haus ~ Tiny Home

Reconnect with nature at Klein Haus! You'll love this unique and romantic escape. A true Tiny Home experience. Including a patio area with comfortable seating, hot tub, cold plunge. Out the windows you'll see views of the wooded area that surround the property, along with hopefully some glimpses of wildlife! Klein Haus has its own parking area. We are within 20 minutes of Berlin, the Heart of Amish Country. So come ready to be refreshed, & to have a relaxed getaway!

Top guest favorite
A charming two-story house is shown with light blue siding and white shutters. A welcoming front porch is accessed by wooden steps, adorned with flower boxes. An American flag hangs beside a large window, with grassy areas surrounding the home.
Apartment in Minerva
4.96 out of 5 average rating, 287 reviews

Blue Heron B&B

We bought this early 1900s house and have newly remodeled and restored it to its original beauty, along with creative features of uniqueness. The B&B space is upstairs . This space has a full kitchen with amenities for basic cooking. (Stove , refrigerator, microwave, coffee pot, and toaster.) Relax in the comfy living room for a movie on Netflix. The downstairs is currently unoccupied and the back yard is available for your leisure.

Top guest favorite
An outdoor seating area is framed by a gray fence, featuring a hot tub, a table with an umbrella, and two chairs. Potted plants add greenery to the space, which overlooks a grassy landscape, enhancing the atmosphere for relaxation.
Farm stay in Navarre
4.95 out of 5 average rating, 353 reviews

Amish Country Silo

Experience a one-of-a-kind romantic retreat in a charming grain bin with a modern farmhouse interior. This unique escape offers every amenity to ensure an unforgettable getaway. Gaze out the windows to take in the breathtaking views of the picturesque farmland. You're just 30 minutes from the heart of Amish Country, complete with the best shopping and restaurants!

Popular amenities for Massillon family-friendly rentals

When is the best time to visit Massillon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,469 GYDG$24,469 GYDG$24,887 GYDG$29,070 GYDG$30,116 GYDG$34,717 GYDG$31,162 GYDG$33,462 GYDG$29,907 GYDG$30,952 GYDG$27,397 GYDG$25,933 GYD
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Quick stats about vacation rentals that are family-friendly in Massillon

  • Total vacation rentals

    Explore 30 vacation rentals in Massillon

  • Nightly prices starting at

    Massillon vacation rentals start at G$12,548 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Massillon vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Massillon rentals

  • 4.9 Average rating

    Massillon stays are highly rated by guests—averaging 4.9 out of 5!

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