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 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, 110 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 modern kitchen area features a sleek counter with two wooden stools. Light cabinetry and stainless steel appliances complement the neutral wall color. A small seating area is visible in the background, with a potted plant adding a touch of greenery.
Home in Massillon
5 out of 5 average rating, 111 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
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, 143 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 gray couch is centered against a light-toned wall, featuring a decorative cushion with a British flag design. Flanking the couch are two white side tables with lamps. A framed black and white photograph of three individuals is displayed above the couch.
Apartment in Massillon
4.94 out of 5 average rating, 222 reviews

Beatles Executive Apartment

You'll feel like you are away from it all in this Beatles Executive Apartment. Updated, modern & fully furnished one bedroom apartment has everything you will need for a comfortable stay. The living room is open to the kitchen & has a kitchen table, couch & RoKu TV. The bedroom has a new queen mattress, table for work or organizing your belongings, chair & dresser. There is a twin size mattress in the closet for extra guests. Less than a mile from the Towpath Trail & downtown Massillon.

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!

Top guest favorite
A spacious living and dining area features natural light streaming through large windows. A modern fireplace is positioned on a stone-accented wall, with a dining table accompanied by wooden chairs. Cozy seating with an armchair and decorative blanket enhances comfort and invites relaxation.
Home in Canton
4.98 out of 5 average rating, 206 reviews

Canton HOF House, Walk to the Pro Football HOF

Welcome to Hall of Fame City!! Our home is the perfect stay for your visit to Canton. WALKABLE to the Hall of Fame & Village - less than a 10 minute walk & less than a 5 minute drive. Easy access to route 77 and just a skip away from shopping, dining, and Canton night life. Our home is perfect for larger groups. We can fit up to 10 people very comfortably. Fido friendly! Our home is family owned & we are available for any extra needs or questions. Social @canton_hof_house

Top guest favorite
The living room features a blend of cozy seating, including a blue sofa and a light-colored armchair. A coffee table sits in the center, with natural light filtering through the windows adorned with pleated shades. Decorative plants and wall art enhance the inviting atmosphere.
Apartment in Massillon
4.94 out of 5 average rating, 242 reviews

This Old House - Entertainment Suite

This space is such an "entertaining" place, being within walking distance of nightlife, shops, and restaurants, as well as the Rec's splash pad and lazy river, a movie theater and so much more! Also included are games, movies and plenty of books. - Well behaved / quiet pets are permitted with prior approval - This is an up / down duplex and as such sound transfers. Quiet hours are enforced. - Parking space is limited, please inquire about a large vehicles or more than one

Top guest favorite
An open-concept living area features exposed brick walls and high ceilings with dark beams. A large island sits in the kitchen, while comfortable seating is arranged nearby. Multiple windows provide natural light and a view of the surroundings, enhancing the spacious feel of the loft.
Loft in Canal Fulton
4.99 out of 5 average rating, 399 reviews

Downtown Brick Loft Above The Exchange Coffee Co

Located in the heart of historic downtown Canal Fulton, this charming brick loft will truly take you back in time. Walk or bike to all the local restaurants and shops around town or grab coffee at The Exchange downstairs. The 13 large windows give a panoramic water view of the canal way and downtown. Every detail in this space has been lovingly created with comfort and inspiration in mind. Relax and enjoy this one of a kind location.

Guest favorite
A cozy living room features a comfortable sofa, a coffee table, and modern armchairs. A wall-mounted TV is positioned above a decorative fireplace. Large windows provide natural light, while floor-length curtains frame the view. A potted plant adds a touch of greenery to the space.
Home in Canton
4.9 out of 5 average rating, 125 reviews

Touchdown Bungalow: Charming HOF Village Home

Discover a cozy retreat in the heart of Hall of Fame Village, perfect for your Ohio getaway. Step into a sophisticated living room and a sleek, modern kitchen designed for relaxation and convenience. This charming home features two comfortable bedrooms on the main floor and a spacious third bedroom upstairs, offering the perfect balance of comfort and style. Whether you’re here to explore or unwind, this gem promises a memorable stay.

Guest favorite
The A-Frame cabin stands among towering trees, showcasing its distinct triangular shape and large front deck. Surrounded by lush greenery, the wooden façade and black accents blend harmoniously with the natural environment, creating a sense of privacy and seclusion.
Cabin in West Farmington
4.9 out of 5 average rating, 767 reviews

The Triangle: Unplug in a Charming A-Frame

Step inside The Triangle and the outside world melts away. A wood-burning stove, exposed beams, and countless small details make this 400 sq. ft. A-Frame feel immediately like home. Brand new deck (2024) perfect for morning coffee or evening stars. Nestled in Ohio's Amish Country — minutes from The Place at 534, Nelson-Kennedy Ledges, Observatory Park's dark skies, Holden Arboretum, and Burton Village.

Popular amenities for Massillon family-friendly rentals

When is the best time to visit Massillon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,486 GYDG$24,486 GYDG$24,905 GYDG$29,090 GYDG$30,137 GYDG$34,741 GYDG$31,183 GYDG$33,485 GYDG$29,928 GYDG$30,974 GYDG$27,416 GYDG$25,951 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$12,557 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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