Family-friendly vacation rentals in Massillon

Find and book unique family-friendly homes on Airbnb

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 ﺩ.ﺇ220 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!

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, 102 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, 106 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, 274 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
A cozy living area features a gray armchair paired with a small side table. A glass coffee table sits centrally, surrounded by a gray sofa adorned with decorative cushions. Natural light flows in through dual windows, enhancing the welcoming ambiance.
Apartment in Massillon
4.94 out of 5 average rating, 262 reviews

Back to the 80's Townhouse

This is a fully furnished, updated 2 bedroom apartment that has all the amenities of home. You'll have a full size kitchen, with large refrigerator, stove, microwave & seats 6. Thoughtful touches & attention have been taken to make this feel very comfortable and relaxing. The townhouse is conveniently located 1/4 mile fromTarget & Giant Eagle & 1/2 mile from downtown Massillon, with plenty of shops and dining. You will have internet access & TV. We request that guests be non smokers, please.

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, 134 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, 134 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

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, 110 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, 205 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
A modern living room is presented with a gray sofa adorned with two orange accent pillows. Framed artwork depicting a landscape hangs above a glass coffee table featuring lit candles. Two stylish lamps with patterned shades provide soft lighting on each side of the sofa.
Home in North Canton
5 out of 5 average rating, 117 reviews

Under the Oaks

Nestled under the tall oaks in one of North Canton’s beloved neighborhoods, you will feel tucked away while being minutes away from everything! Take in the Ohio seasons with a cup of morning coffee on your very own private patio and fully fenced in backyard and kick back in the evenings with a glass of wine at the outdoor fireplace with twinkling lights and comfortable outdoor furniture. Whether inside or out, you will feel the warmth and glow of this special space!

Guest favorite
The living room features a gray sofa with warm-toned throw pillows facing a wooden coffee table. Two stylish rattan chairs provide additional seating. Light-colored walls and large windows enhance the bright ambiance, while a fireplace adds a focal point to the space.
Home in Canton
4.86 out of 5 average rating, 213 reviews

Football Hall of Fame Hideaway: Cozy & Convenient

Escape to our cozy and conveniently located home in Canton, just steps from the Pro Football Hall of Fame Village. With three beautifully furnished bedrooms, two modern bathrooms, and a lively game room in the basement, this home offers the perfect blend of comfort and fun. Enjoy relaxing on the intimate outdoor deck or exploring the vibrant surroundings. With unbeatable location and top-notch amenities, this is the ideal home for an unforgettable Canton getaway.

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, 380 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
The living area is furnished with a dark leather couch and a coffee table, complemented by a round dining table with several black wooden chairs. A large wall-mounted television is present, and decorative frames with various wall art are displayed. Warm wood flooring enhances the inviting atmosphere.
Apartment in Massillon
4.94 out of 5 average rating, 122 reviews

This Old House - Lofty Suite

This space I dedicated to my grandmother, and as such I decorated it in a style she would have loved. It is an ideal location for so much, it's within walking distance of some nightlife, stores, a movie theater and rec center. - NO CLEANING FEES** NOTE: this is part of an up / down duplex and as such sound transfers. We have quiet hours and request guests show respect, but it is not perfect.

Popular amenities for Massillon family-friendly rentals

When is the best time to visit Massillon?

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