
Family-friendly holiday 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.

Tandem Trails Guestroom- Charming Century home
Tandem Trails is a century home in the small but thriving town of Canal Fulton. This private home offers 2 sleeping rooms, the second also transitioning to a sitting/TV room for relaxation. Tandem Trails is only booked to one group/family at a time. Tandem Trails ALSO OFFERS a transit service to booked TT guests detained on the trail due to weather or accident. We will also pick guests up from Cleveland or AKC Airports if scheduled. This service is for fee. (Our home offers a kitchenette only.)

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.

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

Family Comfort!Trails,W/D,Pets,Extend Stay&Coffee!
Book with someone you can trust! Proud to meet Massillon City requirements - inspected and certified Airbnb! Cozy atmosphere to gather for quality time with friends & family. Cooking essentials provided for a home made meal! Walk to gas station, restaurant & Downtown! 2 min to Hwy! Maximum convenience! Large back yard for kids & pets to play. Small, fenced lounge area with grill off of kitchen. Perfect for families, business & extended stays! Review all listing info before booking. Thx!

Cozy Abode
The space is a dedicated basement apartment. The space has its own door and lock, but guests will enter through a shared garage entrance. The decor is neat and modern. There is a small kitchenette, giving guests the ability to eat in, or make coffee. The cozy sitting area is a great place to wind down for the evening or enjoy a morning cup of coffee. The apartment is below our living space. While we will do our best to keep noise to a minimum, you will hear kids/footsteps during the day.

Amazing Hidden Gem|Private Suite| Perfect Location
Amazing Hidden Gem, located in Canton, Ohio, and central to many Northeast Ohio attractions. Our home is located 1 mile from the Pro Football Hall of Fame. The suite has all the amenities you need for a romantic getaway, family travel, girls'/guys' weekend, or business. Wake up to the conveniences of a fully stocked coffee/tea/hot chocolate bar and a complimentary light breakfast. We have thought of every detail to make your stay comfortable, relaxing, and loaded with many amenities.

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!

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

Upper East Side Apartment
You'll feel like you are away from it all in this Upper East Side 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, two chairs, couch, Roku TV, coffee table & end tables. 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.

Nostolgic Queen Apartment, Mogadore, Ohio
This house has 900 square feet and is very comfortable for a night stay or a week stay or more. It has been updated with new flooring, paint, lighting, appliances and new bathroom. Both bedrooms have brand new beds and bedding. The living room has a brand new futon that folds out to a double bed. New TV in living room. Bathroom is equipped with towels, soaps, shampoo, all accessories needed for your overnight stay along with a First aid kit on site.

Brick Loft in Historic Downtown Canal Fulton
Located in the heart of 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 in shop 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.

Old Alpine Valley Inn w/Queen Bed in Amish Country
Quiet & cozy 3 room guest suite tucked away at the edge of a lush forest inside the heart of Ohio’s beautiful Amish Country. This welcoming suite has both rustic & modern features. This spot in Amish Country is only a 10-20 minute drive to most of the popular towns in the area. If you’re looking for easy access, peaceful and fresh country air this suite is yours to book.
Popular amenities for Massillon family-friendly rentals
Family-friendly home rentals with a hot tub

Rock Side Cabin

Cozy Historic 3 Bedroom Escape w/ Jacuzzi

The White House w/ Hot Tub Outdoor TV Fenced Yard

Grand View Cottage

Serenity Guesthouse | Peaceful ,Country, Hot Tub

Deer Pointe Cabin

Amish Country, Hot tub, fire pit, pet friendly

Amish Country Silo
Family- and pet-friendly home rentals

Entire home 10 minutes from Cuyahoga National Park

Christi's Hideaway Cabin in Winesburg Ohio

Akron 3BR Retreat—Dog-Friendly, Near CVNP & CLE

Entire Home Highland Square/CVNP

Spacious 2 Bedroom House

Fenced Yard + BBQ | Smart TV | Stocked Kitchen

Studio Loft at Boogaba

Thicket Cottage: Chill Wooded Retreat
Family-friendly home rentals with a pool

30-Acre Horse Ranch Farmhouse Pool, Trails & River

Romantic Cottage With Jacuzzi Fireplace

Immaculate Home | Private Pool | Pro Football HOF

Cozy Urban Farm Suite

Liberty Hill Lodge, Hot Tub & Pool

The Lodge on the Hill

Unique Country Setting

The Lux - tiny home w/ jacuzzi in Berlin
Quick stats about holiday rentals that are family-friendly in Massillon
Total rentals
30 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
2K 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
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Mohican State Park
- Progressive Field
- Nelson-Kennedy Ledges State Park
- Pro Football Hall of Fame
- Gervasi Vineyard
- Little Italy
- Cleveland Metroparks Zoo
- Punderson State Park
- Cleveland Museum of Natural History
- Firestone Country Club
- Malabar Farm State Park
- Guilford Lake State Park
- West Branch State Park
- Salt Fork State Park
- The Quarry Golf Club & Venue
- Boston Mills
- Memphis Kiddie Park
- Reserve Run Golf Course
- Lake Milton State Park
- Cleveland Botanical Garden
- Brandywine Ski Area
- Canterbury Golf Club