Family-friendly holiday rentals in Massillon

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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 favourite
The exterior of a two-story century home is displayed, featuring pale yellow siding with pink trim. A small porch area is noted, adorned with planters and a welcoming sign. An American flag hangs from the front, while greenery surrounds the home, contributing to a bright and inviting atmosphere.
Home in Canal Fulton
4.97 out of 5 average rating, 156 reviews

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.)

Top guest favourite
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
4.93 out of 5 average rating, 121 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 favourite
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
4.93 out of 5 average rating, 105 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 favourite
The exterior of a light blue single-story house is depicted, featuring a covered porch with two chairs and a small table. A white fence with a decorative star complements the yard, which is dotted with flowers and vibrant green grass.
Home in Massillon
4.97 out of 5 average rating, 206 reviews

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!

Guest favourite
A cozy sleeping area features a spacious bed with a textured blanket and decorative headboard. Two accent chairs sit beside a small side table, complemented by warm lighting from bedside lamps. Soft rugs cover the floor, adding to the welcoming atmosphere.
Flat in Wooster
4.84 out of 5 average rating, 296 reviews

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.

Guest favourite
A light gray sofa is positioned against a soft white wall, complemented by two decorative pillows featuring floral designs. An inviting, textured green throw is draped over one arm. A small table stands nearby, topped with a lamp and decorative elements.
Guest suite in Canton
4.96 out of 5 average rating, 216 reviews

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.

Guest favourite
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
4.92 out of 5 average rating, 106 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 favourite
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.
Flat in Massillon
4.93 out of 5 average rating, 204 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

Guest favourite
The living area features a modern couch adorned with pillows, a coffee table, and a television on a black stand. A wall display, showcasing the letters 'N', 'C', and 'Y', complements the artistic black-and-white cityscape photo. Natural light fills the space through a nearby window.
Flat in Massillon
4.89 out of 5 average rating, 332 reviews

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.

Guest favourite
The exterior of the house is shown, featuring a gray siding with multiple windows and a white door at the entrance. A gated, landscaped yard includes a stone border and a paved area leading to the driveway. Utility lines are visible in the background.
Flat in Mogadore
4.73 out of 5 average rating, 125 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 325 reviews

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.

Top guest favourite
A charming entrance is framed by a timber and stone structure, showcasing a welcoming red door. Lush greenery and vibrant hanging plants are positioned above the entrance, complementing the stone finish and adding a natural touch to the exterior.
Guest suite in Wilmot
4.98 out of 5 average rating, 124 reviews

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

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

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