
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 G$12,552 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!
Top-rated family-friendly rentals in Massillon
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

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

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!

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!

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.

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!

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.

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
Family-friendly home rentals with a hot tub

Oasis Downtown in Amish Country

AZ Longhorns Cabin, a romantic getaway!

Cozy A-Frame Getaway Minutes from Nelson Ledges

The Forty Five @ Brandywine Grove

Maple Street Manor

Riverside Retreat: Hot Tub, Peaceful Setting

Peaceful, Quiet Country Guesthouse with Hot Tub

Black Rock Cabin 1800s Log Cabin In Dundee Ohio
Family- and pet-friendly home rentals

The White House w/ Hot Tub Outdoor TV Fenced Yard

Entire home 10 minutes from Cuyahoga National Park

Christi's Hideaway Cabin in Winesburg Ohio

Hot Tub, CVNP, Private Waterfall Trail, Firepit

Entire Home Highland Square/CVNP

Shipping Container in Amish Country

Studio Loft at Boogaba

Canton HOF House, Walk to the Pro Football HOF
Family-friendly home rentals with a pool

Stillwater Retreat-Waterfall·Pond Horses·Firepit

Boulder Ridge cabin, great hunting on site

Live the Game: Pool, Cinema, Gym, Jersey Wall

Romantic Cottage With Jacuzzi Fireplace

Immaculate Home | Private Pool | Pro Football HOF

Liberty Hill Lodge, Hot Tub & Pool

Farmhouse Unique Country Setting

Star Lane garden apartment with pool
When is the best time to visit Massillon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,477 GYD | G$24,477 GYD | G$24,895 GYD | G$29,079 GYD | G$30,125 GYD | G$34,727 GYD | G$31,171 GYD | G$33,472 GYD | G$29,916 GYD | G$30,962 GYD | G$27,405 GYD | G$25,941 GYD |
| Avg. temp | -2°C | -1°C | 4°C | 10°C | 16°C | 21°C | 23°C | 22°C | 19°C | 12°C | 6°C | 1°C |
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