Family-friendly holiday rentals in Massillon

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.

Hilltop Castle with Treehouse

This unique home was built in 1880 and recently renovated to preserve its historic detail while including modern luxuries. It has 3 bathrooms,5 bedrooms,Narnia room,two fire places,two stair cases, and plenty of room to explore.Outside you’ll find a patio,fireplace and of course an amazing backyard treehouse that boasts 500 sq/ft furnished with seating, tv, and WiFi.The home is 5 to 15 minutes from everything-The Football HOF, Gervasi Winery,Maize Valley Winery,1875 Winery, shopping,and dining.

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.

Uphill Lodge Luxury Log Cabin, Amish Country, OH

Drive back the 1/2 mile lane to one of the most unique luxury log homes in the country. Uphill lodge was constructed from Yellowstone National Park timbers, salvaged from the infamous 1988 Great Fire. Enjoy the new hottub, 80+windows with spectacular views, massive Arizona Quartz Stone fireplace, private walking trails on our 12 acres, large sledding hill, huge master suite, large gameroom in the basement, and outdoor firepit. Near Amish country shopping/dining/orchards and golf. See you soon!

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

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.

House with Pool at Clover Fields Farm

A quiet escape near some of the best restaurants and wineries in the area. 15 minutes from the Hall of Fame. Enjoy the fresh country air and some of the best sunsets you’ll ever see while only minutes from anything you'd need. Feel at home while you’re away from home. A 2 bedroom/1.5 bath converted barn with room for 7 people. Note: Pool and backyard are shared with host. **NO work crews, events or parties** **NO smoking anywhere on the property. You must leave the farm to smoke.**

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

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

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!