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.

Indoor spaces · Family · Checkout

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.

Kitchen · Family · TV

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.

Kitchen · Family · Air conditioning

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.

Family · Kitchen · Laundry

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

Kitchen · Family · Parks

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.

Kitchen · Indoor spaces · Hospitality

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.

Kitchen · Indoor spaces · Accuracy

A-frame at Creekside Dwellings w/Hot Tub

The A-frame at Creekside Dwellings is a small + impactful oasis near beautiful Amish Country! Only 6 miles from Winesburg + 13 miles from Berlin. There are an endless supply of local attractions. The Pro Football Hall of Fame only 30 minutes away, as well! The A-frame is stocked with all the amenities you will need to kick back and relax! Enjoy the steaming hot tub, gas grill, and tree top views. *note on location: the A-frame is visible from the road during the winter months

Kitchen · Family · Decor

Eternal Romance: The Honeymoon Suite at 1885 Farms

Escape to the Honeymoon Suite at 1885 Farms, a luxurious couple’s retreat designed for romance and relaxation. Enjoy a fully equipped kitchen, custom-built bar, and a plush king-sized bed. Unwind in the spa-like bathroom with a walk-in shower featuring multiple rainheads and a soaking tub. Outdoors, soak in the private hot tub or cozy up by the firepit under the stars. Perfect for honeymoons, anniversaries, or a serene getaway, this suite promises an unforgettable experience.

Kitchen · Indoor spaces · Access

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.

Kitchen · Family · Checkout

Scandi Cabin•Hot Tub• Fire Pit•

In a quiet neighborhood just out of Strasburg: The White Oak Cabin:•2 bed•2 bath•Hot Tub•Fully stocked kitchen •4 Electric Fireplaces •Living room - 50”TV •Climate control in each room •Step ladder to loft In the loft:•Workspace •1 Huge Sectional-room for 2 to sleep•50” TV •Fireplace 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country)20 minutes > 6 wineries 60min > Cuyahoga Valley National Park

Family · Indoor spaces · Wi-Fi

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.

Indoor spaces · Kitchen · Cleanliness