Family-friendly vacation rentals in Massillon

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

Pro Football Hall of Fame City - 3 BR Charmer

Freshly updated family bungalow in the heart of Canton's entertainment zone. Just a short (5 minute) walk to the Pro Football Hall of Fame Village and under 2 miles to Belden Village and Downtown's 100 + restaurants and activities. Surrounded by award winning sports facilities and a convenient 50 mi to Cleveland (N) and Amish Country (S). Curated with comfort and convenience in mind, you'll enjoy 3 bedrooms, a fenced backyard and plenty of space to make memories with family and friends.

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!

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!

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 minutes from Canton and from Amish country. It is adjacent to Peacock Ridge, a barn wedding site and near to the Sippo Valley trail.

Nostolgic King - First Floor

This house has appx. 700 sq. ft. and is very cozy for a night stay, a week stay or more. It has been updated with new flooring, paint, lighting, appliances and new bathroom. Bedroom has brand new mattress and box spring along with all new 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.

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.

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.

Spacious 2 Bedroom House

Spacious two bedroom house in a quiet neighborhood away from city noise and only 7 minutes away from Downtown Akron where many go for dining and experiences. There is plenty of parking in the driveway. We offer many amenities and the property is fully secured. Beautiful, tranquil fish pond outside to admire on warm summer days in Ohio. There will be someone available at all times to assist you if you should need anything.

Hidden Meadow's Apartment in a Quiet Setting

This quaint apartment is nestled in the rolling hills of scenic Amish Country. It's located within a mile of the Historical town of Winesburg and 5 miles from Berlin and Walnut Creek. You can explore LOTS of Coffee Shops, Restaurants, Antique Malls and unique Boutique Shops. You will also find Breitenbach Wine Cellars in Sugarcreek and your kids will love to visit The Farm in Walnut Creek