Family-friendly vacation rentals in Massillon

A master bedroom is presented with a queen bed covered in a light-colored quilt. A ceiling fan provides ventilation, and a desk with a chair is positioned nearby. A television is mounted on the wall, and light streams in through sheer curtains on a window.

4.98 out of 5 average rating, 111 reviews

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.

A modern kitchen area features a sleek counter with two wooden stools. Light cabinetry and stainless steel appliances complement the neutral wall color. A small seating area is visible in the background, with a potted plant adding a touch of greenery.

5 out of 5 average rating, 112 reviews

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.

4.96 out of 5 average rating, 281 reviews

A large two-story house is depicted with a yellow exterior, featuring a welcoming porch supported by white columns. Snow rests on the roof and the surrounding branches, while symmetrical windows allow natural light to illuminate the interior. The overall structure reflects classic architectural design.

Home in North Lawrence

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.

5 out of 5 average rating, 169 reviews

A charming pink house is framed by a white picket fence and a well-maintained garden. The front porch, adorned with hanging plants, invites relaxation. A pathway leads to the entrance, bordered by colorful flowers and lush greenery, under a bright blue sky.

Home in Canal Fulton

Historic Pink House the heart of a quaint downtown

Iconic, circa 1842 home in the center of downtown historic Canal Fulton. Walk out the door to historic restaurants including a speakeasy/bourbon bar, winery, tea room, coffee house & local shops. Hike & bike the Ohio-Erie Canalway Towpath/OTET Trail or kayak/canoe the Tusc River. We have 3 bikes & 2 kayaks available for our guests! Enjoy local eatery & shopping discounts with our Pink House Pass! Just 14 miles from the Pro Football Hall of Fame or in less than 30 miles, explore Amish country!

Superhost

An outdoor patio area features a circular stone fire pit surrounded by several Adirondack chairs. Behind, a log cabin with large windows overlooks a landscaped yard, and a hot tub is positioned nearby, with lush greenery in the background.

Cabin in Strasburg

4.87 out of 5 average rating, 146 reviews

Deer Pointe Cabin

Welcome to Deer Pointe Cabin… Relax and unwind with the whole family as you enjoy the great outdoors in this peaceful Log Cabin nestled in the woods just outside of Strasburg, OH. Surrounded by nature and wildlife enjoy the newly renovated outdoor patio space complete with hot tub, fire pit, seating and a gas grill. Or take a day to explore as you are minutes from I-77, 15 min. from Sugarcreek (the gateway to Amish Country), and 30 min. from Canton (home of the Pro Football Hall of Fame).

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.

4.94 out of 5 average rating, 144 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.

4.95 out of 5 average rating, 142 reviews

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

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

Place to stay in Sugarcreek

A modern cabin is featured, surrounded by trees and bathed in golden light from the setting sun. A spacious deck extends from the cabin, providing seating areas, while steps lead down to the gravel path below amidst lush landscaping.

4.97 out of 5 average rating, 353 reviews

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!

4.94 out of 5 average rating, 223 reviews

A gray couch is centered against a light-toned wall, featuring a decorative cushion with a British flag design. Flanking the couch are two white side tables with lamps. A framed black and white photograph of three individuals is displayed above the couch.

Apartment in Massillon

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.

4.91 out of 5 average rating, 115 reviews

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

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!

4.98 out of 5 average rating, 619 reviews

The A-frame cabin is nestled among trees, featuring large windows that provide a view of the surrounding wooded area. A wooden walkway leads to the entrance, connecting the cabin to the natural landscape. The exterior showcases a blend of natural materials with a modern design.

Cabin in Beach City

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

The living room features a gray sofa with warm-toned throw pillows facing a wooden coffee table. Two stylish rattan chairs provide additional seating. Light-colored walls and large windows enhance the bright ambiance, while a fireplace adds a focal point to the space.

4.85 out of 5 average rating, 219 reviews

Football Hall of Fame Hideaway: Cozy & Convenient

Escape to our cozy and conveniently located home in Canton, just steps from the Pro Football Hall of Fame Village. With three beautifully furnished bedrooms, two modern bathrooms, and a lively game room in the basement, this home offers the perfect blend of comfort and fun. Enjoy relaxing on the intimate outdoor deck or exploring the vibrant surroundings. With unbeatable location and top-notch amenities, this is the ideal home for an unforgettable Canton getaway.

Popular amenities for Massillon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 398 reviews

Home in Green

The White House w/ Hot Tub Outdoor TV Fenced Yard

The spacious game room features a pool table and a round table with chairs, providing options for leisure activities. A large sectional sofa invites relaxation, and a TV is mounted on the wall. Natural light streams in through glass doors that lead outside.

4.85 out of 5 average rating, 134 reviews

Abbington Cross-Private Getaway w/Hot Tub & more

4.97 out of 5 average rating, 125 reviews

A spacious outdoor gazebo houses a large, bubbling Jacuzzi hot tub alongside a seating area with several wooden chairs and a dining table. Drapes provide privacy while subtle lighting adds a cozy ambiance.

Home in Hartville

Elegant 4 BR w/Hot Tub & Game Room

4.91 out of 5 average rating, 190 reviews

Home in Beach City

Serenity Guesthouse | Peaceful ,Country, Hot Tub

4.93 out of 5 average rating, 147 reviews

A modern kitchen is equipped with stainless steel appliances, including an oven, refrigerator, and dishwasher. Light-colored cabinetry complements the granite countertops. Three sleek bar stools are positioned at the island, providing a casual dining space under warm pendant lighting.

Home in Strasburg

Riverside Retreat: Hot Tub, Peaceful Setting

4.98 out of 5 average rating, 162 reviews

An aerial view of a log cabin is presented beside a tranquil pond, surrounded by lush greenery and gentle hills. The driveway leads up to the cabin, offering a clear view of its rustic design and the serene water reflecting the surrounding landscape.

Cabin in Millersburg

Stillwater Cabin with Hot Tub

4.97 out of 5 average rating, 140 reviews

Home in Sugarcreek

Shipping Container in Amish Country

Superhost

A serene outdoor area features a gravel surface surrounding a fire pit, with several seating options including blue and brown chairs. A hot tub is positioned near a shaded structure, offering a peaceful setting among the lush greenery of the surrounding trees.

Shipping container in Dover

4.95 out of 5 average rating, 938 reviews

Riverside Hideout Shipping Container with Hot tub!

Family- and pet-friendly home rentals

A colorful sign for the Pro Football Hall of Fame is displayed prominently. The design features a graphic representation of the hall itself, highlighted by red and blue tones, with the text 'Pro Football Hall of Fame' and 'Canton, Ohio' clearly visible.

4.9 out of 5 average rating, 109 reviews

Football Weekend Retreat, Steps to the HOF!

4.92 out of 5 average rating, 355 reviews

Home in Akron

Entire home 10 minutes from Cuyahoga National Park

4.92 out of 5 average rating, 377 reviews

A quaint cabin entrance is framed by a covered porch, featuring wooden flooring and surrounded by vibrant potted plants. Two metal chairs provide seating, and a bold red door is prominently displayed, complementing the natural setting of greenery.

Cabin in Winesburg

Christi's Hideaway Cabin in Winesburg Ohio

4.94 out of 5 average rating, 141 reviews

A functional kitchen space is highlighted by gray cabinetry and a wood-paneled wall. An oven is built into the cabinets, accompanied by a sink beneath a window adorned with striped blinds. A striped mat is placed in front of the cabinetry, adding a touch of character.

Farm stay in Fresno

Fresno dairy farmhouse-working 4th generation farm

4.99 out of 5 average rating, 176 reviews

A rustic cabin is nestled among lush greenery, featuring a wood exterior with large windows. A hot tub is located on the deck, complementing the peaceful country setting. The gentle slope of the lawn enhances the serene atmosphere.

Cabin in Newcomerstown

Cozy 2 Bedroom Cabin with Hot Tub

4.89 out of 5 average rating, 165 reviews

An aerial view captures the serene landscape of the lodge's expansive grounds, featuring lush green fields, scattered trees, and a three-acre pond. The winding pathways lead to the main lodge, which is situated among the natural beauty of the Atwood Lake Region.

Cabin in Dellroy

Paradise Glen

4.93 out of 5 average rating, 190 reviews

The living area is furnished with comfortable leather couches and a wooden coffee table, creating a relaxing space. A large television displays streaming options, while natural light enters through the windows, highlighting decorative plants and wall art.

Home in Highland Square

Entire Home Highland Square/CVNP

Apartment in North Canton

A spacious living area is appointed with light blue couches arranged for comfort. A decorative ottoman sits at the center, alongside a lamp on a side table. Natural light filters through multiple windows, illuminating the fireplace and a wall-mounted television.

4.88 out of 5 average rating, 204 reviews

Two Bedroom King Suite near Hall of Fame w/ Garage

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 109 reviews

A cozy living area is highlighted by rich wooden paneling and warm lighting. Two leather sofas are positioned next to a rustic coffee table atop a patterned rug. A dining nook with high chairs can be seen in the background, while the fully equipped kitchen is visible beyond the seating area.

Cabin in North Royalton

Pvt. Cabin 30Ac. Horses, Pool, River & Trails

5 out of 5 average rating, 92 reviews

A modern kitchen features warm wooden countertops and stylish metal bar stools. Cabinets hold neatly arranged dishware, while a patterned backsplash adds visual interest. Bright pendant lights illuminate the space, and a bottle of wine is set alongside two glasses, creating a welcoming setting.

Home in Sugarcreek

Amish Country Farmhouse Sugarcreek in Countryside

Superhost

An overview of the Pigskin Journeyman Vacation Rentals showcases a vibrant outdoor area featuring a pool, hot tub, and patio space. The collage highlights the Hall of Fame theme with football memorabilia, and cozy indoor spaces with modern amenities, including a gym and cinema.

4.59 out of 5 average rating, 44 reviews

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

4.89 out of 5 average rating, 222 reviews

A cozy living area is highlighted by a stone fireplace and a wood-beamed ceiling. A spacious jacuzzi tub is positioned nearby, while two comfortable seating arrangements create a welcoming atmosphere. Soft lighting is provided by table lamps, and a large window allows natural light to enter.

Cottage in Millersburg

Romantic Cottage With Jacuzzi Fireplace

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and dishwasher. White cabinetry offers ample storage, while a sleek countertop provides workspace. Natural light enters through a window above the sink, and wood-style flooring adds warmth to the space.

4.92 out of 5 average rating, 49 reviews

Immaculate Home | Private Pool | Pro Football HOF

4.97 out of 5 average rating, 206 reviews

The exterior of Liberty Hill Lodge is presented from an aerial perspective, highlighting the spacious layout and landscaped grounds. A fenced-in heated pool is seen in the backyard, surrounded by lounge chairs and shaded seating areas. Lush greenery offers a peaceful and inviting outdoor environment.

Home in New Philadelphia

Liberty Hill Lodge, Hot Tub & Pool

4.98 out of 5 average rating, 453 reviews

An aerial view of a modern tiny home surrounded by greenery. The home's exterior features a sleek, dark facade with wooden accents. A spacious deck is visible, furnished with adirondack chairs, and framed by lush trees, creating a serene outdoor space.

Tiny home in Millersburg

The Scandi - Tiny Home & Sauna in Berlin Ohio