Family-friendly holiday 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, 116 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.

KitchenIndoor spacesCleanliness

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, 119 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.

KitchenIndoor spacesValue

4.98 out of 5 average rating, 238 reviews

The exterior of a luxury log home is displayed, featuring rich wooden beams and large windows that offer panoramic views. A spacious deck wraps around the structure, complemented by stone accents at the base. A vibrant green lawn borders the home under a clear blue sky.

Cabin in Dalton

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!

FamilyKitchenHospitality

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, 151 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.

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 149 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

FamilyKitchenAccuracy

4.94 out of 5 average rating, 229 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.

Indoor spacesKitchenValue

4.92 out of 5 average rating, 166 reviews

An open-concept bedroom features a plush king-sized bed with a decorative black headboard and a leather bench at the foot. Elegant chandeliers hang from the ceiling, while large double doors lead outside. A cozy seating area with two bar stools and an entertainment unit is visible.

Home in Navarre

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.

Indoor spacesKitchenAccuracy

4.98 out of 5 average rating, 636 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

KitchenFamilyBiking

4.99 out of 5 average rating, 421 reviews

An open-concept living area features exposed brick walls and high ceilings with dark beams. A large island sits in the kitchen, while comfortable seating is arranged nearby. Multiple windows provide natural light and a view of the surroundings, enhancing the spacious feel of the loft.

Loft in Canal Fulton

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.

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 152 reviews

The living area is furnished with a dark leather couch and a coffee table, complemented by a round dining table with several black wooden chairs. A large wall-mounted television is present, and decorative frames with various wall art are displayed. Warm wood flooring enhances the inviting atmosphere.

Apartment in Massillon

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.

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 372 reviews

An outdoor seating area is framed by a gray fence, featuring a hot tub, a table with an umbrella, and two chairs. Potted plants add greenery to the space, which overlooks a grassy landscape, enhancing the atmosphere for relaxation.

Farm stay in Navarre

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!

KitchenFamilyAmenities

Apartment in North Canton

A cozy living area features a large gray sleeper sofa and a circular glass coffee table atop a soft area rug. Natural light floods in through two windows, and a flat-screen television is mounted on an accent wall with exposed brick.

4.93 out of 5 average rating, 108 reviews

Stylish 2BR Apt w/ Parking, Near Airport

Stylish two-bedroom apartment with two queen beds, a queen-size sleeper sofa, high-speed WiFi, full kitchen, Smart TV, and free on-site parking. Conveniently located just 5 minutes from I-77 and CAK Airport, and 10 minutes from the Pro Football Hall of Fame. Perfect for families, business travelers, or extended stays. Read more below!

FamilyIndoor spacesBathroom

Popular amenities for Massillon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 322 reviews

A cabin entrance is framed by well-placed string lights, creating a warm glow. Two chairs are positioned on the porch, overlooking a gravel pathway. The visible hot tub invites relaxation, while surrounding trees provide a natural backdrop.

Cabin in Dundee

Rock Side Cabin

FamilyIndoor spacesAccess

4.92 out of 5 average rating, 405 reviews

Home in Green

The White House w/ Hot Tub Outdoor TV Fenced Yard

FamilyKitchenBathroom

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.

4.83 out of 5 average rating, 140 reviews

Abbington Cross-Private Getaway w/Hot Tub & more

KitchenIndoor spacesCondition

4.91 out of 5 average rating, 195 reviews

Home in Beach City

Serenity Guesthouse | Peaceful ,Country, Hot Tub

Indoor spacesKitchenHiking

4.88 out of 5 average rating, 152 reviews

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

Deer Pointe Cabin

FamilyKitchenLocation

4.88 out of 5 average rating, 350 reviews

The sleeping area features a spacious bed topped with a light-colored comforter and a decorative pillow. Wooden shelving displays a few items, while natural light filters in through windows adorned with sheer curtains. A small mirror is mounted on the wall, and a heater is visible near the foot of the bed.

Campervan/RV in Dover

Amish Country, Hot tub, fire pit, pet friendly

Indoor spacesKitchenOutdoor spaces

4.93 out of 5 average rating, 154 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

Indoor spacesKitchenRiver

4.87 out of 5 average rating, 344 reviews

An inviting master suite is showcased, featuring a spacious bed with soft bedding against a backdrop of dark accent walls. A ceiling fan provides airflow, while natural light floods the room. A sliding barn door leads to a modern bathroom, adding a touch of rustic elegance.

Home in Canal Fulton

The Towpath Retreat: A Cozy Farmhouse Stay

KitchenFamilyNearby

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 145 reviews

The cabin features a welcoming front porch with comfortable seating, surrounded by landscaped stones. Its wooden structure is complemented by a pitched metal roof. Lush rolling hills and colorful foliage are visible in the background, creating a serene rural setting.

Cabin in Walhonding

Cozy cabin with a view

FamilyIndoor spacesCheck-in

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.

4.91 out of 5 average rating, 116 reviews

Football Weekend Retreat, Steps to the HOF!

FamilyIndoor spacesSleep quality

5 out of 5 average rating, 110 reviews

The tranquil lake is shown at sunset, with a jet ski on the calm water. Reflections of soft colors can be seen across the surface, and greenery lines the shore, creating a peaceful natural setting.

Cottage in Akron

Little Lakefront Getaway on Portage Lakes

FamilyKitchenAir conditioning

4.92 out of 5 average rating, 386 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

FamilyKitchenView

4.99 out of 5 average rating, 184 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

KitchenIndoor spacesCheck-in

4.97 out of 5 average rating, 186 reviews

The exterior of a spacious blue house is showcased, featuring a covered front porch with a stone accent. Lush greenery surrounds the property, while a wide driveway leads to the entrance. Trees provide a natural border, enhancing the peaceful country setting.

Home in Dover

Fire Pit Private Hot Tub 4 Bed

FamilyKitchenGetting around

4.97 out of 5 average rating, 145 reviews

Home in Sugarcreek

Shipping Container in Amish Country

KitchenFamilyHot tub

A spacious living and dining area features natural light streaming through large windows. A modern fireplace is positioned on a stone-accented wall, with a dining table accompanied by wooden chairs. Cozy seating with an armchair and decorative blanket enhances comfort and invites relaxation.

4.98 out of 5 average rating, 211 reviews

Canton HOF House, Walk to the Pro Football HOF

Indoor spacesKitchenNearby

Family-friendly home rentals with a pool

4.8 out of 5 average rating, 120 reviews

The exterior of the resort home features a combination of brick and large windows, surrounded by lush greenery. A spacious driveway leads to the entrance, flanked by trees and landscaped plants, creating a serene setting within the wooded surroundings.

Home in Congress

Hidden Ariel Resort

KitchenIndoor spacesAccess

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.

4.61 out of 5 average rating, 49 reviews

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

KitchenFamilyComfort

4.89 out of 5 average rating, 228 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

FamilyIndoor spacesLocation

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.

4.84 out of 5 average rating, 56 reviews

Immaculate Home | Private Pool | Pro Football HOF

Indoor spacesKitchenCondition

4.95 out of 5 average rating, 208 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

FamilyIndoor spacesBiking

4.92 out of 5 average rating, 110 reviews

The exterior of a rustic guesthouse is framed by lush greenery and well-maintained landscaping. Comfortable seating is provided on a small patio area, while decorative elements, such as a birdhouse and a flowerbed, enhance the inviting atmosphere. The building features a light-colored façade with decorative accents.

Farm stay in Hinckley

Pvt. Riverbend Retreat-Pool•River•Horses•Firepit

Indoor spacesFamilyPool

4.97 out of 5 average rating, 195 reviews

A charming farmhouse with a white exterior and a distinct gable roof is set against a backdrop of greenery. Two vibrant red chairs are positioned on the front porch, shaded by trees that frame the home, creating a welcoming outdoor space.

Farm stay in Dover

Farmhouse Unique Country Setting

Indoor spacesKitchenShared spaces