Family-friendly holiday rentals in Massillon

4.98 out of 5 average rating, 115 reviews

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.

Home 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 spacesFamilyLaundry

5 out of 5 average rating, 118 reviews

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.

Home in Massillon

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 spacesNearby

4.98 out of 5 average rating, 237 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!

Indoor spacesKitchenWi-Fi

4.94 out of 5 average rating, 150 reviews

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.

Home in Massillon

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.

FamilyKitchenGetting around

4.95 out of 5 average rating, 148 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

FamilyIndoor spacesCheck-in

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 spacesKitchenView

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

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

Indoor spacesFamilyValue

5 out of 5 average rating, 130 reviews

A modern living room is presented with a gray sofa adorned with two orange accent pillows. Framed artwork depicting a landscape hangs above a glass coffee table featuring lit candles. Two stylish lamps with patterned shades provide soft lighting on each side of the sofa.

Home in North Canton

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!

Indoor spacesKitchenBathroom

4.89 out of 5 average rating, 349 reviews

The living area features a modern couch adorned with pillows, a coffee table, and a television on a black stand. A wall display, showcasing the letters 'N', 'C', and 'Y', complements the artistic black-and-white cityscape photo. Natural light fills the space through a nearby window.

Apartment in Massillon

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.

Indoor spacesFamilyValue

4.99 out of 5 average rating, 419 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 spacesLayout

4.95 out of 5 average rating, 151 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.

FamilyKitchenGetting around

4.96 out of 5 average rating, 370 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!

Indoor spacesFamilyBarbecue

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, 321 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

Indoor spacesKitchenAccess

4.92 out of 5 average rating, 404 reviews

Home in Green

The White House w/ Hot Tub Outdoor TV Fenced Yard

FamilyIndoor spacesSleep quality

4.98 out of 5 average rating, 362 reviews

The exterior of a charming log cabin is displayed, showcasing a dark wooden facade and a metal roof. A welcoming porch with seating is present, accompanied by neatly landscaped greenery and a stone walkway that leads to the entrance.

Cabin in Sterling

AZ Longhorns Cabin, a romantic getaway!

KitchenFamilyValue

4.91 out of 5 average rating, 195 reviews

Home in Beach City

Serenity Guesthouse | Peaceful ,Country, Hot Tub

Indoor spacesFamilyAir conditioning

4.98 out of 5 average rating, 104 reviews

A log cabin with a green metal roof stands amidst vibrant autumn foliage. A gravel pathway leads to the cabin's covered porch, flanked by shrubbery. The porch features a comfortable seating area, inviting guests to enjoy the serene surroundings in the woods.

Cabin in Millersburg

Tulip Poplar at Tranquil Acres

KitchenFamilyCheck-in

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

FamilyKitchenTV

5 out of 5 average rating, 269 reviews

Tiny home in Dalton

Tiny House on Jericho with Hot Tub

KitchenIndoor spacesSolo travel

4.98 out of 5 average rating, 169 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

KitchenIndoor spacesTV

Family- and pet-friendly home rentals

Superhost

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, 139 reviews

Abbington Cross-Private Getaway w/Hot Tub & more

Indoor spacesKitchenParking

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!

Indoor spacesFamilyHospitality

5 out of 5 average rating, 109 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

Indoor spacesKitchenParks

4.92 out of 5 average rating, 385 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

Indoor spacesFamilyValue

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 spacesTV

Apartment in North Canton

A spacious living area features a comfortable sofa with decorative pillows, accompanied by a side table and lamp. Natural light enters through two large windows, highlighting the soft carpeted floor. A cozy accent chair and a folding bench complete the inviting space.

4.89 out of 5 average rating, 177 reviews

Spacious King Suite near Hall of Fame/Hwy/Airport

FamilyIndoor spacesBathroom

4.97 out of 5 average rating, 144 reviews

Home in Sugarcreek

Shipping Container in Amish Country

KitchenIndoor spacesCleanliness

4.97 out of 5 average rating, 120 reviews

A covered porch with wooden beams provides a shaded area with a swing for three and two chairs. A gravel driveway leads to a neatly landscaped yard featuring green grass, a fire pit, and a shed in the background surrounded by trees.

Home in Millersburg

Lovely Private Home w/ Cozy Farmhouse Charm

FamilyKitchenValue

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

FamilyKitchenCheckout

5 out of 5 average rating, 95 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

KitchenFamilyHot tub

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

Indoor spacesFamilyAccuracy

Superhost

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 spacesFamilyOutdoor spaces

4.97 out of 5 average rating, 207 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

KitchenIndoor spacesComfort

4.93 out of 5 average rating, 108 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

KitchenFamilyView

4.97 out of 5 average rating, 108 reviews

A charming treehouse is perched among the trees, featuring a warm wood exterior and a metal roof. A wooden walkway connects the treehouse to the surrounding area, inviting exploration of the lush green landscape.

Treehouse in Millersburg

Luxury Treehouse Getaway with Treetop Views

FamilyKitchenAccuracy