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Holiday houses in Massillon

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Top-rated holiday rentals in Massillon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.98 out of 5 average rating, 110 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.

LocationFamilyBiking

Top Guest favourite
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
5 out of 5 average rating, 111 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.

FamilyLocationLayout

Top Guest favourite
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
4.96 out of 5 average rating, 280 reviews

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.

FamilyValueBathroom

Top Guest favourite
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
4.94 out of 5 average rating, 143 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.

LocationFamilySleep quality

Top Guest favourite
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.
Place to stay in Sugarcreek
4.97 out of 5 average rating, 352 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!

FamilyLocationSleep quality

Top Guest favourite
The A-frame cabin is nestled among trees by a tranquil pond. Its unique triangular design features large windows and a welcoming front porch. A fountain creates gentle ripples on the water's surface, enhancing the serene environment.
Place to stay in Beach City
4.98 out of 5 average rating, 457 reviews

Forest lane Aframe, Soak Tub, Kayaks, Campfire

Forest Lane Aframe - @forestlane__ 1 hr from Cuyahoga National Park Escape to a cozy, A-frame cabin nestled among trees, overlooking a serene pond with a fountain. Enjoy mornings with fresh local coffee on the deck, afternoons kayaking , evenings soaking in the deep tub or unwinding by the indoor fireplace or outdoor campfire area . This relaxing space offers everything you need to unplug and recharge - nature, comfort, and a touch of romance - The perfect couples or solo getaway

LocationFamilyHot tub

Guest favourite
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
4.91 out of 5 average rating, 114 reviews

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!

ValueFamilyBiking

Top Guest favourite
An updated century-old home is showcased, featuring a classic architectural design with a steeply pitched roof. Large windows are framed by white trim, allowing natural light to illuminate the front. Lush greenery and colorful plants accentuate the inviting entryway.
Home in Massillon
4.98 out of 5 average rating, 58 reviews

Hometown Haven-The Perfect Place

Beautifully updated, large, century-old charmer with unique architectural details and woodwork. Whether it’s just the two of you, your whole family or a group of friends, this house has everything you need and want! Spacious, clean, cozy and convenient. Easy access to highways or country roads. A great place to stay while visiting family, friends or enjoying the community attractions! It really is the perfect place! Make Hometown Haven-The Perfect Place your home-away-from-home.

LocationFamilyCheck-in

Guest favourite
A living area is presented with a plush blue sofa adorned with white pillows, positioned in front of a wooden coffee table. A small, metallic side table holds a coffee maker. Natural light filters in through a window, while medium-tone curtains frame the space.
Home in Massillon
4.96 out of 5 average rating, 49 reviews

The Richards Ranch

This cozy one bedroom with king size bed, large bathroom and living room with TV microwave mini fridge and coffee maker. This is the back section of my Stonehouse, which is another Airbnb if you’re interested in a large group both can be rented together. I live in a basement apartment, so if you need anything, I am usually around. Mini refrigerator will be stocked with bottled water and coffee is provided, let me know if you have more than two guests. I have bedding for the couch.

ValueLocationDecor

Guest favourite
A well-lit bedroom features a spacious bed with crisp white linens and a soft throw blanket. A mirrored dresser is positioned nearby, and natural light enters through two windows with blinds, enhancing the clean and modern aesthetic.
Apartment in Massillon
4.94 out of 5 average rating, 366 reviews

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.

FamilyValueSleep quality

Top Guest favourite
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
4.98 out of 5 average rating, 619 reviews

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

LocationValueHiking

Top Guest favourite
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
5 out of 5 average rating, 402 reviews

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.

LocationValueAccuracy

Popular amenities for Massillon holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Massillon

Superhost
A spacious fenced yard surrounds the home, featuring lush green grass and scattered trees. A patio area is visible, which is equipped with simple outdoor seating. The rear of the two-story structure is shown, with large sliding doors providing access to the interior.
Home in Massillon
4.71 out of 5 average rating, 17 reviews

10 Guests, 3BR, 8 Beds + Yard

ValueLocationLayout

Superhost
A well-lit creative workspace is shown, featuring a smooth table with a vintage lamp, a decorative horse figurine, and assorted plants. A tray holds various art supplies, with a background view of the city skyline visible through large windows.
Apartment in Massillon
4.89 out of 5 average rating, 55 reviews

Heck's Studio & Creative Space

ValueLocationComfort

Guest favourite
Apartment in North Canton
5 out of 5 average rating, 22 reviews

Central Cozy 2BR w/ Garage & Airport Nearby

FamilyLocationPets

Guest favourite
A tranquil bedroom features a spacious bed with light bedding and decorative pillows. A bedside table with a lamp is positioned next to the bed. A large mirror reflects the room's light, while neutral wall decor adds a subtle touch of style.
Home in Canton
4.89 out of 5 average rating, 84 reviews

Home in Canton | Great Location | Modern

FamilyLocationLaundry

Top Guest favourite
An outdoor living space features a wooden deck illuminated by string lights. Seating areas are provided, including a small table and two chairs. A cozy seating arrangement is positioned near a tree, enhancing the natural surroundings.
Shipping container in Dalton
5 out of 5 average rating, 65 reviews

Wildwood Retreat

LocationComfortDecor

Top Guest favourite
The exterior of a two-story home is presented with a welcoming porch featuring hanging plants. Stone accents and a well-maintained garden enhance the entrance, while a gravel path leads to the side door. Neighboring structures and lush trees provide a serene backdrop.
Loft in Dalton
4.99 out of 5 average rating, 68 reviews

Country Loft

FamilyLocationTV

Guest favourite
A spacious living room is characterized by modern furnishings, including a black leather sofa and two tan armchairs. A large area rug anchors the seating arrangement, and a window allows natural light to illuminate the space. Artwork decorates the walls, adding visual interest.
Apartment in Canal Fulton
4.98 out of 5 average rating, 49 reviews

Historic Canal Retreat w/ Private Deck & Grill

LocationValueAccuracy

Guest favourite
Home in Dalton
5 out of 5 average rating, 7 reviews

Dalton Retreat w Deck and Fire Pit

ValueLocationOutdoor spaces

When is the best time to visit Massillon?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$160 AUD$153 AUD$155 AUD$157 AUD$177 AUD$194 AUD$178 AUD$173 AUD$164 AUD$168 AUD$168 AUD$163 AUD
Avg. temp-2°C-1°C4°C10°C16°C21°C23°C22°C19°C12°C6°C1°C

Frequently Asked Questions

  • What are the best places to stay in Massillon?

    Stays in Massillon often center around historic downtown, riverfront neighborhoods, and residential areas known for quiet streets. Vacation rentals with family-friendly amenities are frequently available.

  • What are the best things to do in Massillon with kids?

    Kids can enjoy hands-on museums, riverfront playgrounds, and recreation spaces. Seasonal family-friendly events and art workshops are often recommended for younger visitors.

  • What are some of the best things to do in Massillon?

    Explore downtown shops, visit local museums, and stroll along riverfront parks in Massillon. Attending sports games and discovering the area’s historic sites are frequently suggested activities.

  • How is the weather in Massillon?

    Massillon has cold winters, with temperatures ranging from 20–36°F (-7–2°C), and mild summers near 63–84°F (17–29°C). Rain is regular throughout the year, so a waterproof jacket can be helpful.

  • When is the best time to visit Massillon?

    Late spring through early autumn is often recommended, with milder temperatures between 50–84°F (10–29°C) and vibrant festivals. Fall brings colorful foliage and seasonal events, while winter is colder with opportunities for indoor activities.

  • What are the best places to visit in Massillon?

    Explore the historic downtown district, local museums, and community parks in Massillon. Football stadiums and regional art galleries are frequently suggested for visitors interested in culture or sports.

  • What are some hiking trails in Massillon?

    Massillon has scenic trails along riverfront parks, with paved paths for walking and biking. Some green spaces offer nature walks through wooded areas, often recommended for outdoor relaxation.

  • What are some family activities we can do in Massillon?

    Families often explore museums, riverfront parks, and community recreation centers. Picnics, playground visits, and seasonal events are frequently suggested for all ages.

  • What are some of the best day trip ideas from Massillon?

    Popular day trip ideas include visiting nearby historic villages, exploring nature preserves, and discovering local art galleries around the region. Many choose to tour gardens or enjoy regional outdoor spaces just outside Massillon.

  • Are there any pet friendly accommodations available in Massillon?

    Pet-friendly accommodations are available around downtown and near local parks in Massillon. Many vacation rentals welcome pets and provide convenient access to walking paths and outdoor spaces.

  • What are some local tips for visiting Massillon?

    Locals recommend exploring historic downtown, checking out seasonal festivals, and enjoying walks along the area’s riverfront. Bringing layers is useful for shifting temperatures, and sampling locally owned shops can enrich your stay.

  • What is Massillon known for?

    Massillon is known for its rich football heritage, historic downtown architecture, and cultural sites highlighting the city’s past. Community events and parks add to the area’s lively traditions.

  • What are the best hidden gems to explore in Massillon?

    Explore tucked-away art installations, local antique shops, and neighborhood cafes that reveal Massillon’s creative side. Smaller parks and historic alleys around downtown are often suggested by residents.

  • What are the best foods to try in Massillon?

    Massillon has locally rooted favorites like pierogi, hearty sandwiches, and Midwestern comfort dishes. Barbecue, ice cream shops, and traditional bakeries are frequently suggested by visitors exploring the local food scene.

  • What should I bring for a trip to Massillon?

    Pack layers, a rain jacket, and comfortable walking shoes to adjust to variable temperatures and seasonal rainfall. A reusable water bottle and sunscreen are useful for city walks and local parks.

  • What is the nightlife in Massillon like?

    Massillon has a relaxed nightlife scene with neighborhood taverns, live music venues, and casual gathering spots. Locally owned bars and occasional performances create opportunities for connecting with the community.

  • What are the most popular events or festivals in Massillon?

    Football-related celebrations in autumn, seasonal parades, and arts festivals in late spring are among Massillon’s most popular events. Community gatherings and cultural fairs highlight local traditions throughout the year.

  • Are there family friendly vacation rentals in Massillon?

    Vacation rentals in Massillon frequently include family-friendly options near downtown, parks, and quiet neighborhoods. Many homes and apartments feature amenities to suit groups and children.

Quick stats about holiday rentals in Massillon

  • Total holiday rentals

    Explore 50 holiday rentals in Massillon

  • Nightly prices starting at

    Massillon holiday rentals start at $86 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Massillon holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Massillon rentals

  • 4.9 Average rating

    Massillon stays are highly rated by guests—averaging 4.9 out of 5!

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