Vacation rentals in Massillon

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Top-rated vacation rentals in Massillon

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Top guest favorite
A living room space features a dark sofa paired with a bright blue tufted armchair. A small, square ottoman rests in front of the sofa, while a floor lamp and a white dresser add functionality. Natural light filters through the window, enhancing the inviting atmosphere.
Apartment in Massillon
4.94 out of 5 average rating, 149 reviews

Cathedral View Suite -No Cleaning Fee

This listing is part of an up / down duplex and as such noise does transfer slightly. We've done our best to mitigate the sound transfer but it is not perfect. Please note parking is tight, you may be assign one parking space or (free) street parking depending on several factors. This space has a very unique view of Massillon's Gothic Revival St Mary's Cathedral and Cemetery. It is one bedroom, but the living room can easily be converted into another bedroom with the inclusion of a murphy bed.

Top guest favorite
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, 109 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.

Top guest favorite
A charming farmhouse cottage is nestled amid tall trees and lush greenery. The exterior features a mix of light and dark-colored siding, accented by a welcoming porch with a classic railing. A gravel driveway leads up to the structure, with a view of nearby garages.
Home in Massillon
5 out of 5 average rating, 109 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.

Top guest favorite
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, 279 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.

Top guest favorite
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
4.98 out of 5 average rating, 232 reviews

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!

Top guest favorite
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, 140 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.

Top guest favorite
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
4.95 out of 5 average rating, 142 reviews

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

Top guest favorite
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, 456 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

Guest favorite
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!

Guest favorite
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, 365 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.

Top guest favorite
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
4.99 out of 5 average rating, 397 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.

Top guest favorite
Cabin in Strasburg
4.98 out of 5 average rating, 384 reviews

Scandi Cabin•Hot Tub• Fire Pit•

In a quiet neighborhood just out of Strasburg: The White Oak Cabin:•2 bed•2 bath•Hot Tub•Fully stocked kitchen •4 Electric Fireplaces •Living room - 50”TV •Climate control in each room •Step ladder to loft In the loft:•Workspace •1 Huge Sectional-room for 2 to sleep•50” TV •Fireplace 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country)20 minutes > 6 wineries 60min > Cuyahoga Valley National Park

Popular amenities for Massillon vacation rentals

When is the best time to visit Massillon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,430 GYDG$22,384 GYDG$22,802 GYDG$23,011 GYDG$25,940 GYDG$28,450 GYDG$26,149 GYDG$25,312 GYDG$24,057 GYDG$24,685 GYDG$24,685 GYDG$23,848 GYD
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 vacation rentals in Massillon

  • Total vacation rentals

    Explore 50 vacation rentals in Massillon

  • Nightly prices starting at

    Massillon vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Massillon vacation 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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