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Holiday rentals 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, 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.

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, 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.

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, 281 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.

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).

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, 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.

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, 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!

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, 460 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 favourite
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.
Flat in Massillon
4.94 out of 5 average rating, 223 reviews

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.

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, 115 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!

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

Top guest favourite
A tiny home is nestled among trees, featuring a small front porch with steps leading up. A covered gazebo stands nearby, surrounded by a gravel patio area. The property is framed by vibrant autumn foliage, providing a serene backdrop.
Tiny home in Beach City
4.95 out of 5 average rating, 171 reviews

Klein haus ~ Tiny Home

Reconnect with nature at Klein Haus! You'll love this unique and romantic escape. A true Tiny Home experience. Including a patio area with comfortable seating, hot tub, cold plunge. Out the windows you'll see views of the wooded area that surround the property, along with hopefully some glimpses of wildlife! Klein Haus has its own parking area. We are within 20 minutes of Berlin, the Heart of Amish Country. So come ready to be refreshed, & to have a relaxed getaway!

Guest favourite
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.
Home in Canton
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 holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Massillon

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.
Flat in Massillon
4.89 out of 5 average rating, 56 reviews

Heck's Studio & Creative Space

Top guest favourite
A charming blue house is framed by a light dusting of snow, featuring a welcoming front porch with two rocking chairs and a small bench. A white star is displayed on the siding, and a wooden front door is complemented by large windows on either side.
Home in Apple Creek
5 out of 5 average rating, 52 reviews

The Daudy Haus of Kidron

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

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

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, 69 reviews

Country Loft

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, 59 reviews

Hometown Haven-The Perfect Place

Guest favourite
A well-appointed living room features a navy sofa and a coordinating love seat, arranged around a light wood coffee table. Two large windows illuminate the space, while a textured area rug adds warmth. Access to the entrance and staircase is visible.
Flat in North Canton
4.9 out of 5 average rating, 59 reviews

Charming 2BR Apt | Close to Local Attractions

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

Dalton Retreat w Deck and Fire Pit

When is the best time to visit Massillon?

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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 €53 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Massillon holiday rentals include wifi 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!

Destinations to explore

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