Vacation rentals in Massillon

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Top-rated vacation rentals in Massillon

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

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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, 102 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, 105 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, 273 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
A cozy living area features a gray armchair paired with a small side table. A glass coffee table sits centrally, surrounded by a gray sofa adorned with decorative cushions. Natural light flows in through dual windows, enhancing the welcoming ambiance.
Apartment in Massillon
4.94 out of 5 average rating, 262 reviews

Back to the 80's Townhouse

This is a fully furnished, updated 2 bedroom apartment that has all the amenities of home. You'll have a full size kitchen, with large refrigerator, stove, microwave & seats 6. Thoughtful touches & attention have been taken to make this feel very comfortable and relaxing. The townhouse is conveniently located 1/4 mile fromTarget & Giant Eagle & 1/2 mile from downtown Massillon, with plenty of shops and dining. You will have internet access & TV. We request that guests be non smokers, please.

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, 133 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, 132 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
A light gray sofa is positioned against a soft white wall, complemented by two decorative pillows featuring floral designs. An inviting, textured green throw is draped over one arm. A small table stands nearby, topped with a lamp and decorative elements.
Guest suite in Canton
4.96 out of 5 average rating, 230 reviews

Amazing Hidden Gem|Private Suite| Perfect Location

Amazing Hidden Gem, located in Canton, Ohio, and central to many Northeast Ohio attractions. Our home is located 1 mile from the Pro Football Hall of Fame. The suite has all the amenities you need for a romantic getaway, family travel, girls'/guys' weekend, or business. Wake up to the conveniences of a fully stocked coffee/tea/hot chocolate bar and a complimentary light breakfast. We have thought of every detail to make your stay comfortable, relaxing, and loaded with many amenities.

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, 110 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 favorite
A wooden staircase leads through lush greenery towards an A-frame cabin. The stairs are bordered by a railing, leading to a deck area that provides a glimpse of the cabin's entrance, framed by surrounding trees.
Cabin in Beach City
4.98 out of 5 average rating, 597 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 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, 380 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
The tiny house exterior features a wood and metal facade, complemented by large windows. A pathway leads to the entry door, framed by planters and a small seating area with a chair. Lush greenery surrounds the structure, enhancing the tranquil setting.
Tiny home in Dalton
5 out of 5 average rating, 245 reviews

Tiny House on Jericho with Hot Tub

Reconnect at this unforgettable escape. Everything you need for a couple's getaway, in a small space! Our tiny house is packed with the necessary amenities and beyond. Relax in the hot tub, enjoy the fire pit (firewood & starter provided), or take a one minute trip to Kidron, where you will find the world-famous Lehman's store. We are also less than 30 minutes from Berlin, Ohio and all the shops and restaurants it has to offer.

Top guest favorite
A modern kitchen features a large wooden island with seating for six. White cabinets and open shelves provide ample storage, while a stainless steel refrigerator and stove are prominently displayed. Pendant lights hang above the island, illuminating the space.
Apartment in Dundee
4.99 out of 5 average rating, 476 reviews

Hidden Meadow's Apartment in a Quiet Setting

This quaint apartment is nestled in the rolling hills of scenic Amish Country. It's located within a mile of the Historical town of Winesburg and 5 miles from Berlin and Walnut Creek. You can explore LOTS of Coffee Shops, Restaurants, Antique Malls and unique Boutique Shops. You will also find Breitenbach Wine Cellars in Sugarcreek and your kids will love to visit The Farm in Walnut Creek

Popular amenities for Massillon vacation rentals

When is the best time to visit Massillon?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Massillon?

    Massillon has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Massillon?

    Experience the best of Massillon with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Massillon?

    Four-legged friends are welcome in Massillon. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Massillon?

    Yes! Work meets play with ease at over 30 vacation rentals in Massillon featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Massillon?

    Make yourself at home in Massillon by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Lawndale, over 30 vacation rentals in West Massillon, and over 30 vacation rentals in Columbia.

  • Do apartment rentals in Massillon have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Massillon. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Massillon have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Massillon. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Massillon have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Massillon. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Massillon have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Massillon. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Massillon?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with free parking, over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 € 51 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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