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
4.93 out of 5 average rating, 109 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
Cabin in Strasburg
4.98 out of 5 average rating, 343 reviews

Cozy Scandi Cabin•4 Electric Fireplaces•Hot Tub•

Built in ‘22! In the woods of Strasburg The White Oak Cabin: •2 bed •2 bath •Fully stocked kitchen 🧑‍🍳 •4 Electric Fireplaces 🔥 •Living room with 50”TV 📺 •Climate control in each room ❄️ •Step ladder to loft 🪜 In the loft: •Dedicated workspace 💻 •1 Huge Sectional-room for 2 😴 •50” TV •Fireplace 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country) 20 minutes > 6 wineries On the Outside •Hot Tub •Fire Pit •Gas Grill •Level 2 EV charger •Adirondack Chairs

Guest favorite
Cabin in Dalton
4.99 out of 5 average rating, 215 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, 126 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
4.94 out of 5 average rating, 117 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 bungalow is presented with a brick facade and a warm brown roof. A vibrant red door welcomes guests, flanked by symmetrical windows. Flower pots with greenery and yellow blooms add color to the well-maintained lawn, while an American flag gently flutters by the entrance.
Home in Canton
5 out of 5 average rating, 114 reviews

Pro Football Hall of Fame City - 3 BR Charmer

Freshly updated family bungalow in the heart of Canton's entertainment zone. Just a short (5 minute) walk to the Pro Football Hall of Fame Village and under 2 miles to Belden Village and Downtown's 100 + restaurants and activities. Surrounded by award winning sports facilities and a convenient 50 mi to Cleveland (N) and Amish Country (S). Curated with comfort and convenience in mind, you'll enjoy 3 bedrooms, a fenced backyard and plenty of space to make memories with family and friends.

Top guest favorite
The exterior of a light blue single-story house is depicted, featuring a covered porch with two chairs and a small table. A white fence with a decorative star complements the yard, which is dotted with flowers and vibrant green grass.
Home in Massillon
4.97 out of 5 average rating, 208 reviews

Family Comfort!Trails,W/D,Pets,Extend Stay&Coffee!

Book with someone you can trust! Proud to meet Massillon City requirements - inspected and certified Airbnb! Cozy atmosphere to gather for quality time with friends & family. Cooking essentials provided for a home made meal! Walk to gas station, restaurant & Downtown! 2 min to Hwy! Maximum convenience! Large back yard for kids & pets to play. Small, fenced lounge area with grill off of kitchen. Perfect for families, business & extended stays! Review all listing info before booking. Thx!

Guest favorite
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.
Apartment in Massillon
4.95 out of 5 average rating, 213 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.

Top 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
4.92 out of 5 average rating, 109 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 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 minutes from Canton and from Amish country. It is adjacent to Peacock Ridge, a barn wedding site and near to the Sippo Valley trail.

Top guest favorite
The exterior of a two-story century home is displayed, featuring pale yellow siding with pink trim. A small porch area is noted, adorned with planters and a welcoming sign. An American flag hangs from the front, while greenery surrounds the home, contributing to a bright and inviting atmosphere.
Home in Canal Fulton
4.97 out of 5 average rating, 164 reviews

Tandem Trails Guestroom- Charming Century home

Tandem Trails is a century home in the small but thriving town of Canal Fulton. This private home offers 2 sleeping rooms, the second also transitioning to a sitting/TV room for relaxation and a separate kitchenette. Tandem Trails is only booked to one group/family at a time. Tandem Trails ALSO OFFERS a transit service to booked TT guests detained on the trail due to weather or accident. We will also pick guests up from Cleveland or AKC Airports if scheduled. This service is for fee.

Guest favorite
A spacious living room features two brown leather couches positioned around a circular coffee table on a patterned area rug. A mounted TV is visible against the light-colored wall. Large windows allow natural light to fill the room, while greenery adds a touch of nature.
Home in Canton
4.92 out of 5 average rating, 106 reviews

Game Day Getaway: Play, Relax, Make Memories

Experience modern comfort at our single-family home near Canton’s top attractions, including the Pro Football Hall of Fame. With 4 bedrooms, 2 bathrooms, and space for up to 8 guests, this chic yet cozy retreat offers the perfect balance of fun and relaxation. Create lasting memories in the game room or unwind in the hot tub, all within a thoughtfully designed space. Whether you’re here for adventure or a peaceful escape, your perfect getaway starts here!

Popular amenities for Massillon vacation rentals

When is the best time to visit Massillon?

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Frequently Asked Questions

  • 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.

  • 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 family-friendly apartment rentals in Massillon?

    Massillon has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • 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 apartment rentals with a dedicated workspace in Massillon?

    Yes! Work meets play with ease at over 10 apartment rentals in Massillon featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Massillon have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi 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.

  • 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 air conditioning, over 20 homes with wifi, over 20 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Massillon have free parking?

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

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 $60 per night before taxes and fees

  • Verified guest reviews

    Over 3,690 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!

Destinations to explore

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