Holiday rentals in Massillon

4.98 out of 5 average rating, 301 reviews

Cabin in Strasburg

Scandinavian Cabin• Hot Tub• Fire Pit • (6 guests)

On the Outside •Hot Tub •Fire Pit •Gas Grill •Level 2 EV charger •Adirondack Chairs Built in ‘22! In the woods of Strasburg 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country) 20 minutes > 6 wineries 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

5 out of 5 average rating, 83 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. Dalton, 10 min.

4.92 out of 5 average rating, 105 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.

Place to stay in Sugarcreek

4.96 out of 5 average rating, 258 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!

4.97 out of 5 average rating, 203 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!

5 out of 5 average rating, 40 reviews

Loft in Dalton

Country Loft

Keep it simple at this NEWLY built, peaceful, and centrally-located place. Spend a quiet night on the farm. After a long day, enjoy a hot shower and restful night's sleep on our Queen size Amish built mattress and box spring. We are located on the Ohio to Erie bike trail, 3 mi. from Lehman's hardware, close to Linc Way, and Smucker’s gift shop,16 mi from Berlin (Amish country), 17 mi from the Pro football hall of Fame .42 miles fromCuyahoga national park,18 miles from Canal Fulton

4.94 out of 5 average rating, 36 reviews

Flat in Massillon

Heck's Studio & Creative Space

A work and creative space, to check in on your productive, & creative self. If you Looking for the night life, music, or craft libations, we have the places for you to visit. Downtown Massillon boasts, a beautiful Craft Beer taproom, that ironically specializes in sangrias. and has been labeled the bluebird cafe of ohio. All within walking distance, a yoga studio, craft brewery, & a vinyl record shop The guests will enjoy easy access to everything from this centrally located place.

4.92 out of 5 average rating, 98 reviews

Cottage in Massillon

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!

4.96 out of 5 average rating, 254 reviews

Home in North Lawrence

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.

4.95 out of 5 average rating, 21 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.

4.97 out of 5 average rating, 124 reviews

Home in Canal Fulton

Tandem Trails Guestroom- Charming Century home

Tandem Trails is now open to guests year round with even more amenities. This is now a completely private space available for up to 7 days at a time. The home now offers a TV/sitting room that can be converted to a second bedroom with a sleeper ottoman and a futon-type couch. This makes it more accessible to groups such as cyclists traveling together, wedding guests, or a small family. Tandem Trails will only book one group/family at a time. The hosts have moved 3 properties away.

4.92 out of 5 average rating, 182 reviews

Flat in Massillon

This Old House - Entertainment Suite

This space is such an "entertaining" place, being within walking distance of nightlife, shops, and restaurants, as well as the Rec's splash pad and lazy river, a movie theater and so much more! Also included are games, movies and plenty of books. - Well behaved / quiet pets are permitted with prior approval - This is an up / down duplex and as such sound transfers. Quiet hours are enforced. - Parking space is limited, please inquire about a large vehicles or more than one

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Massillon holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Massillon

Home in Dalton

4.6 out of 5 average rating, 60 reviews

Spacious 3-Bed Lakeside Private Home up to 10!

TylerRating, 5 stars3 weeks ago

This location was perfect for our stay!

Townhouse in Canton

4.81 out of 5 average rating, 26 reviews

Cozy Meyers Lake Townhome: Near Hall of Fame!

ShelbyRating, 5 stars2 weeks ago

My husband and I absolutely loved staying here. The space was clean and had everything we needed for four days (minus food). It is one of the cutest spots we have stayed in. The lake across the street was an added bonus to the quiet, calm, peaceful area. Great for morning walks! The host was very responsive; we had trouble getting the front door unlocked the first night and he immediately fixed the issue. I can’t say enough good things about the home. It was well worth the money and cheaper than most of the hotels in the area. Will definitely be visiting again.

4.93 out of 5 average rating, 14 reviews

Flat in Massillon

modern downtown loft

RobinRating, 5 stars1 month ago

We loved staying at Mayci’s place and would stay there again. It’s a cute open-floor studio with all the essentials. It is located downtown above a business, so there will be some street noise. That didn’t bother us, though. We loved the convenience of having nearby food and shopping, many options within walking distance.

Farm stay in North Lawrence

4.92 out of 5 average rating, 13 reviews

Simple Livin'

LoganRating, 5 stars2 weeks ago

My girlfriend and I had a wonderful stay at this beautiful suite, which is part of a larger estate that looks like it's being prepared as a future wedding venue. The space had an elegant mix of rustic charm and modern comfort, with peaceful farm fields just out back. Parking and entry were both super easy, and it was exactly what we needed for a quick overnight stay after attending a nearby wedding. Ron was a fantastic host—responsive, flexible, and made everything smooth. 10/10 would recommend!

Superhost

4.72 out of 5 average rating, 18 reviews

Pool, Hot Tub, Cinema, Gym, Games in Football Home

SamanthaRating, 5 stars4 weeks ago

Everything was great! We did have to hunt down some towels and the lock to the game room was not working, but the host was extremely helpful and very responsive. Would definitely book with host again he was great! House was as deceived and perfect for our family that was in town for a wedding. Loved the kitchen and the ping pong dining table was a hit with our crew! Thanks for a great stay!

5 out of 5 average rating, 17 reviews

Home in Apple Creek

The Daudy Haus of Kidron

MeganRating, 5 stars1 day ago

The most perfect little space for a quiet, private getaway! The porch and grounds are gorgeous and the house inside is exactly as described. Clean & comfortable, lots of little touches like supplies of soap, coffee & tea, etc. We also enjoyed the animal friends! There’s a neighbor kitty who liked to wander over for a visit and horses to watch graze. If we ever head back to Ohio again we would absolutely return to The Daudy House!

Shipping container in Dalton

5 out of 5 average rating, 27 reviews

Wildwood Retreat

AmyRating, 5 stars1 day ago

What a hidden gem, so peaceful, relaxing, and beautiful. Elsie has supplied everything you would ever need to fix a meal. Great local restaurants to visit with amazing food. I have fallen in love with this little gem. Planning several return trips. 2 highlights of are time away was the perfectly delicious baked cookies waiting for us and the sweet black kitty that greeted us every morning and when we returned every afternoon . What a prefect hidden gem . 💕🙏