Holiday rentals in Massillon

4.94 out of 5 average rating, 129 reviews

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.

Flat in Massillon

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.

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.

5 out of 5 average rating, 101 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.

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.

4.94 out of 5 average rating, 130 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.

4.94 out of 5 average rating, 127 reviews

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

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

4.97 out of 5 average rating, 214 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!

4.95 out of 5 average rating, 218 reviews

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

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.

4.91 out of 5 average rating, 110 reviews

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

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!

4.98 out of 5 average rating, 580 reviews

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

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

4.98 out of 5 average rating, 482 reviews

The A-frame structure is surrounded by lush greenery, featuring large glass panels that reflect the forest. A warm wooden deck with seating arrangements invites relaxation. Soft exterior lighting enhances the space, creating a welcoming ambiance as evening approaches.

Cabin in Walhonding

Black Gables Aframe | Wooded Setting with Hot Tub

We look forward to welcoming you to the secluded beauty of our space, designed and built by my husband on our 20 acres of wooded property in the rolling hills of Central Ohio. A floor-to-ceiling glass front provides you with a view of fields green in summertime and ripe with goldenrod in the fall, four outdoor deck spaces invite you to relax in the beauty of nature, and a second story loft suite with a soaking tub are ready to provide you with rest and refreshment.

4.99 out of 5 average rating, 369 reviews

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

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.

4.88 out of 5 average rating, 321 reviews

An inviting master suite is showcased, featuring a spacious bed with soft bedding against a backdrop of dark accent walls. A ceiling fan provides airflow, while natural light floods the room. A sliding barn door leads to a modern bathroom, adding a touch of rustic elegance.

Home in Canal Fulton

The Towpath Retreat: A Cozy Farmhouse Stay

Experience the perfect blend of rustic charm and modern comforts at our professionally designed farmhouse in the heart of downtown Canal Fulton. This cozy retreat offers thoughtful design and inviting spaces, ideal for a relaxing getaway. Whether you’re exploring the quaint shops and local dining nearby or unwinding in the farmhouse’s warm and welcoming ambiance, your stay promises to be both comfortable and memorable.

4.98 out of 5 average rating, 364 reviews

Cabin in Strasburg

Scandi Cabin•Hot Tub• 4 Electric Fireplaces•

The White Oak Cabin: Built in ‘22 •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 holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Massillon

Superhost

A spacious fenced yard surrounds the home, featuring lush green grass and scattered trees. A patio area is visible, which is equipped with simple outdoor seating. The rear of the two-story structure is shown, with large sliding doors providing access to the interior.

4.8 out of 5 average rating, 10 reviews

10 Guests, 3BR, 8 Beds + Yard

Superhost

The living area features a pair of dark leather sofas arranged around a white coffee table. A colorful area rug sits beneath the furniture. Natural light enters through two windows, and a sports-themed artwork decorates the wall above the couch.

Home in Meyers Lake

4.79 out of 5 average rating, 48 reviews

Private Canton Home! Pro Football Hall of Fame!

Place to stay in Millersburg

A charming wooden cabin is framed by lush green trees. A stack of firewood is neatly arranged alongside a gravel path, which leads to a cozy seating area with a single chair. Soft lighting hangs from the trees, enhancing the tranquil outdoor setting.

4.87 out of 5 average rating, 31 reviews

The Yurt at Homestead

4.95 out of 5 average rating, 59 reviews

The updated kitchen features light-colored cabinetry and a spacious granite countertop with seating for two. A window provides natural light, while modern appliances, including a refrigerator and stove, are visible. The backsplash showcases a decorative tile pattern for added style.

Home in Canton

Charming Football Hall of Fame Bungalow

Shipping container in Dalton

An outdoor living space features a wooden deck illuminated by string lights. Seating areas are provided, including a small table and two chairs. A cozy seating arrangement is positioned near a tree, enhancing the natural surroundings.

5 out of 5 average rating, 54 reviews

Wildwood Retreat

5 out of 5 average rating, 34 reviews

Tiny home in Dover

Romantic Off Grid Sauna Private Amish Country

Superhost

An infrared sauna is displayed with a bright red glow behind glass doors. Indoor plants are positioned nearby, enhancing the space's natural feel. A neutral rug lines the floor, and a cart holds rolled yoga mats. Sunlight filters through large windows adorned with striped awnings.

Home in Canton

4.96 out of 5 average rating, 26 reviews

Football HOF Escape | Sauna, Calm & Comfortable