House holiday rentals in Wooster

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Top-rated house rentals in Wooster

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
A wooden deck area is equipped with a fire pit at its center, surrounded by two adirondack chairs. In the background, a panoramic view of lush green fields and farm structures, including silos and barns, is framed by trees displaying autumn foliage.
Home in Shreve
4.99 out of 5 average rating, 141 reviews

Peaceful Country Home in Holmes Co. OH (sleeps 8+)

Experience the warmth and charm of this cozy country home nestled in the heart of Amish Country. Surrounded by peaceful serenity, it's the perfect place to slow down and savor the simple joys of life. Unwind at the new "Binzebo" with a firepit, or relax on the deck overlooking our dairy farm and stunning sunsets. Just a short drive away, enjoy the natural beauty of Mohican State Park for hiking adventures, or the nearby Amish shops, delicious dining, and local attractions waiting to be explored.

Top Guest favourite
An open-concept living space features a well-equipped kitchen with a central island and seating for four. A dining area with white chairs and a round table is visible, alongside a cozy sitting area highlighted by a rug. Decorative lighting fixtures enhance the inviting atmosphere.
Home in Dundee
4.98 out of 5 average rating, 313 reviews

Woodstone Cottage in the Heart of Amish Country

This quaint cottage 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. You will also find lots of spots for hiking. At the Dundee Falls and the Wilderness center located in Wilmont

Top Guest favourite
A cozy living area features a brown leather sofa and a light-colored armchair, positioned near a side table with a floral arrangement. A patterned wall adds color, and soft lighting is provided by two table lamps. Green drapes frame the windows.
Home in Wooster
4.97 out of 5 average rating, 103 reviews

TheLegacyHouse: Historical Suite Close to Downtown

Welcome to The Legacy House Wooster! This is a charming Victorian home within two blocks from the wonderful downtown attractions, shops and upscale dining. Our grandparents' love for people and hospitality inspired us to create a warm and inviting home where we could share their legacy and traditions with others while restoring their historic home back to it's former beauty. Experience all the amazing opportunities Wooster has to offer while enjoying a unique, comfortable home to relax in!

Top Guest favourite
A cozy house is set against a snowy landscape, featuring a spacious balcony illuminated by warm lights. The surrounding trees are dusted with snow, and a winding path leads up to the entrance, creating a serene winter setting.
Home in Butler
4.98 out of 5 average rating, 132 reviews

Stylish 3BR Near Snow Trails & Mohican!

Tucked away in rural Ohio minutes from Mohican & Snow Trails, this stylish, updates house is your dream getaway! 3 bedrooms and 1 bathroom with fabulous gathering spaces make this home perfect for outdoor lovers to relax and connect between adventures. Use our InstaCamera to see your favorite memories. Catch breathtaking sunsets over the treetops as you enjoy the view from the balcony. Decompress from your busy life and connect at Stay@Mohican! Host occupies the walkout basement apartment

Top Guest favourite
Home in Massillon
4.97 out of 5 average rating, 213 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!

Top Guest favourite
A rustic cabin features earthy stonework and large windows, surrounded by lush greenery. Stone steps lead to a patio area adorned with planters. A vibrant red door adds a pop of color, while trees provide a natural backdrop, creating a serene environment.
Home in Fresno
4.98 out of 5 average rating, 141 reviews

Romantic private cabin w hot tub in Amish Country

Retreat to the Fresno Escape! A private cabin featuring a year-round hot tub, perfect for relaxation. Tucked among pines and rocks in the heart of Amish country, where the occasional clip-clop of horse and buggies adds charm. Styled like a railroad depot, the artistically furnished home displays intricate stonework, tile and custom stained glass. The kitchen includes appliances and cookware, with the outdoor area offering a propane grill. Complimentary firewood is provided for the firepit.

Top Guest favourite
A charming front porch is adorned with climbing greenery and seasonal flowers, creating a welcoming exterior. An American flag is displayed, adding a touch of tradition. The house features light-colored siding and a green roof, complementing the natural surroundings.
Home in Wooster
4.97 out of 5 average rating, 200 reviews

Meg's Lucky Buckeye

We have revived the unique character of this old house, built in 1864. The floors aren't level - some of them creak - but the details are lovely, and generous light fills the rooms. In keeping with our other rentals -- we are pet friendly. Our daughter is a College of Wooster alum and that's what brought us to Ohio - she stayed. I named the house in memory of my mother, who never set foot in Ohio but always believed buckeyes are lucky. We feel lucky to have found it; hope you do too.

Guest favourite
A bright living room features a brown leather sofa and two light-colored accent chairs. A round wooden coffee table is positioned in the center, complemented by a neutral area rug. Large windows allow natural light to illuminate the space, enhancing its welcoming feel.
Home in New Philadelphia
4.93 out of 5 average rating, 111 reviews

House on 3rd Street with Hot Tub

Your will be close to everything when you stay at House on 3rd Street. Located in New Philadelphia, where you will be only 0.3 miles from Tuscora Park, 1.5 miles from New Towne mall, and within a couple miles from several restaurants of your choosing. Outside you can enjoy sitting around the fire and using the grill, with a nice size backyard for kids to run around. Head inside to our fully functional kitchen, cozy living room, 3 TVs, and foosball table. Enjoy the luxury of convenience.

Guest favourite
A private back porch is illuminated by string lights, featuring a hot tub and a fire pit on a wooden deck. Surrounded by potted plants, the area provides a relaxing outdoor space for gatherings under the night sky.
Home in Beach City
4.95 out of 5 average rating, 177 reviews

Peaceful, Quiet Country Guesthouse with Hot Tub

Welcome to your peaceful country oasis , just a 15 minute drive to local tourist attractions , as well as 1/2 mile from Dundee Falls. This four bedroom, two bathroom home that comfortably sleeps 8-10 is a perfect choice for a memorable getaway. Nestled along a row of pine trees, this unique modern farmhouse with wood accents makes this home stand out among the rest. After a fun filled day of shopping you’ll love taking a soak in the hot tub under the stars on your private back porch

Top Guest favourite
A cozy seating area is visible through a set of double doors, featuring two armchairs with light-colored cushions. A small table with a lamp stands between the chairs, and large windows overlook a green outdoor space, allowing natural light to fill the room.
Home in Wooster
4.96 out of 5 average rating, 197 reviews

Bonnie Jane House

The Bonnie Jane House is a family friendly space on a quiet, tree-lined street, within sight of the College of Wooster and minutes from downtown. Perfect for college, business, and local tourism. The space includes 3 bedrooms (sleeps up to six) and 2.5 bathrooms stocked with towels, linens, and basic toiletries. With the full couch and inflatable mattress available, plus plenty of floor spaces, we can accommodate as many as 8 guests. There is an upstairs apartment on the 3rd floor.

Top Guest favourite
A well-appointed bedroom is depicted with a spacious bed featuring multiple pillows and a neutral palette. Two minimalist side tables are positioned beside the bed, accommodating decorative items. Natural light filters through window blinds, highlighting a framed artwork on the wall above the bed.
Home in Millersburg
4.97 out of 5 average rating, 130 reviews

Ida's House - Walnut Creek Modern Amish Farmhouse

Welcome to Ida's House... We invite you to be our guest! Perfect for a family, ladies' getaway or couples' trip - This 4th generation Amish Farmhouse is quaintly nestled on a country road in the heart of Ohio's Amish Country. While allowing you to get a taste of the country life, complete with neighboring horses in the backyard, Ida's House is conveniently located just minutes from all the attractions the area has to offer in Walnut Creek, Sugarcreek and Berlin.

Guest favourite
An outdoor patio space features a wooden deck with a dining table and chairs, alongside a flower pot. A four-burner grill is positioned in the background, with trees visible beyond the deck, providing a sense of seclusion.
Home in Millersburg
4.89 out of 5 average rating, 275 reviews

[Six-Container Home]With panoramic views + Hot Tub

Escape from the chaos in our modern 1,600 square foot container house! A true bucket list experience! Nestled far enough in the trees to give you privacy, yet only minutes from downtown Millersburg. Get some groceries at Rhodes (2 minute drive) or a cup of joe from Jitters Coffee House (5 minute drive). Spend the day shopping & exploring Amish Country, and come back to unwind in this unique - The homeowners live beside the house and are available if needed

Popular amenities for Wooster house rentals

When is the best time to visit Wooster?

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Quick stats about house rentals in Wooster

  • Total holiday rentals

    Explore 30 holiday rentals in Wooster

  • Nightly prices starting at

    Wooster holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Wooster holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wooster rentals

  • 5 Average rating

    Wooster stays are highly rated by guests—averaging 5 out of 5!

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