House holiday rentals in Wooster

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Top-rated house rentals in Wooster

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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, 143 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
A covered porch with wooden beams provides a shaded area with a swing for three and two chairs. A gravel driveway leads to a neatly landscaped yard featuring green grass, a fire pit, and a shed in the background surrounded by trees.
Home in Millersburg
4.96 out of 5 average rating, 107 reviews

Lovely Private Home w/ Cozy Farmhouse Charm

Come away & enjoy a peaceful, refreshing stay at Vivian’s Serenity Guest House. Nestled in among the rolling hills of Amish Country, cozy up in the inviting house & explore local attractions. Only 1.5 miles from Rails to Trails biking trail, moments to historic downtown Millersburg, 10 minutes to Berlin shopping and great food! 1 mile to the Holmes County Fair Grounds. Whether you’re ready to shop unique boutiques or relax, Serenity House offers seclusion & proximity to all Amish country offers!

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, 317 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
The exterior of the bungalow is shown, featuring a two-story design with a gabled roof and white siding. A porch with wooden rockers is adorned with hanging plants. Lush green landscaping complements the structure, set against a misty sky.
Home in Millersburg
4.96 out of 5 average rating, 114 reviews

Bunker Hill Bungalow

The Bungalow is located in the heart of Amish Country in the tiny town of Bunker Hill, only 4 minutes from Berlin. Sample amazing cheese at Heini's Cheese or grab delicious donuts at Kauffman's Country Bakery. After that, visit the shops at Ohio's Market. All within walking distance. In the evening, relax on the porch and watch the Holmes Co. traffic clip clop by while playing games with the family. This is an 'Off-the-Grid' home (with great cell service) completely powered by solar panels.

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, 148 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.

Superhost
A spacious living area features a large sectional sofa arranged around a central coffee table. Natural light enters through two windows adorned with simple curtains. A decorative area rug complements the dark wooden flooring, while a framed artwork adds character to the wall.
Home in Nashville
4.72 out of 5 average rating, 151 reviews

Family Friendly Cottage close to Amish and Mohican

This house is 15 minutes from Amish Country (Millersburg) to the East and 15 minutes from Mohican Adventures (Loudonville) to the West. The house is set up for a relaxing inexpensive family vacation. The house has 2 main bedrooms and a sofa bed in the living room and a futon in the Game/Office room. It has 2 bathrooms and the kitchen is fully functional (coffee maker, refrigerator, stove/oven, microwave, dishwasher). The living room, both bedrooms, and game room have individual TVs.

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.

Top guest favourite
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 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, 199 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 single-story brick home is framed by lush green trees, with a colorful rainbow arching in the sky above. The front porch is adorned with a decorative sign, and a well-maintained lawn leads to a driveway and garage.
Home in Dalton
4.97 out of 5 average rating, 103 reviews

Kidron Quilters Home, relax in Amish country

This modern 1 story, 2 bedroom home is located in a quiet country setting. You'll enjoy a good nights sleep on our Amish made queen size mattress sets. Being in the heart of Amish county and yet only 20 min. from Berlin, Wooster, Canton and the Football Hall of Fame provides many options for your stay. You will enjoy this whole private house with a large kitchen, garage, and key-less entry. Most guests wish they could stay longer.

Top guest favourite
An inviting porch area is illuminated by warm overhead lights, highlighting the stone accents of the entrance. Comfortable chairs are arranged along the front, with a small potted plant nearby. The structure features a welcoming door and large windows that enhance the exterior's charm.
Home in Dundee
4.99 out of 5 average rating, 488 reviews

Walnut Valley Farm guesthouse

Nearby the Dundee Falls (3 miles) Central Amish County Location, 9 miles to Berlin, 6 miles to Sugarcreek or Walnut Creek. Enjoy your morning coffee (or tea!:) looking out over the rolling farmland of Ohio’s glorious Amish Country. Known for its peaceful landscape and peaceful people. This is the perfect place to come and leave the cares of the world behind.

Popular amenities for house rentals in Wooster

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Avg. price$174 SGD$173 SGD$178 SGD$177 SGD$182 SGD$180 SGD$205 SGD$197 SGD$195 SGD$197 SGD$197 SGD$197 SGD
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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 $89 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Wooster holiday rentals include wifi 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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