House vacation rentals in Wooster

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Top-rated house rentals in Wooster

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Top guest favorite

A two-story house features a front porch adorned with white rocking chairs and surrounded by greenery. A covered roof extends over the entrance, while a large tree casts shade on the lawn, which is well-kept and leads up to a paved sidewalk.

Home in Dalton

4.95 out of 5 average rating, 165 reviews

The Blacksmith House of Kidron

Our house is conveniently located in heart of Kidron, just a 2 minute walk to the square. We offer the convenience of small town living with a country feel. Lehman's Hardware (voted best destination in Ohio's Amish country) is a short 2 minute walk. Kidron community park, Kidron Town & Country store, Kidron pizza & Ice cream as well as MCC thrift shop are a short walk away! As well as Berlin, Canton (home of the Football Hall of Fame) , Wooster & Sugarcreek are just a short 20-30 minute drive.

Top guest favorite

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, 119 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 favorite

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, 267 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 favorite

The exterior of a modern ranch house is showcased, featuring a vibrant red façade and a metal roof. A spacious deck is visible, complete with outdoor seating and a view of the nearby creek and surrounding trees. A gravel driveway leads to the entrance.

Home in Garrettsville

4.99 out of 5 average rating, 440 reviews

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

Guest favorite

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, 178 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 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, 259 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.

Guest favorite

The entrance to the Bonnie Jane House is framed by brick walls and features a series of steps leading up to the front door. A small garden with greenery and stones enhances the approach, while large windows offer views of the interior.

Home in Wooster

4.96 out of 5 average rating, 171 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 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, 127 reviews

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.

Top guest favorite

A cozy firepit area is surrounded by a circular arrangement of stone seating. Softly glowing string lights are hung overhead, illuminating the gravel space. The setting is nestled against a backdrop of trees, providing a serene atmosphere for gatherings.

Home in Loudonville

4.99 out of 5 average rating, 121 reviews

Mystic Cliffs Hideaway

Mystic Cliff offers a beautiful setting for families and friends to get away and make memories. This newly renovated 3 bedroom home is nestled on 7 wooded acres for you to explore. Enjoy the scenic firepit on top a large standing rock formation. And watch the wildlife roam. Even from the front porch. It is conveniently located just a few miles from Mohican State Park. With trails, a river, adventures, places to eat, Landoll's Castle and more.

Top guest favorite

A spacious bedroom features a wooden bed frame with a soft grey quilt and decorative pillows. Two bedside lamps provide gentle lighting. A ceiling fan hangs overhead, while large windows allow natural light to fill the room. A cozy seating area is situated at the foot of the bed.

Home in Millersburg

4.98 out of 5 average rating, 117 reviews

A Night in Amish Country

Welcome to a night in Amish Country! In our beautiful home, you will be able to relax with the whole family surrounded by a peaceful setting. Only 5 miles from Berlin, you will be able to explore scenic Holmes County. Enjoy sitting on a rocking chair on the front porch, dine on our patio table, or start a fire to stay cozy while gazing out at the rolling farmland surrounding the property.

Guest favorite

A modern kitchen is equipped with stainless steel appliances, including an oven, refrigerator, and dishwasher. Light-colored cabinetry complements the granite countertops. Three sleek bar stools are positioned at the island, providing a casual dining space under warm pendant lighting.

Home in Strasburg

4.92 out of 5 average rating, 123 reviews

Riverside Retreat: Hot Tub, Peaceful Setting

Welcome to our Riverside Retreat in Strasburg, Ohio! Relax on the front deck to the sound of the river or unwind in the hot tub on the back patio. Located just a short drive from Amish County, you can explore the shopping and restaurants in the area. Enjoy a comfortable stay in a fully furnished home with all the amenities you need. We look forward to hosting you!

Top guest favorite

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, 443 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.