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, 171 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, 125 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.

Guest favorite

Home in Fairlawn Heights

4.96 out of 5 average rating, 115 reviews

Cedarblock: Modern 3br forest-side escape

Come experience this modern design sanctuary, recently remodeled and surrounded by fairy-tale forest. It's minutes from Highland Square and a quick drive to Cuyahoga National Park, Stan Hywett, Downtown Akron, Blossom Music Center, and more. Less than an hour from Cleveland’s world-class museums, Rock & Roll Hall of Fame, and Lake Erie. Cedarblock provides an inspiring retreat that’s close to convenient amenities but set in a charming and walkable neighborhood, fusing nature, style, and fun.

Guest favorite

The exterior of a light blue single-story house is depicted, featuring a covered porch with two chairs and a small table. A white fence with a decorative star complements the yard, which is dotted with flowers and vibrant green grass.

Home in Massillon

4.97 out of 5 average rating, 205 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 favorite

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

4.97 out of 5 average rating, 100 reviews

Romantic private cabin w hot tub in Amish Country

Retreat to this 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 & stake-grill. Complimentary firewood is provided for the firepit.

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

4.96 out of 5 average rating, 182 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, 264 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

4.97 out of 5 average rating, 178 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, 143 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

The kitchen features warm wooden cabinetry and a black countertop with bar seating for two. An overhead range hood is positioned above a gas stove, with modern appliances visible, including a refrigerator and microwave. Natural light fills the space, highlighting the elegant design.

Home in Medina

4.99 out of 5 average rating, 132 reviews

KING BED*Historic*Charming Updates*Walk 2 Town Sq*

Welcome to our home located in the heart of Historic Medina Ohio! It is a charming 3 bedroom 1 bathroom colonial with beautiful updates and also maintaining much of the home's original character. Located 35 miles south of Cleveland, 24 miles west of Akron and 111 miles north of Columbus. Medina offers a variety of Dining and Attractions within the city and surrounding areas for you to enjoy! Walk to the square and enjoy a variety of events planned throughout the year.

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, 135 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.

Guest favorite

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

4.88 out of 5 average rating, 293 reviews

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.