House vacation rentals in Wooster

4.96 out of 5 average rating, 195 reviews

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

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.

4.99 out of 5 average rating, 149 reviews

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

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.

4.98 out of 5 average rating, 327 reviews

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

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

4.96 out of 5 average rating, 279 reviews

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

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 min. from Canton & from Amish country. It is adjacent to Peacock Ridge, a barn wedding site. It is less than 1/2 mi to the Sippo Valley trail.

4.99 out of 5 average rating, 531 reviews

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

“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.

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.

4.97 out of 5 average rating, 104 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!

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.

4.97 out of 5 average rating, 120 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.

4.98 out of 5 average rating, 162 reviews

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

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.

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.

4.97 out of 5 average rating, 207 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.

A comfortable living room is showcased with a light brown sofa and a patterned armchair. A round coffee table is positioned at the center, while a fireplace is framed by decorative items and candles. A TV unit is visible, adding functionality to the space.

4.95 out of 5 average rating, 196 reviews

Cozy Home near College of Wooster

Cozy 3 bedroom house near College of Wooster. Five minute walk to Timken Gymnasium or Freedlander Theater and a 10-15 minute walk to downtown restaurants, coffee shops and boutiques. Residential neighborhood near campus. All the amenities you will need for a comfortable and affordable stay. Relax in the living room, enjoy one of three queen size beds along with a fully equipped kitchen and dining area. Also feel free to park in our attached one car garage.

5 out of 5 average rating, 101 reviews

The historic log home is set amidst lush greenery, surrounded by trees and hosta gardens. The front features a stone path leading to a welcoming porch, with flower boxes lining the windows. A gravel drive provides access to the tranquil wooded setting.

Home in Jeromesville

Mohicanville Hideaway

Enjoy a tranquil getaway at this cozy and historic 1836 log home in the woods. During your stay, you will be greeted with a tasteful mix of antique features, Amish craftsmanship, and comfort. Start your day with a cup of coffee or tea on the screened porch in the company of the deer who often visit. End your day relaxing in the hot tub or unwinding next to a wood-burning fire (inside or out) before luxuriating in bamboo sheets for a restful night's sleep.

An elegantly designed kitchen features light grey cabinetry and a wooden countertop, complemented by a contemporary stove and ventilation hood. Natural light floods in through a window above the sink, while stylish pendant lighting adds a modern touch. Open shelving displays kitchenware and decorative items.

4.96 out of 5 average rating, 105 reviews

Downtown Wooster Cottage

Welcome! We are so excited to have you! This stylish place to stay is perfect for your family or with your friends trip. This spacious 3 bedroom 1 and 1/2 bath home has all that you need for a good time. It is located at the heart of down town Wooster. Walking distance to the Collage of Wooster, coffee shops, bakeries, bookstores, shopping, and so many adorable restaurants. A short drive to Amish country and so much more.

Popular amenities for Wooster house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 91 reviews

A modern kitchen features warm wooden countertops and stylish metal bar stools. Cabinets hold neatly arranged dishware, while a patterned backsplash adds visual interest. Bright pendant lights illuminate the space, and a bottle of wine is set alongside two glasses, creating a welcoming setting.

Home in Sugarcreek

Amish Country Farmhouse Sugarcreek in Countryside

4.79 out of 5 average rating, 101 reviews

A cozy living area is presented, featuring leather sofas arranged around a wooden coffee table. Natural light floods in through sliding doors, providing a view of the outdoor space. A pair of armchairs and decorative accents enhance the inviting environment.

Home in Mansfield

The Banyon Ranch!

4.92 out of 5 average rating, 48 reviews

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and dishwasher. White cabinetry offers ample storage, while a sleek countertop provides workspace. Natural light enters through a window above the sink, and wood-style flooring adds warmth to the space.

Home in Canton

Immaculate Home | Private Pool | Pro Football HOF

4.97 out of 5 average rating, 205 reviews

The exterior of Liberty Hill Lodge is presented from an aerial perspective, highlighting the spacious layout and landscaped grounds. A fenced-in heated pool is seen in the backyard, surrounded by lounge chairs and shaded seating areas. Lush greenery offers a peaceful and inviting outdoor environment.

Home in New Philadelphia

Liberty Hill Lodge, Hot Tub & Pool

The outdoor area features a well-maintained pool surrounded by lounge chairs and sunshades. Decorative palm trees add a tropical touch. A spacious two-story house is visible in the background, and a covered patio is accessible from the pool area, providing additional seating and shaded space.

4.97 out of 5 average rating, 34 reviews

Berlin Pool House

4.98 out of 5 average rating, 42 reviews

A clear view of the private pool surrounded by sun loungers, with a spacious home in the background. The pool is set against vibrant green grass and a blue sky dotted with fluffy clouds, offering an inviting outdoor space for relaxation.

Home in Dover

Lookout Lodge a house with a 360 view

Superhost

The exterior of a spacious brick mansion is surrounded by well-manicured lawns and trees. Inside, a grand two-story foyer features an elegant staircase and a decorative rug. The pool area showcases a large heated pool with lounge chairs and a slide, while a sunroom is equipped with an indoor hot tub.

Home in Hudson

4.73 out of 5 average rating, 89 reviews

Winter skiing, hot tub/Summer pool, national park.

4.99 out of 5 average rating, 96 reviews

Home in Milan

Indoor Pool |Game Room|Hot Tub|Sauna Near Sandusky

Weekly house rentals

A sunlit seating area features two soft, light-colored chairs with metal frames positioned near a small round table. A floor lamp stands beside the chairs, illuminating the space, while light filters through wooden blinds revealing a wintry scene outside.

4.97 out of 5 average rating, 35 reviews

Classic home next to the College of Wooster!

A well-equipped kitchen features modern stainless steel appliances, including a refrigerator and stove. White cabinetry provides ample storage, while a small dining table with two stools occupies one corner. A door leads to an outdoor area, allowing natural light to enhance the warm wood flooring.

4.88 out of 5 average rating, 98 reviews

Modern 1BR Walking Distance to Downtown Wooster

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.

4.89 out of 5 average rating, 290 reviews

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

A spacious bedroom features a four-poster bed with a white quilt and accent pillows. Two side tables with lamps provide soft lighting. Natural light streams through large windows, while a small table and chair set is positioned in the corner of the room.

5 out of 5 average rating, 21 reviews

Warner Homestead

4.96 out of 5 average rating, 25 reviews

Victorian gem & private gardens

4.92 out of 5 average rating, 185 reviews

The living area is furnished with comfortable leather couches and a wooden coffee table, creating a relaxing space. A large television displays streaming options, while natural light enters through the windows, highlighting decorative plants and wall art.

Home in Highland Square

Entire Home Highland Square/CVNP

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

4.71 out of 5 average rating, 154 reviews

Family Friendly Cottage close to Amish and Mohican

4.95 out of 5 average rating, 184 reviews

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

Peaceful, Quiet Country Guesthouse with Hot Tub

Private house rentals

A spacious living area features soft gray carpeting and a comfortable seating arrangement with two armchairs and a sectional sofa. Natural light fills the space through large windows, creating an inviting environment. A coffee table occupies the center, and a dining area is visible in the background.

4.98 out of 5 average rating, 44 reviews

Secrest Serenity

The modern kitchen features a spacious granite countertop island with three gold-accented stools. Stainless steel appliances, including a refrigerator and an oven with a range hood, are situated against a dark-tiled backsplash, enhancing the kitchen's contemporary design. Natural light enters through the window, providing a bright atmosphere.

5 out of 5 average rating, 20 reviews

Stylish Rural Retreat

A cozy living area features a large sectional sofa adorned with decorative pillows. A wooden coffee table sits in the center, accompanied by smaller side tables. The fireplace is flanked by wall decor and plants, creating a welcoming, well-lit environment.

4.91 out of 5 average rating, 34 reviews

Northern Nights: Downtown House, Private Parking

A bright and spacious living area is featured, with large windows providing ample natural light and views of the landscape. Comfortable furniture, including a sofa and armchairs, is arranged around a coffee table and fireplace. A flat-screen TV is mounted on the wall.

4.97 out of 5 average rating, 34 reviews

Golf Course Home on 10th - Newly Renovated

The exterior of a two-story home built in 1920 is visible, featuring a light-colored facade with contrasting trim. A welcoming front porch provides seating, while a gravel path leads to the main entrance. Lush greenery and a manicured lawn complement the relaxed atmosphere.

4.84 out of 5 average rating, 64 reviews

Spink Street Extended Stay Craftsman Home.

A charming white house features a sloped metal roof and is surrounded by a well-maintained lawn. Two large windows on the front allow natural light to enter, while a small staircase leads to the inviting front door, framed by greenery.

4.93 out of 5 average rating, 15 reviews

Country cottage

A spacious home is featured with a combination of stone and siding, set against a wide green lawn. The front porch is supported by elegant columns, and expansive windows allow for ample natural light. A nearby tree line is visible in the background.