House holiday rentals in Wooster

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Top-rated house rentals in Wooster

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Top Guest favourite
Home in Loudonville
4.97 out of 5 average rating, 114 reviews

Historic Downtown 1st Floor Flat

Located directly in the Center of Downtown Loudonville- 1st Floor unit. This very spacious downtown unit is literally minutes from the State Park & area Canoe Liveries to enjoy everything Mohican has to offer. Walk steps to Area restaurants, grab a coffee or enjoy an ice cream treat. Stroll the downtown businesses to shop for unique gifts. 1 block away from the ball diamonds, 3 mins. to the canoe liveries, 5 mins. to Ugly Bunny Winery, 10 mins from Landoll’s Castle, 10 mins to Pleasant Hill Lake

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, 139 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 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, 102 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 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, 130 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
4.96 out of 5 average rating, 198 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
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
4.95 out of 5 average rating, 140 reviews

Entire Home Highland Square/CVNP

Enjoy a comfortable experience at this centrally-located home 1 block away from the strip in Highland Square. Central air, 2 bedrooms with brand new queen beds. Large kitchen with dishwasher. Netflix & Prime Video on tv's. Comfortable leather couches, front and back deck, and fire pit. Being 5 minutes from Downtown Akron, 35 minutes from Downtown Cleveland, and 10 minutes from Cuyahoga Valley National Park, there is a lot of nightlife, hiking and biking in the area. All are welcome!

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, 193 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.

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
4.9 out of 5 average rating, 268 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

Top Guest favourite
Home in Strasburg
4.98 out of 5 average rating, 349 reviews

Scandi Cabin•Hot Tub• 4 Electric Fireplaces•

The White Oak Cabin: Built in ‘22 •2 bed •2 bath •Hot Tub •Fully stocked kitchen •4 Electric Fireplaces •Living room - 50”TV •Climate control in each room •Step ladder to loft In the loft: •Workspace •1 Huge Sectional-room for 2 to sleep •50” TV •Fireplace 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country) 20 minutes > 6 wineries 60min > Cuyahoga Valley National Park

Guest favourite
A spacious bed is positioned in a softly lit room, adorned with neutral tones and light botanical accents. Two abstract framed artworks hang above the bed, complementing the calming atmosphere. A small nightstand sits beside the bed, enhancing the cozy feel of the space.
Home in North Hill
4.91 out of 5 average rating, 145 reviews

Pav's Place 1BD/1BA Private w/Queen Bed!

Welcome to your home away from home in Akron! This renovated duplex was built in 1919 and is located in a safe & calm residential neighborhood. Easy access to downtown, exploring Cuyahoga National Park or seeing a show at Blossom. Student or traveling medical professional? Akron University, Cleveland Clinic and Summa Health are all within a 5min drive.

Top Guest favourite
The modern kitchen features sleek black cabinetry and a spacious countertop. Essential appliances include a refrigerator, oven, microwave, and toaster. Open shelving displays glassware and plates, while under-cabinet lighting enhances visibility. A window allows natural light to enter, illuminating the space.
Home in Ashland
4.99 out of 5 average rating, 150 reviews

Cozy Ashland Cottage - Close to Downtown

Welcome to our cozy Ashland cottage! The home is located just 3 minutes from downtown, 4 minutes to Ashland University, and just over 10 minutes to I71. The home is fully stocked with all of the essentials you will need for a great stay in our little town!

Guest favourite
A white, two-story house with a sloped roof is set in a spacious, grassy area. Flower beds and a winding path lead to the entrance. Multiple windows provide natural light, and a small outdoor seating area is visible on the side of the property.
Home in Apple Creek
4.84 out of 5 average rating, 257 reviews

A Dawdi Haus in Amish Country Ohio!

A modern 4 bedroom Dawdi Haus (Amish grandparents home) in the heart of Amish Country. Close to everything! Why rent a room when you can rent a fully furnished home that can hold 12+ people. Beautiful 2 acre property with a barn for your animals!

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 $104 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, Wi-Fi and Pool across Wooster rentals

  • 5 Average rating

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

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