House holiday rentals in Wooster

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Top-rated house rentals in Wooster

Guests agree: These houses are highly rated for location, cleanliness and more.

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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, 137 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, 101 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!

Guest favourite
A single-story house is visible, featuring a gray exterior and a black roof. Two small windows are positioned symmetrically on either side of the front door. A well-maintained lawn stretches in front, and tall trees are present in the background, adding to the natural setting.
Home in Wellington
4.9 out of 5 average rating, 162 reviews

Private Rochester Home

A two bedroom house in the small village ( less than 200 residents) of Rochester, OH. There are woods and open areas of about 4.0 acres with availability of fire pit for a peaceful evening. Property has a steam engine to view. Playground about one quarter mile from house. We are still updating home and property. Private, quiet area except but there is train track about 300 feet from the house. You are 20 minutes from Ashland, OH and Oberlin, OH. 45 minutes from Cedar Point and Cleveland.

Top Guest favourite
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, 209 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 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, 127 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.

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, 195 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.

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, 132 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
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, 165 reviews

Tandem Trails Guestroom- Charming Century home

Tandem Trails is a century home in the small but thriving town of Canal Fulton. This private home offers 2 sleeping rooms, the second also transitioning to a sitting/TV room for relaxation and a separate kitchenette. Tandem Trails is only booked to one group/family at a time. Tandem Trails ALSO OFFERS a transit service to booked TT guests detained on the trail due to weather or accident. We will also pick guests up from Cleveland or AKC Airports if scheduled. This service is for fee.

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, 190 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 well-appointed bedroom is depicted with a spacious bed featuring multiple pillows and a neutral palette. Two minimalist side tables are positioned beside the bed, accommodating decorative items. Natural light filters through window blinds, highlighting a framed artwork on the wall above the bed.
Home in Millersburg
4.98 out of 5 average rating, 120 reviews

Ida's House - Walnut Creek Modern Amish Farmhouse

Welcome to Ida's House... We invite you to be our guest! Perfect for a family, ladies' getaway or couples' trip - This 4th generation Amish Farmhouse is quaintly nestled on a country road in the heart of Ohio's Amish Country. While allowing you to get a taste of the country life, complete with neighboring horses in the backyard, Ida's House is conveniently located just minutes from all the attractions the area has to offer in Walnut Creek, Sugarcreek and Berlin.

Guest favourite
Home in Akron
4.82 out of 5 average rating, 177 reviews

Spacious 2 Bedroom House

Spacious two bedroom house in a quiet neighborhood away from city noise and only 7 minutes away from Downtown Akron where many go for dining and experiences. There is plenty of parking in the driveway. We offer many amenities and the property is fully secured. Beautiful, tranquil fish pond outside to admire on warm summer days in Ohio. There will be someone available at all times to assist you if you should need anything.

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, 147 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!

Popular amenities for Wooster house rentals

When is the best time to visit Wooster?

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Avg. price$235 NZD$233 NZD$240 NZD$238 NZD$245 NZD$241 NZD$276 NZD$265 NZD$262 NZD$240 NZD$236 NZD$224 NZD
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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 $120 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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

  • 4.9 Average rating

    Wooster stays are highly rated by guests—averaging 4.9 out of 5!

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