
House holiday rentals in Wooster
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Top-rated house rentals in Wooster
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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.

Lovely Private Home w/ Cozy Farmhouse Charm
Come away & enjoy a peaceful, refreshing stay at Vivian’s Serenity Guest House. Nestled in among the rolling hills of Amish Country, cozy up in the inviting house & explore local attractions. Only 1.5 miles from Rails to Trails biking trail, moments to historic downtown Millersburg, 10 minutes to Berlin shopping and great food! 1 mile to the Holmes County Fair Grounds. Whether you’re ready to shop unique boutiques or relax, Serenity House offers seclusion & proximity to all Amish country offers!

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

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.

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!

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.

Oasis of Carlisle in Amish Country
Relax & unwind in our fully furnished and completely renovated home. Designed with your relaxation in mind! Located in Walnut Creek, OH in the heart of Amish country. This is a great location in a quiet neighborhood! Enjoy a peaceful evening on the back deck with a glass of wine and feel the stress fade away. Or let the birds and the squirrels entertain you! We are also within walking distance to restaurants and shopping. Just a 5 minute drive to Berlin for more shopping and exploring!

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.

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.

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.

Serenity Guesthouse | Peaceful ,Country, Hot Tub
We are located in the heart of Amish country. Only few minutes from Dundee falls where you can go hiking ect. 15 minutes from Berlin and or Walnut Creek. If you are looking for a clean relaxing place to stay , look no further:) . We have a big backyard to enjoy. You can see the animals in the pasture from the patio. No pets, no alcoholic parties .

Whispering Pines - Secluded / Spacious Yard
This is a secluded country retreat with a spacious yard. Birds, beef cattle, growing corn and hay are some of the things you may see. Nothing beats the sweet aroma of freshly cut hay on a quiet summer evening. The fire ring has a supply of seasoned wood nearby. Light it for relaxing around a cozy campfire.
Popular amenities for Wooster house rentals
House rentals with a pool

Amish Country Farmhouse Sugarcreek in Countryside

Live the Game: Pool, Cinema, Gym, Jersey Wall

Country Comfort with Hot Tub|Family & Groups

Immaculate Home | Private Pool | Pro Football HOF

Liberty Hill Lodge, Hot Tub & Pool

Berlin Pool House

Lookout Lodge a house with a 360 view

Crystal Wave Retreat Hot tub & Pool
Weekly house rentals

Cozy Country Retreat - Patio & BBQ Grill

Downtown Wooster 3bd, 5ppl First Floor Apt.

Stylish Rural Retreat

Golf Course Home on 10th - Newly Renovated

Spink Street Extended Stay Craftsman Home.

Country cottage

Beautiful Country Side Mansion

Edinburgh Escape | Hot Tub, Sauna + Fire Pit
Private house rentals

This house has it all! Big! Beautiful! Convenient!

Historic Cottage in the Heart of Amish Country

The Daudy Haus of Kidron

Mohicanville Hideaway

Pondside Abode

Fehrview Outlook

Millie's Place Welcomes You!

The Guesthouse at Elm Run Farms
When is the best time to visit Wooster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 NZD | $272 NZD | $274 NZD | $238 NZD | $245 NZD | $242 NZD | $276 NZD | $265 NZD | $262 NZD | $265 NZD | $265 NZD | $265 NZD |
| Avg. temp | -2°C | -1°C | 4°C | 10°C | 16°C | 21°C | 23°C | 22°C | 19°C | 12°C | 6°C | 1°C |
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 $137 NZD per night before taxes and fees

Verified guest reviews
Over 1,960 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, Wifi and Pool across Wooster rentals

5 Average rating
Wooster stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
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- Cuyahoga Valley National Park
- Mohican State Park
- Pro Football Hall of Fame
- Cleveland Metroparks Zoo
- Gervasi Vineyard
- Boston Mills
- Malabar Farm State Park
- Snow Trails
- Crocker Park
- Ohio State Reformatory
- Rocky River Reservation
- Mid-Ohio Sports Car Course
- Stan Hywet Hall and Gardens
- Mohican State Park Campground
- Greater Cleveland Aquarium
- Ariel-Foundation Park
- Mohican Adventures Canoe Livery & Fun Center
- Edgewater Pier
- A Christmas Story House
- Edgewater Park Beach
- West Side Market
- Clay s Resort Jellystone Park in North Lawrence OH
- Akron Zoo





