
House holiday rentals in Wooster
Find and book unique houses on Airbnb
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 $102 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Wooster holiday rentals include wifi 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!
Top-rated house rentals in Wooster
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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.

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.

[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

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.

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 house rentals in Wooster
House rentals with a pool

Amish Country Farmhouse Sugarcreek in Countryside

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

Quaint Getaway with Hot-Tub & Pool
Weekly house rentals

Cozy Country Retreat - Patio & BBQ Grill

Classic home next to the College of Wooster!

Modern 1BR Walking Distance to Downtown Wooster

Stylish Rural Retreat

Warner Homestead

Spink Street Extended Stay Craftsman Home.

Country cottage

Beautiful Country Side Mansion
Private house rentals

Historic Cottage in the Heart of Amish Country

The Daudy Haus of Kidron

Fehrview Outlook

Northern Nights: Downtown House, Private Parking

The Richards Ranch

Millie's Place Welcomes You!

Golf Course Home on 10th - Newly Renovated

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 | $188 SGD | $203 SGD | $204 SGD | $178 SGD | $183 SGD | $180 SGD | $206 SGD | $198 SGD | $195 SGD | $198 SGD | $198 SGD | $198 SGD |
| 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 |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Indianapolis Holiday rentals
- Louisville Holiday rentals
- Columbus Holiday rentals
- 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
- Ohio State Reformatory
- Crocker Park
- Rocky River Reservation
- Mid-Ohio Sports Car Course
- Stan Hywet Hall and Gardens
- Greater Cleveland Aquarium
- Mohican State Park Campground
- 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
- Southpark Mall





