
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.

[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 space. The perfect weekend getaway! Master Bedroom - The master bedroom features a queen bed and is located on the top floor. It has closet space for storage. It also features a flat screen Roku TV with YoutubeTV along with a couch. Bedroom #2 - The second bedroom features a full bed with a closet for storage. Master Bathroom (Top Floor) - The master bath has a large vanity as well as a walk-in shower, toilet & storage for towels. Bathroom #2 (Main Floor) - This bathroom features a relaxing soaker tub, vanity, and toilet. Kitchen - The kitchen features fully equipped stainless steel appliances and includes the following: - Microwave - Electric Range - Keurig single-serve coffee maker - Refrigerator with water/ice dispenser - Dishwasher - Plates, cups, bowls, wine glasses - Utensils - Blender - Pots & pans - Coffee filters Living Room - The living room features two large couches & a coffee table. There is a large flat screen TV with Roku and YoutubeTV. Dining Room - The dining area holds 4 chairs. It can be used as a formal dining area to enjoy dinner or a casual work space. Top Floor Lounge Area - The space at the top of the spiral staircase has a couch and a DoubleSun Telescope to let you explore the universe. Outdoor Areas - The back patio is likely one of the more popular hangout areas of the house. It features a large, four-burner grill. It also includes patio chairs & a table. It gives a great view of an open space known for deer sightings. The side patio features a table and chair for two. It's the perfect place to enjoy a morning cup of coffee. There is also a campfire area on the rear side of the house, for late evening smores! - Guests have full access to the entire home, back patio, and all outside spaces. - Guest have access to all towels, linens, pillow cases & paper products. - The house is a short walk to Fire Ridge Golf Course. Perfect for a peaceful evening or morning stroll. - Guests are within a 10-minute drive of so many of Amish Country's attractions and restaurants - The homeowners live beside the house and are available if needed

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.

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. 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. (Our home offers a kitchenette only.)

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!

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.

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.

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.

Entire home 10 minutes from Cuyahoga National Park
Enjoy a stylish and peaceful experience at this centrally-located bungalow. Summit house is conveniently located 7 minutes to University of Akron and all of the hospitals. Centrally located, Summit House offers easy access to Cuyahoga Valley National Park, Stan Hywet Hall, Brandywine and Boston Mills Ski Resort, Blossom Music Center, Akron Zoo, Akron Art Museum, local metro parks and a range of exciting attractions.

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. Light it for relaxing around a cozy campfire.
Popular amenities for Wooster house rentals
House rentals with a pool

Hidden Ariel Resort

Amish Country Farmhouse Sugarcreek in Countryside

Guest House on Historic Merested Farms!

Country Comfort with Hot Tub|Family & Groups

Immaculate Home | Private Pool | Pro Football HOF

Mahalo Stay

Liberty Hill Lodge, Hot Tub & Pool

Lookout Lodge a house with a 360 view
Weekly house rentals

Classic home next to the College of Wooster!

Stylish Rural Retreat

The Daudy Haus of Kidron

Downtown Wooster Cottage

New built 2024 luxury 3 b home

The Richards Ranch

Memory Lane Cottage

Cedarblock: Modern 3br forest-side escape
Private house rentals

Rustic Lakefront Retreat

Secrest Serenity

Warner Homestead

The Acacia

Northern Nights: Downtown House, Private Parking

Cottage in Amish Country

Victorian gem & private gardens

Millie's Place Welcomes You!
When is the best time to visit Wooster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 NZD | $240 NZD | $247 NZD | $245 NZD | $252 NZD | $248 NZD | $284 NZD | $273 NZD | $270 NZD | $247 NZD | $243 NZD | $231 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 $123 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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- Cuyahoga Valley National Park
- Mohican State Park
- Pro Football Hall of Fame
- Cleveland Metroparks Zoo
- Firestone Country Club
- Malabar Farm State Park
- Boston Mills
- West Branch State Park
- The Quarry Golf Club & Venue
- Memphis Kiddie Park
- Brandywine Ski Area
- Tuscora Park
- Funtimes Fun Park
- Snow Trails
- Maize Valley Winery & Craft Brewery
- Gervasi Vineyard
- Paper Moon Vineyards
- Sarah's Vineyard
- The Blueberry Patch




