
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.

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.

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!

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.

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.

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.

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!

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.

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.

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
House rentals with a pool

Hidden Ariel Resort

Amish Country Farmhouse Sugarcreek in Countryside

Country Comfort with Hot Tub|Family & Groups

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

Immaculate Home | Private Pool | Pro Football HOF

Liberty Hill Lodge, Hot Tub & Pool

Crystal Wave Retreat Hot tub & Pool

Clubhouse
Weekly house rentals

Landmark Lakehouse | Dock • Kayaks • Fire Pit

Ruth’s Inn nestled in Amish country, Berlin, OH

Stylish Rural Retreat

Mystic Cliffs Hideaway

Victorian gem & private gardens

Cozy Cottage in Woods/Cuyahoga Valley NP, Blossom

Park Side Guest House/ Hot Tub/ Outdoor Fire Pit

Country cottage
Private house rentals

Secrest Serenity

Classic home next to the College of Wooster!

Modern 1BR Walking Distance to Downtown Wooster

The Daudy Haus of Kidron

Downtown Wooster Cottage

New built 2024 luxury 3 b home

Stillwater Retreat | Private Pond w/ Kayaking

The Richards Ranch
When is the best time to visit Wooster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 $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!
Destinations to explore
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- Cuyahoga Valley National Park
- Mohican State Park
- Pro Football Hall of Fame
- Cleveland Metroparks Zoo
- Firestone Country Club
- Boston Mills
- Malabar Farm State Park
- West Branch State Park
- The Quarry Golf Club & Venue
- Memphis Kiddie Park
- Brandywine Ski Area
- Gervasi Vineyard
- Funtimes Fun Park
- Tuscora Park
- Brookside Country Club
- Snow Trails
- Maize Valley Winery & Craft Brewery
- The Blueberry Patch
- Paper Moon Vineyards
- Sarah's Vineyard
- Mid-Ohio Sports Car Course
- Stadium Park




