Pet-friendly holiday rentals in Wooster

Very nice and clean two bedroom apartment on a quiet dead end street. This apartment is in the perfect location to get to anywhere you would like to go within the City in just a few miles!

Make this cozy, spacious apartment your home away from home. Centrally located between Downtown and Uptown Wooster. This home is with in walking distance of West View Manor and the Wooster Country Club. This convenient location gives you easy access to restaurants, shopping centers, the YMCA, the College of Wooster as well as Wooster High School all within 3 miles. It's perfect for one person or bring the whole family. Stop in for a visit and enjoy all the great city of Wooster has to offer!

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!

Welcome to The Cabin at CT Farms!

Tiny-home, located on our 5.5 acre farm in western Wayne county. This brand-new cabin was constructed by local Amish builders. Complete with most amenities you'd find at home, it offers a cozy spot to relax or work. Have a cup of coffee on the porch and listen to the farmland awaken, or catch amazing sunsets in the evening. Located 2 minutes from US Route 30. 1.25 hours from Cleveland/Columbus. 10 minutes from College of Wooster. 30 minutes from Amish Country. (Berlin/Millersburg).

Modern 1BR Walking Distance to Downtown Wooster

Welcome to our cozy Airbnb just walking distance to the heart of Downtown Wooster. This charming upstairs unit with one-bedroom layout is perfect for hosting up to 2 guests comfortably with 1 king bed, adjustable bedframe, lights, and USB ports. Dedicated parking spot provides added convenience and peace of mind during your stay. Whether business or pleasure, our Airbnb offers the perfect blend of comfort, convenience, and style for your next getaway. We look forward to hosting you!

Cabin with pond & Fireplace * Hot Tub * King Bed

A quaint, cozy newly remodeled in 2025 cabin on 60 wooded acres perfect for a couples getaway. 8 minutes to a great downtown for shopping unique boutiques, dining, local wineries, breweries and distillery! Enjoy peace & tranquility in natures setting. Cozy up to a massive stone wood burning fireplace both inside and on the screened in porch. The brand new private hot tub boasts natural spring water and is just outside the door from the cabin and overlooks the natural spring ponds.

Christi's Hideaway Cabin in Winesburg Ohio

Beautiful cabin sits back below our home. We are located in the beautiful town of Winesburg, Ohio within 5 miles of Mt. Hope , 6 miles from Walnut Creek & 7 miles from Berlin. Ohio. Within walking distance of Whitmer's general store & pizza and the Beacon Cafe. Come & visit our quaint little town and historical buildings. Our address is 2121 Main Street, Winesburg, Ohio 44690. You will have privacy! I have 2 outside cats but they never go inside.

Mystic Cliffs Hideaway

Mystic Cliff offers a beautiful setting for families and friends to get away and make memories. This newly renovated 3 bedroom home is nestled on 7 wooded acres for you to explore. Enjoy the scenic firepit on top a large standing rock formation. And watch the wildlife roam. Even from the front porch. It is conveniently located just a few miles from Mohican State Park. With trails, a river, adventures, places to eat, Landoll's Castle and more.

Luxury Studio over Jackson St(Courthouse Studio)

The Cozy Courthouse Studio(within the Baker Suites @ 88 E. Jackson Unit B) overlooks main street with views of downtown and the courtyard. It provides a full size day bed with a twin trundle. The full service kitchen provides an up close view of historic downtown Millersburg. It is centrally located within short walking distance to brewery, restaurants, and shopping. This apartment is a second floor walk up, elevator available upon request.

Riverside Hideout Shipping Container with Hot tub!

A unique oasis tucked into the woods & hills along Tuscarawas River. Mini kitchen, bedroom, bath & living room. Sit on the patio & take in the views of the river from the hot tub. Near Ohio/Erie Canal trail, ProFootball Hall of Fame, Amish Country Berlin & Walnut Creek, Atwood & Tappan Lake, Historic Zoar, Swiss Festival & Wineries. One pet is free, additional pets is $25 flat fee. You must claim a pet, for cleaning purposes.

Wooster private apartment near Amish Country

Enjoy a private 1 bed, 1 bath, full kitchen, private patio, close to downtown Wooster, 1.5 mi from OARDC/Secrest Arboretum, 3.5 mi to College of Wooster, 1 hr drive to CLE airport. Enjoy the heart of Amish Country while saving money being 30 min away from the tourist hub! Family lives on-site (above the airbnb) so some dog and kid noise expected. Plenty of parking for 2 cars. Apt is self-check in.