Pet-friendly vacation rentals in Wooster

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!

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.

Cozy Retreat Tucked in the Heart of Amish Country

Welcome to heaven on earth! This cozy cabin tucked between the quiet woods and a beautiful scenic pond in the valley will have you wanting to cancel plans and lounge with a good book all day. Start your morning with coffee, rocking on the porch and bird watching over the pond. Spend the day exploring Berlin, Millersburg or Mohican (all within a very short drive). As the day turns into night, enjoy gooey marshmallows over the campfire while listening to the bullfrogs sing.

The Lux - tiny home w/ jacuzzi in Berlin

The Lux is our largest and most luxurious tiny home. At 32 foot long, it looks striking from a distance. The butterfly roof and accent walls give you a hint of what to expect when you walk in. The Lux has all the basics you’d expect for a luxurious stay: full bathroom with running water (not a composting toilet) a full kitchen, heat/AC, fast wifi & a memory foam queen size bed. But it’s what you wouldn’t expect in a tiny home that will get you.

Mohican Cabin Private Getaway

Your own private cabin in the woods! A great getaway adjacent to Mohican State Forest and Mohican area activities. There is no TV in the cabin, so you can enjoy the natural setting of the cabin without distraction. NOTE: there is a walking path and steps to get to the cabin, steps up to the front door, and an open staircase to the sleeping loft. The driveway to the cabin is up hill and gravel, accessible by all cars in the Spring/Summer/Fall.

Peaceful 2-BR Apartment in the Heart of Smithville

Quiet 2-BR apartment located on the first floor in the heart of Smithville, Ohio. About a 10 min drive to Wooster. The apartment sits in front of a park which has access to hiking paths, baseball, and soccer fields. Local restaurants and stores are walking distance. Space includes 2 Queen Beds Amenities include Wifi, Free parking for 1 vehicle, Washer/Dryer, Full Kitchen, Covered Front Porch and many more.

Private, spacious 1 bedroom apt 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.

Hollow Valley Crates

Nestled in a flowy little valley, Hollow Valley Crate's "Hilltop" Container is your new favorite place to rest, relax and recover. We're a few minutes from interstate 77 and a few minutes from the heart of Amish Country. Surrounded by wineries and local dining favorites you won't want to miss. Spooky Hollow Road is quiet and peaceful. What more can you ask for when needing a get away?

Amish Country Silo

Experience a one-of-a-kind romantic retreat in a charming grain bin with a modern farmhouse interior. This unique escape offers every amenity to ensure an unforgettable getaway. Gaze out the windows to take in the breathtaking views of the picturesque farmland. You're just 30 minutes from the heart of Amish Country, complete with the best shopping and restaurants!

Treehouse Village - The Arrow

The Arrow is a classic, hit you in your heart, A-frame with the addition of a swinging rope bridge! What more could you want? This treehouse is a favorite and you'll see why! It is simple, yet cozy and comfortable. There is a queen-sized bed and a bathroom with a beautiful claw-foot bathtub. This is the perfect retreat for couples! (Not designed for children).