Pet-friendly holiday rentals in Wooster

Cedarblock: Modern 3br forest-side escape

Come experience this modern design sanctuary, recently remodeled and surrounded by fairy-tale forest. It's minutes from Highland Square and a quick drive to Cuyahoga National Park, Stan Hywett, Downtown Akron, Blossom Music Center, and more. Less than an hour from Cleveland’s world-class museums, Rock & Roll Hall of Fame, and Lake Erie. Cedarblock provides an inspiring retreat that’s close to convenient amenities but set in a charming and walkable neighborhood, fusing nature, style, and fun.

The Scandi - Tiny Home & Sauna in Berlin Ohio

Most people think of a tiny home as a small, cramped space. Nothing is further than the truth. Intentional design in The Scandi maximizes its small footprint. 12' tall ceilings make the space feel roomy and spacious. Big beautiful windows on all sides give you a sense of being close to nature. Watch your favorite show on the 55" 4K tv. A skylight and memory foam mattress let you fall asleep under the stars. The outdoor sauna, ice barrel and firepit are all yours to enjoy. @tinystays_berlin

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.

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.

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.

Northside District Loft - Panoramic Valley Views

Welcome to our newly updated loft located in the popular Northside District, just on the edge of downtown Akron. The entire space fills with natural light from the large windows in every room and with an oversized covered balcony it's the perfect place to enjoy the nearby outdoor scenery while still being close to the city. Enjoy a cozy night by the electric fireplace! Note: Pet friendly to only dogs. Pack n' play available.

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.

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!