Pet-friendly vacation rentals in Wooster

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.

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. His and Hers bicycles will be provided for use free of charge during the summer. 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.

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.

Beautiful 2BR/2BA Loft Apartment Downtown Wooster

This 2500 sq ft stylish loft apartment is perfect for an entire family or large groups in beautiful Downtown Wooster. The apartment features a rooftop deck with spectacular views of Wooster and surrounding area, the primary bedroom has an en suite bath and walk-in closet, gourmet kitchen, large open dining and living areas, and on-site parking. Restaurants/bars, library, shopping, and parks are steps 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!

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 and Secrest Arboretum, 3.5 mi to College of Wooster, 1 hr drive to CLE airport. Family lives on-site (above the airbnb) so some dog and kid noise expected. Plenty of parking for truck or 2 cars. Apt is self-check in (see instructions).

Cozy 1 bedroom in Highland Square, pets welcome!

This unique 1 bedroom is in the heart of Highland Square. Quiet street just steps away from great locally owned restaurants, shops, and a fresh food market. Live music and other entertainment nightly! Minutes from I-77 & I-76. Full kitchen & bathroom. Queen mattress is brand new.