Vacation rentals in Winesburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winesburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
The exterior of a charming guesthouse is depicted, featuring white siding and a welcoming front door. Colorful flower beds with seasonal blooms frame the entrance, while a small decorative archway adds visual interest. A well-maintained lawn surrounds the building, enhancing the inviting atmosphere.
Guesthouse in Millersburg
5 out of 5 average rating, 208 reviews

Old Veterinarian Office, Heart of Amish Country!

In 1946 my parents lived here, using the upstairs as dad's veterinarians office. I've remodeled it using their doors, sinks, and artwork, an Amish made bed & bedding, and included locally made soaps & coffee. My parents were simple, peaceful, and relaxed, and I hope you feel that during your stay. This unique building has one bedroom, one bathroom, a small living area with a pull-out couch and kitchen. It is located just minutes away from downtown Berlin, local farms, bakeries and so much more!

Top guest favorite
A modern cabin is featured, surrounded by trees and bathed in golden light from the setting sun. A spacious deck extends from the cabin, providing seating areas, while steps lead down to the gravel path below amidst lush landscaping.
Place to stay in Sugarcreek
4.96 out of 5 average rating, 327 reviews

The Haven / Scenic Aframe cabin

The Haven is just that - a place of rest. Keep it simple at this peaceful and centrally-located place. The cabin is nestled in a wooded area with a pond view and rolling hills. In the heart of beautiful Amish country we are just minutes away from popular attractions. The living area includes a full kitchen, washer and dryer, and comfortable furniture to enjoy a smart tv and fireplace. A King bed and full bath on the main floor. The loft has a queen bed. We welcome you to come stay with us!

Guest favorite
A cozy sleeping area features a spacious bed with a textured blanket and decorative headboard. Two accent chairs sit beside a small side table, complemented by warm lighting from bedside lamps. Soft rugs cover the floor, adding to the welcoming atmosphere.
Apartment in Wooster
4.84 out of 5 average rating, 303 reviews

Cozy Abode

The space is a dedicated basement apartment. The space has its own door and lock, but guests will enter through a shared garage entrance. The decor is neat and modern. There is a small kitchenette, giving guests the ability to eat in, or make coffee. The cozy sitting area is a great place to wind down for the evening or enjoy a morning cup of coffee. The apartment is below our living space. While we will do our best to keep noise to a minimum, you will hear kids/footsteps during the day.

Superhost
The charming exterior of the brick cottage features a white facade with a sloped roof. Two large windows adorn the front, framed by hanging planters. A wooden door serves as the entrance, flanked by a landscaped yard with fresh greenery and a stone walkway leading to the door.
Cottage in Wilmot
4.85 out of 5 average rating, 112 reviews

Maple Street Manor

Welcome to Maple Street Manor... We invite you to be our guests at this 1892 dreamy Brick Cottage full of rich history + charm in Amish Country, Ohio. Take a step back in time as you visit this peacefully rural area, bursting with unique experiences and great food! Maple Street Manor is located in the small, sleepy town of Wilmot - just a short drive from all of the hotspots! If you love character and appreciate original (squeaky) hardwood floors... this is just the space for you!

Top guest favorite
A scenic view of rolling hills and open fields is captured from the property, showcasing a serene landscape under a gentle overcast sky. Neat rows of evergreen shrubs border a reflecting pond, enhancing the tranquil outdoor space.
Cottage in Dundee
4.94 out of 5 average rating, 258 reviews

Private Romantic stone cottage in Amish country

Romantic cottage in the rolling hills of Amish Country. Treat your taste buds to a mouthwatering full breakfast delivered to your door! Come and loose all your cares as you breathe in the quiet serene countryside. Wonderfully decorated complete with a full kitchen and a two person jaccuzzi overlooking the breathtaking view. Feast your eyes on spectacular sunsets in front of a warm fire in our handcrafted fire pit as the sound of running water from the pond fills the air.

Top guest favorite
Guesthouse in Millersburg
4.99 out of 5 average rating, 272 reviews

Dream Away Cottage in Berlin

Come to Dream Away Cottage and experience your Dream Away vacation. Take a drive in the country and shop in our popular shops. Relax in the cottage. Make a cup of coffee, sit in the hickory rocker and read one of our books, or you might want to play a game. You will enjoy the quiet atmosphere. The shops are only 2 minutes from the cottage. Visit the many attractions close by. Check our guestbook. Read our story. You might be surprised. We have suggestions for you.

Guest favorite
The tiny house exterior features a modern design with black metal siding and wooden accents. Large windows provide ample natural light, and a welcoming porch is adorned with two white chairs. Lush green grass surrounds the home, creating a serene outdoor space.
Tiny home in Millersburg
4.95 out of 5 average rating, 152 reviews

Farm Lane Guest House

Nestled only one mile from the square in Berlin, this quaint tiny house offers a relaxing retreat for your visit to Amish Country. This charming abode features two cozy bedrooms, a pristine bathroom, a welcoming living area, and a fully-equipped kitchen. Guests can unwind and enjoy a slower pace of life. Whether you’re sipping coffee to start your day or exploring nearby shops and attractions, our tiny house is the perfect place for a memorable retreat.

Top guest favorite
A quaint cabin entrance is framed by a covered porch, featuring wooden flooring and surrounded by vibrant potted plants. Two metal chairs provide seating, and a bold red door is prominently displayed, complementing the natural setting of greenery.
Cabin in Winesburg
4.92 out of 5 average rating, 366 reviews

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.

Top guest favorite
Apartment in Sugarcreek
4.92 out of 5 average rating, 119 reviews

Hidden Glen Retreat

Hidden Glen Retreat is a cozy apartment nestled beside the woods, where you wake up to the music of birdsong! Enjoy your morning coffee on the deck or gather around the gas fireplace with your family or a friend. Located in the village of Walnut Creek, Ohio minutes from Der Dutchman Restaurant, Rebecca's Bistro, Hillcrest Orchard, and Cafe Chrysalis, and a short drive (10 - 15 minutes) from Sugar Creek, Berlin, and Mt Hope.

Top guest favorite
The kitchen features a modern design with white cabinetry and a spacious island. Eight high-backed stools are arranged around the island. Floating shelves display dishware and plants, while a white subway tile backsplash complements the stainless steel appliances.
Apartment in Dundee
4.99 out of 5 average rating, 468 reviews

Hidden Meadow's Apartment in a Quiet Setting

This quaint apartment is nestled in the rolling hills of scenic Amish Country. It's located within a mile of the Historical town of Winesburg and 5 miles from Berlin and Walnut Creek. You can explore LOTS of Coffee Shops, Restaurants, Antique Malls and unique Boutique Shops. You will also find Breitenbach Wine Cellars in Sugarcreek and your kids will love to visit The Farm in Walnut Creek

Top guest favorite
A charming entrance is framed by a timber and stone structure, showcasing a welcoming red door. Lush greenery and vibrant hanging plants are positioned above the entrance, complementing the stone finish and adding a natural touch to the exterior.
Guest suite in Wilmot
4.98 out of 5 average rating, 127 reviews

Old Alpine Valley Inn w/Queen Bed in Amish Country

Quiet & cozy 3 room guest suite tucked away at the edge of a lush forest inside the heart of Ohio’s beautiful Amish Country. This welcoming suite has both rustic & modern features. This spot in Amish Country is only a 10-20 minute drive to most of the popular towns in the area. If you’re looking for easy access, peaceful and fresh country air this suite is yours to book.

Guest favorite
A contemporary two-story house is shown, featuring a mix of gray and white siding. A front door with a clean design is flanked by manicured bushes. The surrounding lawn is well-maintained, with a gravel driveway leading to the property.
Tiny home in Holmesville
4.96 out of 5 average rating, 149 reviews

Unique Home in Holmesville/ Holmes County

●20 minutes from Wooster, Millersburg, Berlin, Loudenville, and Mt Hope, and within a short drive to Mohican State Park. ●Firepit and chairs on the back patio ●Built in 2022 with contemporary styling and unique touches throughout. ●Set in the small town of Holmesville with a pizza shop and Blue Moon Bistro close by. ●Quality whole bean coffee provided

Popular amenities for Winesburg vacation rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Holmes County
  5. Winesburg