Vacation rentals in Winesburg

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Top-rated vacation rentals in Winesburg

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Top guest favorite
A serene outdoor seating area features a round fire pit surrounded by comfortable wicker furniture, including rockers and chairs with soft cushions. A potted plant adds a touch of greenery, with dappled sunlight filtering through the trees in the background.
Guest suite in Sugarcreek
4.99 out of 5 average rating, 276 reviews

Serenity Lane Lodging in Amish Country

Nestled in the heart of Amish country, we find Der Dutchman, Coblentz Chocolates, and the charming Rebecca’s Bistro, just a stone’s throw away. For those seeking unique treasures, there’s an antique mall. Walnut Creek Cheese, a must-visit is about a mile down the road, and Hillcrest Orchard is even closer. Head west on state route 39 for about 10 minutes, and you’ll arrive to the bustling town of Berlin, which is filled with shops. Head East and find Sugarcreek, the Little Switzerland of Ohio.

Top guest favorite
A dining area features a round wooden table surrounded by four matching chairs, with a decorative plant as the centerpiece. Nearby, a leather chair sits beside a window, while a kitchen area displays white cabinetry and dark appliances, providing a functional and inviting space.
Home in Sugarcreek
4.97 out of 5 average rating, 512 reviews

Gerber Valley Farm Bed & Breakfast

Spend the night "on the farm" in a scenic valley between the rolling hills of Holmes County, Ohio--the heart of Amish Country. Walnut Creek, Berlin, and Sugarcreek are mere minutes away! We offer a private setting so you can relax and breathe in the country air! Sit on the porch and watch the buggies roll by while you enjoy Chris' famous coffeecake--a favorite of our many returning guests! Soak in the whirlpool tub and let your cares float away. You will love our clean, cozy, and charming place!

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, 298 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!

Top guest favorite
Apartment in Sugarcreek
4.94 out of 5 average rating, 109 reviews

Hidden Glen Retreat

Hidden Glen Retreat is a cozy apartment nestled beside the woods, where the lights are left on for you if you come in late and 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
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
4.93 out of 5 average rating, 245 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
A living room is presented with a green accent wall and features two comfortable black leather sofas facing a wooden coffee table. An antique cabinet and a wall-mounted deer head add character, while softly lit recessed lighting enhances the cozy setting.
Apartment in Dundee
4.96 out of 5 average rating, 118 reviews

Peaceful Hills

Looking for a quiet place to come relax in Amish Country? This is the place for you to stay. We are back in the hills of Amish Country where it’s quiet and relaxing. We are 4 miles from Sugarcreek, 5 miles from Walnut Creek and 9 miles from Berlin. Come bring the whole family to this great place with lots of room, 2 Bedrooms with Queen beds, 2 Bathrooms, plus a cot and single mattress available, full kitchen and living room, 1900 SQ FT NO PETS, NO SMOKING, NO DRINKING

Top guest favorite
A well-appointed bedroom is depicted with a spacious bed featuring multiple pillows and a neutral palette. Two minimalist side tables are positioned beside the bed, accommodating decorative items. Natural light filters through window blinds, highlighting a framed artwork on the wall above the bed.
Home in Millersburg
4.98 out of 5 average rating, 114 reviews

Ida's House - Walnut Creek Modern Amish Farmhouse

Welcome to Ida's House... We invite you to be our guest! Perfect for a family, ladies' getaway or couples' trip - This 4th generation Amish Farmhouse is quaintly nestled on a country road in the heart of Ohio's Amish Country. While allowing you to get a taste of the country life, complete with neighboring horses in the backyard, Ida's House is conveniently located just minutes from all the attractions the area has to offer in Walnut Creek, Sugarcreek and Berlin.

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, 360 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
A modern tiny home features an angled roof and large glass windows, allowing natural light to fill the interior. A spacious deck extends around the structure, complemented by a grassy area in the foreground, contributing to the serene surroundings.
Tiny home in Sugarcreek
4.99 out of 5 average rating, 105 reviews

The Alder

Our serene tiny home offers clean lines and airy spaces that invite you to unwind and rest. Experience a stay where simplicity and comfort blend together seamlessly, providing you with a delightful escape from the hustle and bustle of everyday life Whether you want to sit by the fire or go on an adventure, The Alder is your ideal destination. Located in the heart of Amish Country with many local attractions.

Top guest favorite
A modern kitchen features a large wooden island with seating for six. White cabinets and open shelves provide ample storage, while a stainless steel refrigerator and stove are prominently displayed. Pendant lights hang above the island, illuminating the space.
Apartment in Dundee
4.99 out of 5 average rating, 456 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, 126 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.

Top guest favorite
The front view of a single-story home is showcased, featuring a well-maintained lawn and a tree line in the background. A covered porch is visible, along with an inviting front door. The exterior is painted in light tones, complemented by a dark shingle roof.
Home in Sugarcreek
4.98 out of 5 average rating, 127 reviews

High Point Haven

Relax and recharge in our fully furnished peaceful home! Located in Walnut Creek, OH in the heart of Amish Country. This is a great location in a quiet neighborhood centrally located. Two great restaurants just up the street a few minutes away to grab breakfast, lunch or dinner. Berlin is a short 5 minute drive away for more shopping and exploring!

Popular amenities for Winesburg vacation rentals

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