Holiday rentals in Winesburg

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Top-rated holiday rentals in Winesburg

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

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Top guest favourite
Cottage in Dundee
4.97 out of 5 average rating, 167 reviews

Pear Tree Cottage~A Step Back in Time+Mini Donkeys

Escape the bustle and noise of everyday at the Peartree Cottage in the heart of Ohio's Amish Country.The private cottage peeps out from the folds of the eastern hills of Holmes County, directly in the heart of the worlds largest Amish community.It is surrounded by stunning scenery amidst every season, most stunning in fall.Grind your own coffee with our endless supply of coffee beans.Fresh homemade maple frosted cinnamon rolls and delicious fresh baked bread will be at the cottage, just for you.

Top guest favourite
The exterior of a rustic treehouse is visible, featuring a dark wood facade with multiple gabled roofs. A gravel driveway leads to the structure, and a grassy area surrounds it. Large windows provide natural light, while trees are seen in the background, enhancing the property’s secluded feel.
Cabin in Millersburg
4.98 out of 5 average rating, 295 reviews

The Tranquil Treehouse (New 45% monthly discount)

Consider enjoying your vacation in our lovely treehouse! All rooms are upstairs looking out into the tops of the trees. This home is located on 4 Wooded Acres where you could build a campfire for the evening & enjoy the peaceful Outdoors. During the day you can enjoy Amish Country, Millersburg antiques, canoe liveries, hiking trails and biking trails. Shopping, movies, and restaurants in . All destinations aprox 20 min. or less from the property. Also ask us about our local wineries and Brewery!

Guest favourite
The bedroom features a queen size bed with a wooden headboard and decorative pillows in deep blue hues. A bedside table holds a small plant, and soft lighting from a lamp enhances the cozy ambiance.
Flat in Millersburg
4.84 out of 5 average rating, 241 reviews

RoElva Inn II -Walnut Creek Modern Amish Farmhouse

Welcome to the RoElva Inn II... Located in the Heart of Amish Country on State Route 39 -just minutes away from Walnut Creek, Sugarcreek & Berlin. This is the Ground Level Suite of the original Amish Farmhouse that was home to the Roman & Elva Miller Family. For many years they welcomed & served thousands of guests through their well-known "Miller's Home Cooking". Still remaining within the Miller Family, this home has been recently updated with modern amenities. We invite you to be our guest!

Top guest favourite
A rustic cabin is nestled among lush greenery, surrounded by trees. A gravel pathway leads to the entrance, while a wooden deck with steps is visible. The natural setting offers a sense of privacy and tranquility.
Cabin in Beach City
4.98 out of 5 average rating, 960 reviews

Woodland at Creekside Dwellings w/Hot Tub

The Woodland at Creekside Dwellings is a refreshing getaway for 2, nestled in the forest, near beautiful Amish Country! Only 6 miles from Winesburg and 12.6 Miles from Berlin, you can choose to go out and explore (Dundee Falls is a must see for the explorers! An easy 5 min drive away!) , or cozy up and enjoy nature here! The Pro Football Hall of Fame is only 30 minutes away, as well! There are an endless supply of local attractions. The cabin is stocked and ready for you to unwind and relax.

Top guest favourite
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
4.97 out of 5 average rating, 355 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 favourite
A rustic living area features exposed wooden beams and stone walls, creating a warm ambiance. Comfortable seating surrounds a central coffee table, with soft lighting from table lamps. A cozy fireplace is visible, enhancing the inviting atmosphere of the space.
Cottage in Winesburg
4.96 out of 5 average rating, 104 reviews

Peaceful, Spacious, Historic Stone Cottage Getaway

Located in the quaint village of Winesburg, in the heart of Ohio's Amish Country, the historic Stone Cottage Inn provides all the amenities of home in a rustic ambiance hard to find anywhere else. The peaceful small-town setting offers our visitors easy access to the general store, pizza shop, coffee shop, ice cream parlor, antique store, post office, and the park. Take a stroll on the brick sidewalks, and put your feet up by the fire while you listen to the sound of horses passing by.

Guest favourite
Cottage in Sugarcreek
4.95 out of 5 average rating, 308 reviews

Golden Valley Cottage| Amish Country Views!

BNB Breeze presents - Golden Valley Cottage The Perfect couples retreat in Amish Country!! A beautiful, charming, stand alone cottage located right in Walnut Creek, Ohio. The cottage includes a kitchenette, small table for eating, reclining love seat, bedroom, bathroom, and deck with beautiful views overlooking the Cove, Wallhouse Hotel and Route 39. We invite you to be our guest and relax in our quaint little cottage! • 2 Person Cottage • Balcony • Gorgeous Views of The Rolling Hills

Top guest favourite
A spacious deck is shown in front of a wooden house, featuring a small round firepit on the grassy lawn. Chairs are positioned on the deck, offering views of the surrounding greenery and hills under a partly cloudy sky.
Home in Dundee
4.98 out of 5 average rating, 111 reviews

Peaceful Meadows/Porch to Sun Yourself/Sandbox

This beautiful home is located in the hills of Amish county, it has plenty of space for the whole family, a gorgeous kitchen with all your basic cooking utensils, a pebble pit and sand box for the kids, and beautiful views of the country side. The home is a short drive from Berlin, a main attraction, with lots of shops, restaurants and places to explore. While tucked back from the main road, there are coffee shops, a pizza place, grocery store, and a dollar general just mins away.

Top guest favourite
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, 281 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 favourite
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, 378 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 favourite
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.
Flat in Dundee
4.99 out of 5 average rating, 494 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 favourite
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, 129 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.

Popular amenities for Winesburg holiday rentals

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