Holiday rentals in Winesburg

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Top-rated holiday rentals in Winesburg

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Top guest favourite
Cottage in Dundee
4.97 out of 5 average rating, 163 reviews

PearTreeCottage~Sunset Views•Hot Tub•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
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, 338 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, 102 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.

Top guest favourite
An aerial view of a log cabin is presented beside a tranquil pond, surrounded by lush greenery and gentle hills. The driveway leads up to the cabin, offering a clear view of its rustic design and the serene water reflecting the surrounding landscape.
Cabin in Millersburg
4.97 out of 5 average rating, 153 reviews

Stillwater Cabin with Hot Tub

A beautiful log cabin located in Berlin Ohio, the heart of Amish Country. Nestled beside an 8-acre pond with an open dock and adirondack chairs. The outdoors offers other relaxing options like soaking in the hot tub, putting on the putting green, sitting under the pergola with the gas fire pit, swinging on the front porch, or grilling on the patio. Or you can head indoors and relax on the massage chair, play a game, or watch something on one of the 4 TV's, or simply take a nap.

Top guest favourite
A bright sleeping area features a metal bed with plush bedding and a decorative pillow. Beside the bed, a wooden nightstand holds a small potted plant. A modern lamp provides soft lighting, while a framed sign with the text 'Make yourself home' decorates the wall. Natural light enters through a window, with sheer curtains gently filtering it.
Cabin in Berlin
4.99 out of 5 average rating, 320 reviews

Cabin in Amish Country w Animals-1 mi from Berlin

Our renovated cabin is located - 1 mile - from the heart of Amish Country (Berlin) off of a quiet township road. A space to unwind, rejuvenate, and relax after spending a day at the numerous shopping and dining options nearby. Whether lounging on our front porch swing, making s’mores around the fire pit, or interacting with our mini farm animals, you decide the level of activity. Yes, you get free goat food! You will be able to interact with them in our pasture. Spring - Oct

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, 266 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
The A-frame cabin is nestled among trees, featuring large windows that provide a view of the surrounding wooded area. A wooden walkway leads to the entrance, connecting the cabin to the natural landscape. The exterior showcases a blend of natural materials with a modern design.
Cabin in Beach City
4.98 out of 5 average rating, 597 reviews

A-frame at Creekside Dwellings w/Hot Tub

The A-frame at Creekside Dwellings is a small + impactful oasis near beautiful Amish Country! Only 6 miles from Winesburg + 13 miles from Berlin. There are an endless supply of local attractions. The Pro Football Hall of Fame only 30 minutes away, as well! The A-frame is stocked with all the amenities you will need to kick back and relax! Enjoy the steaming hot tub, gas grill, and tree top views. *note on location: the A-frame is visible from the road during the winter months

Top guest favourite
A tiny home is nestled among trees, featuring a small front porch with steps leading up. A covered gazebo stands nearby, surrounded by a gravel patio area. The property is framed by vibrant autumn foliage, providing a serene backdrop.
Tiny home in Beach City
4.95 out of 5 average rating, 164 reviews

Klein haus ~ Tiny Home

Reconnect with nature at Klein Haus! You'll love this unique and romantic escape. A true Tiny Home experience. Including a patio area with comfortable seating, hot tub, cold plunge. Out the windows you'll see views of the wooded area that surround the property, along with hopefully some glimpses of wildlife! Klein Haus has its own parking area. We are within 20 minutes of Berlin, the Heart of Amish Country. So come ready to be refreshed, & to have a relaxed getaway!

Top guest favourite
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
4.97 out of 5 average rating, 135 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 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, 368 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.

Superhost
A newly installed hot tub is placed on a wooden deck, enclosed by a privacy fence. Steps lead up to the hot tub, which is surrounded by a mix of shadow and sunlight. Light frost can be seen on the surface, indicating a cool temperature.
Cabin in Dundee
4.9 out of 5 average rating, 347 reviews

Black Rock Cabin 1800s Log Cabin In Dundee Ohio

Black Rock Cabin is a historic Log Cabin that has been Completely Renovated. Featuring an open Main floor with living, dining and kitchen space. Upstairs is a full bedroom and bathroom. Experience the tile shower with its gentle rain head, then relax beside a crackling wood fire in the living room. Enjoy the corner kitchen with a stove, oven, fridge, microwave, and coffee maker. Sit at the rustic dining table or pull out bar stools at the counter.

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, 476 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

Popular amenities for Winesburg holiday rentals

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