Holiday rentals in Winesburg

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Top-rated holiday rentals in Winesburg

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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, 334 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 favourite
A spacious cabin built with Western Pine logs is set among lush greenery. Large windows line the exterior, allowing natural light to illuminate the interior. A welcoming front porch features wooden railings and steps leading to the entrance, enhancing the cabin's rustic charm.
Cabin in Sugarcreek
4.98 out of 5 average rating, 163 reviews

Creek Song Cabin | Hot Tub | Brand New Log Cabin

Creek Song Cabin has a long, curved driveway deep in the woods. The large back deck, perfect for morning coffee and grilling, overlooks a ravine. Enjoy the fire ring and a shallow creek where children can wade. You will appreciate nature, including seeing deer, privacy, the music of birds, and a singing creek. The six-person hot tub located right off the master bedroom, waits for you. The cabin has masterpiece furnishings handcrafted by your host out of reclaimed wood. WiFi added Jan ‘23.

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, 101 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.

Superhost
A modern shipping container treehouse is nestled among lush greenery, elevated on stilts. Large windows provide a glimpse into the living space, blending contemporary design with a natural backdrop. Surrounding foliage is visible, emphasizing the home's secluded woodland setting.
Treehouse in Dundee
4.82 out of 5 average rating, 347 reviews

Treehouse Village - The Box

The Box is a shipping container with a modern design that is set amidst the trees. There is a bedroom with a queen-sized bed and an air mattress to add space for two more guests should you want to make it a family affair, or bring a few friends. There is a full bath, a kitchenette, and then the rest of the space is made into a living area with all you'll need to enjoy your stay. At the end of the living area, you'll find yourself surrounded by huge windows looking high into the treetops!

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, 262 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, 585 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
4.94 out of 5 average rating, 160 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 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 favourite
Cabin in Dundee
4.99 out of 5 average rating, 118 reviews

Andrew’s Cabin next to the Dundee falls

Take a break and relax at this breath taking newly built in 2023 unique and tranquil getaway. 15 mins from Berlin . An . Everything you need to enjoy your vacation to Amish Country. Located only 15 minutes to downtown Berlin and Walnut Creek, Short hike to the Dundee Falls, 15 minutes to Dover, 30 minutes to Canton. Both bedrooms have a Tempur-Pedic mattress! TV in the living room has every channel you can think of! Free Wi-Fi.

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, 475 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, 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.

Top guest favourite
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, 142 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 holiday rentals

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