Holiday houses in Winesburg

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Top-rated holiday rentals in Winesburg

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Top Guest favourite
An outdoor patio area features a wooden deck with a grill surrounded by cozy seating arrangements. Two armchairs and a loveseat, adorned with light cushions, are positioned under a pergola draped with string lights. Potted plants hang from the beams, adding a touch of greenery.
Home in Dundee
4.96 out of 5 average rating, 83 reviews

Charming Farmhouse Near Amish Country

Overview: Farmhouse of Blessing is a lovely cottage set in Holmes County, OH, home to one of the nations largest Amish populations. You will enjoy our sparkling clean home that offers a calm and relaxing environment. We also offer free late Sunday checkout. No checking out until 4:00. We have a fully equipped kitchen, spacious living area with original brick and beams, and a lovely outdoor patio area. There are two bedrooms, a pull out couch in the dining room, and two full bathrooms. The laun

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Top Guest favourite
The cabin features a rustic log exterior surrounded by trees with vibrant autumn foliage. A spacious porch, equipped with multiple wooden chairs, invites relaxation. Large windows reflect natural light, enhancing the cabin's warm atmosphere, while the grassy area provides ample space for outdoor enjoyment.
Cabin in Millersburg
4.95 out of 5 average rating, 240 reviews

Mockingbird Hill Lodge

Mockingbird Hill Lodge warmly welcomes you! You may want to retreat for a time with family and friends, surrounded by nature. Or a 5 minute drive will take you to the bustle of our unique small town attractions. Return to the comfort of our 4 bedroom cabin each evening, relax in beds designed for a blissful sleep experience. However you choose , do not miss the joy of greeting the sun over coffee on the front porch swing. You can tuck away the feeling, then relive it as needed to be refreshed!

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Top Guest favourite
A spacious living area features a light-colored sectional sofa and a matching armchair. Natural light enters through large windows adorned with simple curtains, highlighting the warm wooden flooring. A small round table sits beside the sofa, accompanied by a decorative plant and a minimalist lamp.
Home in Sugarcreek
4.95 out of 5 average rating, 112 reviews

Copper Hill Home in Walnut Creek

Copper Hill is a recently renovated duplex with 4 bedrooms and 3 bathrooms just down the street from Der Dutchman, Rebecca's Bistro, Coblentz Chocolate, and the Hillcrest Orchard! Conveniently located, you'll be close to all the best parts of Amish Country! If wine is what you're looking for, you'll be within 15 minutes of award winning wineries like Breitenbach Wine Cellar. If you want to discover award winning cheese, take a short 10 minute drive to Guggisberg or other local cheese houses!

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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
4.97 out of 5 average rating, 364 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!

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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, 107 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.

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Top Guest favourite
A private back porch is illuminated by string lights, featuring a hot tub and a fire pit on a wooden deck. Surrounded by potted plants, the area provides a relaxing outdoor space for gatherings under the night sky.
Home in Beach City
4.95 out of 5 average rating, 192 reviews

Peaceful, Quiet Country Guesthouse with Hot Tub

Welcome to your peaceful country oasis , just a 15 minute drive to local tourist attractions , as well as 1/2 mile from Dundee Falls. This four bedroom, two bathroom home that comfortably sleeps 8-10 is a perfect choice for a memorable getaway. Nestled along a row of pine trees, this unique modern farmhouse with wood accents makes this home stand out among the rest. After a fun filled day of shopping you’ll love taking a soak in the hot tub under the stars on your private back porch

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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
4.97 out of 5 average rating, 119 reviews

Peaceful Meadows/Outdoordining/Breo Firepit/Grill

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.

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Top Guest favourite
A bright living area features two dark sofas arranged around a central coffee table. Natural light filters through multiple windows, complemented by a sleek television mounted above a decorative fireplace. A balanced mix of greenery and artwork adds visual interest to the neutral-toned walls.
Home in Dundee
4.99 out of 5 average rating, 191 reviews

Evergreen Place at Winesburg

Evergreen Place at Winesburg is your private get-away in the heart of Amish Country. Relax to the sound of buggies passing by, watch the sunset or baseball games from the comfort of the wrap around deck. The gardens include a swing set, a pergola covered seating and dining area complete with lights and shades. Even enjoy freshly picked herbs, fruits and vegetables when in season. Stroll down the street to eating, shopping, parks and the beauty that is Winesburg!

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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, 388 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.

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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.
Apartment in Dundee
4.99 out of 5 average rating, 503 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

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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, 132 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.

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Top Guest favourite
An inviting porch area is illuminated by warm overhead lights, highlighting the stone accents of the entrance. Comfortable chairs are arranged along the front, with a small potted plant nearby. The structure features a welcoming door and large windows that enhance the exterior's charm.
Home in Dundee
4.99 out of 5 average rating, 521 reviews

Walnut Valley Farm guesthouse

Nearby the Dundee Falls (3 miles) Central Amish County Location, 9 miles to Berlin, 6 miles to Sugarcreek or Walnut Creek. Enjoy your morning coffee (or tea!:) looking out over the rolling farmland of Ohio’s glorious Amish Country. Known for its peaceful landscape and peaceful people. This is the perfect place to come and leave the cares of the world behind.

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Popular amenities for Winesburg holiday rentals