
Holiday houses in Winesburg
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Top-rated holiday rentals in Winesburg
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PearTreeCottage~Mini Donkeys•Hot-Tub•Serene Views!
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.

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!

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!

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.

Wildwood Hill Cabin
The acres of woods surrounding Wildwood Hill Cabin offer you peace, quiet, and privacy. The open cathedral design coupled with the strength of the authentic logs invites you to relaxation and a slower pace. Though rustic, the cabin is filled with modern amenities for your comfort and enjoyment. Soak in the hot tub. Snuggle on the couch with hot drinks. Or sit around a fire. This place is crafted for you to relax from your busy schedule. The comfort of the cabin includes WiFi, but no tv.

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.

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

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

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.

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.

Apple Blossom by Olde Orchard Cottages
Welcome to Apple Blossom Cottage... We invite you to be our guest! For years Mary + John, the founders of White Cottage Company, dreamed of creating a space for people to retreat to that would be so cozy, peaceful, and relaxing that guests wouldn't want to leave! Their dream is now a reality with the completion of Olde Orchard Cottages Apple Blossom + Sparrow's Nest - nestled within the serene rolling hills in the heart of beautiful Amish Country.

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
Other great holiday rentals in Winesburg

The Yurt at Homestead

Country Comfort with Hot Tub|Family & Groups

The Barn In Heart Of Amish Country

Romantic Off Grid Sauna Private Amish Country

The Oaks | Cozy Farm | Hot Tub

"Stay Awhile” at Hopeview Buggy

Cozy Cottage in Walnut Creek

Cozy Winesburg Farmhouse
Destinations to explore
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- Cuyahoga Valley National Park
- Pro Football Hall of Fame
- Mohican State Park
- Boston Mills
- Gervasi Vineyard
- Malabar Farm State Park
- Salt Fork State Park
- Snow Trails
- Ohio State Reformatory
- Mid-Ohio Sports Car Course
- Mohican State Park Campground
- Stan Hywet Hall and Gardens
- Ariel-Foundation Park
- Clay s Resort Jellystone Park in North Lawrence OH
- Mohican Adventures Canoe Livery & Fun Center
- Akron Zoo




