
Holiday rentals in Winesburg
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Top-rated holiday rentals in Winesburg
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Gerber Valley Farm Bed & Breakfast
Spend the night "on the farm" in a scenic valley between the rolling hills of Holmes County, Ohio--the heart of Amish Country. Walnut Creek, Berlin, and Sugarcreek are mere minutes away! We offer a private setting so you can relax and breathe in the country air! Sit on the porch and watch the buggies roll by while you enjoy Chris' famous coffeecake--a favorite of our many returning guests! Soak in the whirlpool tub and let your cares float away. You will love our clean, cozy, and charming place!

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.

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.

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

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!

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.

Scandi Cabin•Hot Tub• Fire Pit•
In a quiet neighborhood just out of Strasburg: The White Oak Cabin:•2 bed•2 bath•Hot Tub•Fully stocked kitchen •4 Electric Fireplaces •Living room - 50”TV •Climate control in each room •Step ladder to loft In the loft:•Workspace •1 Huge Sectional-room for 2 to sleep•50” TV •Fireplace 30 minutes > Pro Football Hall of Fame 15 minutes > Sugarcreek (Amish Country)20 minutes > 6 wineries 60min > Cuyahoga Valley National Park

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

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
Other great holiday rentals in Winesburg

Deer Trace Cabins- Barndominium

The Yurt at Homestead

Country Comfort w/ Pool & Hot Tub-Family & Groups

The Barn In Heart Of Amish Country

Pondside Abode

The Dwelling Apt 1 | Rooftop w/ VIEWS + Fire Pit

The Cottage at Heritage Hill

Charming Farmhouse Near Amish Country
Destinations to explore
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- Cuyahoga Valley National Park
- Mohican State Park
- Pro Football Hall of Fame
- Gervasi Vineyard
- Boston Mills
- Salt Fork State Park
- Mid-Ohio Sports Car Course
- Malabar Farm State Park
- Ohio State Reformatory
- Snow Trails
- Stan Hywet Hall and Gardens
- Ariel-Foundation Park
- Mohican Adventures Canoe Livery & Fun Center
- Belden Village Mall
- Blackhand Gorge State Nature Preserve
- Southpark Mall
- Richland Carousel Park
- Ohio Star Theater At Dutch Valley
- Warther Museum





