
Holiday rentals in Winesburg
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winesburg
Guests agree: these stays are highly rated for location, cleanliness and more.

Woodstone Cottage in the Heart of Amish Country
This quaint cottage 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. You will also find lots of spots for hiking. At the Dundee Falls and the Wilderness center located in Wilmont

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.

Dream Away Cottage in Berlin
Come to Dream Away Cottage and experience your Dream Away vacation. Take a drive in the country and shop in our popular shops. Relax in the cottage. Make a cup of coffee, read one of our books, or you might want to play a game. You will enjoy the quiet atmosphere. The shops are only 2 minutes from the cottage. Visit the many attractions close by. Check our guestbook. Read our story. You might be surprised. We have suggestions for you. Talk, laugh, and relax in our TV free zone. We do have Wifi.

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!

Bunker Hill Bungalow
The Bungalow is located in the heart of Amish Country in the tiny town of Bunker Hill, only 4 minutes from Berlin. Sample amazing cheese at Heini's Cheese or grab delicious donuts at Kauffman's Country Bakery. After that, visit the shops at Ohio's Market. All within walking distance. In the evening, relax on the porch and watch the Holmes Co. traffic clip clop by while playing games with the family. This is an 'Off-the-Grid' home (with great cell service) completely powered by solar panels.

Forest lane Aframe, Soak Tub, Kayaks, Campfire
Forest Lane Aframe - @forestlane__ 1 hr from Cuyahoga National Park Escape to a cozy, A-frame cabin nestled among trees, overlooking a serene pond with a fountain. Enjoy mornings with fresh local coffee on the deck, afternoons kayaking , evenings soaking in the deep tub or unwinding by the indoor fireplace or outdoor campfire area . This relaxing space offers everything you need to unplug and recharge - nature, comfort, and a touch of romance - The perfect couples or solo getaway

Maple Street Manor
Welcome to Maple Street Manor... We invite you to be our guests at this 1892 dreamy Brick Cottage full of rich history + charm in Amish Country, Ohio. Take a step back in time as you visit this peacefully rural area, bursting with unique experiences and great food! Maple Street Manor is located in the small, sleepy town of Wilmot - just a short drive from all of the hotspots! If you love character and appreciate original (squeaky) hardwood floors... this is just the space for you!

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

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!

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.
Popular amenities for Winesburg holiday rentals
Other great holiday rentals in Winesburg

Deer Trace Cabins- Barndominium

Historic Cottage in the Heart of Amish Country

The Barn In Heart Of Amish Country

Wildwood Retreat

The Dwelling | Rooftop Terrace w/ VIEWS + Fire Pit

The Shepherds Nook

Golf Course Home on 10th - Newly Renovated

Modern & Romantic Tiny Home With Hot Tub
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Rappahannock River Holiday rentals
- Indianapolis Holiday rentals
- James River Holiday rentals
- Cuyahoga Valley National Park
- Mohican State Park
- Pro Football Hall of Fame
- Gervasi Vineyard
- Boston Mills
- Salt Fork State Park
- Malabar Farm State Park
- Ohio State Reformatory
- Snow Trails
- Mid-Ohio Sports Car Course
- Ariel-Foundation Park
- Stan Hywet Hall and Gardens
- Mohican Adventures Canoe Livery & Fun Center
- Akron Zoo
- Southpark Mall
- Belden Village Mall
- Blackhand Gorge State Nature Preserve
- Richland Carousel Park
- Ohio Star Theater At Dutch Valley





