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

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!

Escape to our quiet Loft overlooking Amish Country
Climb the stairs to A modern new fully furnished apartment like house with a nice garage to pull the car in. Enjoy our complimentary Wallhouse freshly ground coffee and treat your taste buds with Coblentz chocolates. Soak in the serene countryside as you relax in our spacious hot tub on your own private deck. Make your stay memorable by ordering in a big country breakfast carefully prepared with farm fresh ingredients by our Amish neighbors in their kitchen and delivered right to your door!

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

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, sit in the hickory rocker and 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.

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 vacation rentals
Other great vacation rentals in Winesburg

Edenstay

The Oak-leaf Hideaway

The Yurt at Homestead

Tulip Poplar at Tranquil Acres

The Barn In Heart Of Amish Country

Pondside Abode

The Blue Door Cottage

The Magnolia House in Wilmot
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Washington Vacation rentals
- Mississauga Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Rappahannock River Vacation rentals
- Niagara Falls Vacation rentals
- James River Vacation rentals
- Pittsburgh Vacation rentals
- Indianapolis Vacation rentals
- 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




