Vacation rentals in Winesburg

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Top-rated vacation rentals in Winesburg

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Top guest favorite
The exterior of a charming guesthouse is depicted, featuring white siding and a welcoming front door. Colorful flower beds with seasonal blooms frame the entrance, while a small decorative archway adds visual interest. A well-maintained lawn surrounds the building, enhancing the inviting atmosphere.
Guesthouse in Millersburg
5 out of 5 average rating, 207 reviews

Old Veterinarian Office, Heart of Amish Country!

In 1946 my parents lived here, using the upstairs as dad's veterinarians office. I've remodeled it using their doors, sinks, and artwork, an Amish made bed & bedding, and included locally made soaps & coffee. My parents were simple, peaceful, and relaxed, and I hope you feel that during your stay. This unique building has one bedroom, one bathroom, a small living area with a pull-out couch and kitchen. It is located just minutes away from downtown Berlin, local farms, bakeries and so much more!

Guest favorite
The bedroom features a queen size bed with a wooden headboard and decorative pillows in deep blue hues. A bedside table holds a small plant, and soft lighting from a lamp enhances the cozy ambiance.
Apartment in Millersburg
4.83 out of 5 average rating, 229 reviews

RoElva Inn II -Walnut Creek Modern Amish Farmhouse

Welcome to the RoElva Inn II... Located in the Heart of Amish Country on State Route 39 -just minutes away from Walnut Creek, Sugarcreek & Berlin. This is the Ground Level Suite of the original Amish Farmhouse that was home to the Roman & Elva Miller Family. For many years they welcomed & served thousands of guests through their well-known "Miller's Home Cooking". Still remaining within the Miller Family, this home has been recently updated with modern amenities. We invite you to be our guest!

Top guest favorite
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
4.96 out of 5 average rating, 325 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!

Guest favorite
A cozy sleeping area features a spacious bed with a textured blanket and decorative headboard. Two accent chairs sit beside a small side table, complemented by warm lighting from bedside lamps. Soft rugs cover the floor, adding to the welcoming atmosphere.
Apartment in Wooster
4.84 out of 5 average rating, 302 reviews

Cozy Abode

The space is a dedicated basement apartment. The space has its own door and lock, but guests will enter through a shared garage entrance. The decor is neat and modern. There is a small kitchenette, giving guests the ability to eat in, or make coffee. The cozy sitting area is a great place to wind down for the evening or enjoy a morning cup of coffee. The apartment is below our living space. While we will do our best to keep noise to a minimum, you will hear kids/footsteps during the day.

Top guest favorite
A vibrant pink bicycle serves as a decorative centerpiece in a garden filled with lush green plants. The bike is surrounded by small lights, and a classic red lighthouse ornament adds a charming touch to the landscape. The entrance pathway leads to the house, framed by greenery.
Guesthouse in Glenmont
4.94 out of 5 average rating, 283 reviews

Glenmont Bike&Hike Hostel

This Airbnb was created for bikers riding on the OTET. This is above a detached garage at zip code 44628. This one open room with a private bathroom includes towels (toilet, shower, and sink). There is a double bed with linens, tv, wifi, mini-kitchen with microwave, sink, and refrigerator. The stove is not working now. The Airbnb is located a few minutes from the OTET/Glenmont Trailhead. Note: NO PETS or children under age 12 allowed. No smoking or vaping allowed in Airbnb.

Top guest favorite
Apartment in Sugarcreek
4.92 out of 5 average rating, 118 reviews

Hidden Glen Retreat

Hidden Glen Retreat - a cozy apartment nestled beside the woods, where the lights are left on for you if you come in late and you wake up to the music of birdsong! Enjoy your morning coffee on the deck or gather around the gas fireplace with your family or a friend. Located in the village of Walnut Creek, Ohio minutes from Der Dutchman Restaurant, Rebecca's Bistro, Hillcrest Orchard, and Cafe Chrysalis, and a short drive (10 - 15 minutes) from Sugar Creek, Berlin, and Mt Hope.

Guest favorite
The tiny house exterior features a modern design with black metal siding and wooden accents. Large windows provide ample natural light, and a welcoming porch is adorned with two white chairs. Lush green grass surrounds the home, creating a serene outdoor space.
Tiny home in Millersburg
4.95 out of 5 average rating, 150 reviews

Farm Lane Guest House

Nestled only one mile from the square in Berlin, this quaint tiny house offers a relaxing retreat for your visit to Amish Country. This charming abode features two cozy bedrooms, a pristine bathroom, a welcoming living area, and a fully-equipped kitchen. Guests can unwind and enjoy a slower pace of life. Whether you’re sipping coffee to start your day or exploring nearby shops and attractions, our tiny house is the perfect place for a memorable retreat.

Top guest favorite
A charming cabin structure is surrounded by lush greenery and colorful flower pots. A red front door adds a welcoming touch, while a wooden porch with seating invites relaxation. The roof is adorned with overhanging branches, providing a natural canopy.
Cabin in Winesburg
4.92 out of 5 average rating, 366 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.

Top guest favorite
The exterior of the apartment displays a well-maintained facade with flowering plants in vibrant hues. A welcoming porch is visible, featuring a seating area. The surrounding lawn is expansive and green, with trees and additional vegetation in the background, enhancing the rural setting.
Apartment in Apple Creek
4.99 out of 5 average rating, 186 reviews

Esther's Amish Country Apartment

Esther's Amish Country Apartment is spacious (960 sq. ft. of living space) located on a beautiful quiet 2 acre property. It has a full kitchen, roomy living room area to relax, queen size bed and walk-in shower; additionally, Armstrong Cable with access Netflix, Prime, Apple TV and excellent WiFi for your entertainment We are an easy 15-20 drive to tourist attractions in the area. *** Read "Other things to note" below for details.

Top guest favorite
The kitchen features a modern design with white cabinetry and a spacious island. Eight high-backed stools are arranged around the island. Floating shelves display dishware and plants, while a white subway tile backsplash complements the stainless steel appliances.
Apartment in Dundee
4.99 out of 5 average rating, 468 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

Top guest favorite
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, 126 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.

Top guest favorite
The kitchen features modern appliances set against an exposed brick wall, creating a warm atmosphere. Ample cabinetry provides storage, and a central island offers additional workspace. A double sink is complemented by sleek fixtures, while natural light filters through nearby windows.
Apartment in Wooster
4.99 out of 5 average rating, 233 reviews

Historic Victorian Apt in Downtown Wooster Unit 2

Step back into the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the spacious 1,500-sq-ft first-floor apartment that blends vintage elegance with modern comfort—just one block from local eateries, boutiques, and historic sites. Note: daytime construction across the street may create some noise.

Popular amenities for Winesburg vacation rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Holmes County
  5. Winesburg