Vacation rentals in Winesburg

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Top-rated vacation rentals in Winesburg

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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, 224 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!

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, 299 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 modern kitchen is equipped with stainless steel appliances, including a refrigerator and a stove. A wooden dining table with black chairs is positioned near a window that allows natural light to illuminate the space. Neutral-toned decor and simple shelving enhance the room's functionality.
Guesthouse in Millersburg
4.99 out of 5 average rating, 260 reviews

Dream Away Cottage in Berlin

Summer is here. 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.

Top guest favorite
Apartment in Sugarcreek
4.94 out of 5 average rating, 111 reviews

Hidden Glen Retreat

Hidden Glen Retreat is 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.

Top guest favorite
A scenic view of rolling hills and open fields is captured from the property, showcasing a serene landscape under a gentle overcast sky. Neat rows of evergreen shrubs border a reflecting pond, enhancing the tranquil outdoor space.
Cottage in Dundee
4.93 out of 5 average rating, 246 reviews

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.

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
4.96 out of 5 average rating, 136 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 quaint cabin entrance is framed by a covered porch, featuring wooden flooring and surrounded by vibrant potted plants. Two metal chairs provide seating, and a bold red door is prominently displayed, complementing the natural setting of greenery.
Cabin in Winesburg
4.92 out of 5 average rating, 361 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
A modern tiny home features an angled roof and large glass windows, allowing natural light to fill the interior. A spacious deck extends around the structure, complemented by a grassy area in the foreground, contributing to the serene surroundings.
Tiny home in Sugarcreek
4.99 out of 5 average rating, 109 reviews

The Alder

Our serene tiny home offers clean lines and airy spaces that invite you to unwind and rest. Experience a stay where simplicity and comfort blend together seamlessly, providing you with a delightful escape from the hustle and bustle of everyday life Whether you want to sit by the fire or go on an adventure, The Alder is your ideal destination. Located in the heart of Amish Country with many local attractions.

Top guest favorite
A modern kitchen features a large wooden island with seating for six. White cabinets and open shelves provide ample storage, while a stainless steel refrigerator and stove are prominently displayed. Pendant lights hang above the island, illuminating the space.
Apartment in Dundee
4.99 out of 5 average rating, 459 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

Guest favorite
A bright kitchen area features modern white cabinetry and stainless steel appliances. A sink is positioned beneath a window that allows natural light to fill the space. Decorative plants are placed on top of the cabinets, enhancing the cozy aesthetic.
Cabin in Millersburg
4.93 out of 5 average rating, 127 reviews

Cozy Cabin

Welcome to our cozy cabin nestled between Berlin and Millersburg, Ohio, along SR 39. Enjoy the warmth of concrete in-floor heating and modern amenities like concrete countertops. With a full kitchen at your disposal and laundry, feel at home. Step onto the deck for serene views of the nearby farm and rolling hills. Experience peace in Ohio's Amish country at our Cozy Cabin.

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
A rustic cabin is surrounded by lush greenery, featuring a covered porch decorated with string lights. A stone patio area is equipped with a small round table and black wrought-iron chairs, providing a peaceful outdoor setting for relaxation.
Cabin in Dundee
4.92 out of 5 average rating, 143 reviews

Rustic Cabin Bridge Gallery

Take it easy at this unique and tranquil getaway. Settled in the woods yet can see the road. It’s really peaceful the perfect place to leave everything behind and recharge. If interested in a basket with local wine, cheese, chocolate and crackers for an extra charge of 50$

Popular amenities for Winesburg vacation rentals

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