Vacation rentals in Winesburg

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Top-rated vacation rentals in Winesburg

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Top guest favourite
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, 297 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 favourite
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, 298 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 favourite
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, 253 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 favourite
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, 243 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.

Top guest favourite
A living room is presented with a green accent wall and features two comfortable black leather sofas facing a wooden coffee table. An antique cabinet and a wall-mounted deer head add character, while softly lit recessed lighting enhances the cozy setting.
Apartment in Dundee
4.96 out of 5 average rating, 117 reviews

Peaceful Hills

Looking for a quiet place to come relax in Amish Country? This is the place for you to stay. We are back in the hills of Amish Country where it’s quiet and relaxing. We are 4 miles from Sugarcreek, 5 miles from Walnut Creek and 9 miles from Berlin. Come bring the whole family to this great place with lots of room, 2 Bedrooms with Queen beds, 2 Bathrooms, plus a cot and single mattress available, full kitchen and living room, 1900 SQ FT NO PETS, NO SMOKING, NO DRINKING

Top guest favourite
A well-appointed bedroom is depicted with a spacious bed featuring multiple pillows and a neutral palette. Two minimalist side tables are positioned beside the bed, accommodating decorative items. Natural light filters through window blinds, highlighting a framed artwork on the wall above the bed.
Home in Millersburg
4.98 out of 5 average rating, 112 reviews

Ida's House - Walnut Creek Modern Amish Farmhouse

Welcome to Ida's House... We invite you to be our guest! Perfect for a family, ladies' getaway or couples' trip - This 4th generation Amish Farmhouse is quaintly nestled on a country road in the heart of Ohio's Amish Country. While allowing you to get a taste of the country life, complete with neighboring horses in the backyard, Ida's House is conveniently located just minutes from all the attractions the area has to offer in Walnut Creek, Sugarcreek and Berlin.

Top guest favourite
A bright living area features two dark sofas arranged around a central coffee table. Natural light filters through multiple windows, complemented by a sleek television mounted above a decorative fireplace. A balanced mix of greenery and artwork adds visual interest to the neutral-toned walls.
Home in Dundee
4.99 out of 5 average rating, 164 reviews

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!

Top guest favourite
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, 355 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 favourite
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 homes in Sugarcreek
4.99 out of 5 average rating, 104 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 favourite
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, 453 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 favourite
A red and white cottage with a wraparound porch sits gracefully among green trees. The structure showcases a stone base and is surrounded by a grassy area, creating a serene rural atmosphere. Nearby fencing hints at the presence of nearby animals.
Cottage in Dundee
4.97 out of 5 average rating, 269 reviews

Grand View Cottage

What's going to be your favorite feature? Early morning coffee while enjoying the sunrise over the surrounding hills? Late night stories around the backyard fire pit? Adirondack chairs on the wrap around deck? Frogs croaking from the lagoon? A four person hot tub on the lower patio? Hardwood floors? Cozy loft room? You'll probably have to experience it before you can really choose.

Top guest favourite
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, 125 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.

Popular amenities for Winesburg vacation rentals

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