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Winesburg Vacation Rentals

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    Don't let other travellers get your favourite Winesburg area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 17 Rentals in Winesburg
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    The Chestnut Barn, Quaint, 1830s in Amish Country1 / 27
    (2)Very good
    Winesburg
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Christi's Hideaway Cabin in Winesburg, Ohio1 / 14
    (1)Excellent
    Winesburg
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winesburg
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 30 kilometres of Winesburg.
    Ethan's Retreat in the Woods1 / 11
    (3)Excellent
    Killbuck
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Housekeeping Included
    • Air Conditioning
    • Patio
    • DVD Player
    • Balcony
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2019
    We thoroughly enjoyed our stay at this quaint, extremely clean, stocked cottage in the woods! We “retreated “ to have privacy....and to enjoy the beauty of nature while having a...
    Reviewed January 15, 2019
    Very remote and quiet location. The cabin features a great layout with 2 bedrooms and 2 bathrooms. The hot tub was nice and toasty after our visit to Amish Country. After...
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    About this property
    Located in the heart of Amish Country, this peaceful cabin is located on a small farm between Killbuck and Glenmont, Ohio. The cabin is surrounded by 30 wooded acres complete with hiking/horse trails and has access to horse stalls and fenced pasture space. On the edge of the property, this cabin...
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    Location Information
    Killbuck, Ohio 44637
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Hidden Valley Cabin - 60 acres/pond/creek/waterfalls1 / 45
    (22)Excellent
    Wooster
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • DVD Player
    • Porch
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2019
    Swimming in the beautiful pond, walking the trails, scavenger hunt and fishing. There was something to do for everyone. The cabin has a cozy feel to it. It was very clean and...
    Reviewed April 19, 2019
    We booked this gem at the last minute and found the Cabin and grounds in perfect condition. Amazing wild life, a pet turkey, ducks, fish, and my wife spotted a fox. Owners very...
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    About this property
    Hidden Valley Cabin is nested in a secluded valley amongst 60 scenic acres. This is the only cottage on the property- besides our home, we also live in the valley and are available should you need anything. Please note that our home is close to the cabin and it can be seen from the cottage, but is...
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    Location Information
    Wooster, Ohio 44691
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 5
    The Blue Door Cottage with Free Continental Breakfast1 / 40
    (8)Excellent
    Dundee
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 13, 2018
    Had a great time at the Blue Door Cottage. It was charming, very cozy and the perfect place for our weekend getaway. The kitchen was well equipped to meet our cooking needs and...
    Reviewed February 19, 2018
    I can't think of a better place to stay while visiting Amish country. The Blue door cottage is cozy and clean, and the hostess takes very good care of you.
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    About this property
    This is a quiet little place tucked away in the country and yet within minutes of local attractions. If you want a place to truly 'kick back and relax' this is just the place for you! We are so sure you will love it here in this quiet little place where you can enjoy nature and serenity.
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    Location Information
    Dundee, Ohio 44624
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Buckeye Ridge Farm -Country Retreat  Wooster, Ohio1 / 40
    (9)Excellent
    Wooster
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Porch
    • Washer
    • Cable/satellite TV
    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 7, 2018
    Nice, quiet country farm. The house was clean. It was stocked well. Nice owners.Good price for post holiday stay. Close to stores in Wooster too.
    Reviewed November 16, 2017
    Buckeye Ridge Farm is amazing. Quiet, beautiful and welcoming! Lynn and Steve know how to make you feel welcomed! From the smallest things, like fresh flowers in the house...
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    About this property
    Country, Private, Working farm. Private apartment attached to our home, separated by Garage. Views of the woods, garden, goats and barn. Grill Area. Bonfire Area, Wooded walking trails, orchard, yard. We raise heritage; Spanish Cashmere Goats. Lynn is a local Realtor & glad to share info! 15+...
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    Location Information
    Wooster, Ohio 44691
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Gorgeous view, 67 acres, 100 foot deck, 2 kitchens, 5 bathrooms, 4 bedrooms1 / 37
    (3)Excellent
    Charm
    4 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 15, 2018
    Beautiful and spotless home. Homemade cookies and nice greeting card upon our arrival. Would definitely come back. Only one downfall was not being able to get the televisions to...
    Reviewed August 14, 2018
    This was a wonderful family getaway and you won't be disappointed! We surprised our parents for their 50th wedding anniversary. It was a dream come true for our family of all...
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    About this property
    Our home has an open floor plan. You will see we have a piano that is available for you to play. We have a laundry room with a washer and dryer that is available for you to use. One of the best features of our home is the 100 foot deck! we have had many fun times on the deck it is truly a...
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    Location Information
    Charm, Ohio 44654
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 13
    Millersburg
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at one of the most historic properties in downtown Millersburg Ohio. Built in 1836 by the first attorney in the area, this property boasts beauty. This cottage is situated just two blocks away from downtown Millersburg, and seven minutes away from downtown Berlin Ohio, boasting a park...
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    Location Information
    Millersburg, Ohio 44654
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Rustic Dundee Cabin w/ Hot Tub & Forest Views!1 / 25
    (1)Average
    Dundee
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2017
    The cabin was nice, clean, in a good location, close to Berlin, sugar creek, and walnut creek. As of amentities the hot tub was great, as far as wifi or cable you do not have...
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    About this property
    Escape to Dundee for a rejuvenating getaway at this rustic 1-bedroom + loft, 1-bathroom vacation rental cabin that comfortably sleeps 4. Situated on a secluded plot of land in the Ohio Amish Country, with hiking trails, a stocked pond, a hammock, and a private hot tub, this delightful abode...
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    Location Information
    Dundee, Ohio 44624
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Millersburg
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Internet Access
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cayo Cabin is a 14 X 36, solid pine log cabin, built by a local building company, and located in the heart of Ohio s Amish Country. We are only 4 minutes to downtown Berlin Ohio. The Cabin features a queen bed built by a local Amish owned company, and a pull out queen sofa sleeper in the living...
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    Location Information
    Millersburg, Ohio 44654
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    Berlin
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and rewind to simpler times when you stay at 'The Cottage in Berlin,' a 4-bed, 2-bath vacation rental cottage that sleeps 10 in Millersburg! Found in the heart of Ohio's Amish Country, this cottage will make you feel just like a local, with a view of farmlands from the balcony and plenty of...
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    Location Information
    Berlin, Ohio 44654
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Riverside Hideout, A Tiny House Shipping Container1 / 6
    (1)Excellent
    Dover
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Waterfront
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 20, 2019
    My husband and I enjoyed a night away from the kids at this cozy shipping container tiny house. Check-in was stress-free, all the information we needed was emailed upon booking...
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    About this property
    SHIPPING CONTAINER TINY HOUSE. Riverside Hideout is a unique oasis tucked into the woods & hills near the Tuscarawas River. Take in the eclectic and cozy living space, complete with a mini kitchen, private bedroom, private bath and living room for lounging. Sit on the patio and relax or recreate.....
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    Location Information
    Dover, Ohio 44622
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Massillon
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Terrace
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our cozy apartment where you'll enjoy far more space and pleasantries than a typical hotel room. Our brand new and beautifully furnished one bedroom/one bathroom apartment features abundant amenities and all the comforts and conveniences of a home away from home, complete with fully...
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    Location Information
    Massillon, Ohio 44646
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Wooster
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We live a few miles south of downtown Wooster in a residential area. We are within easy reach of all the Amish Country attractions. The guest accommodation is a lockable private room. A bathroom and a large kitchen and dining area are shared with other guests. Free Wi-Fi and coffee and tea are...
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    Location Information
    Wooster, Ohio 44691
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Wooster
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We live a few miles south of downtown Wooster in a residential area. We are within easy reach of all the Amish Country attractions. The guest accommodation is a lockable private room. A bathroom and a large kitchen and dining area are shared with other guests. Free Wi-Fi and coffee and tea are...
    View all property information
    Location Information
    Wooster, Ohio 44691
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Wooster
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We live a few miles south of downtown Wooster in a residential area. We are within easy reach of all the Amish Country attractions. The guest accommodation is a lockable private room. A bathroom and a large kitchen and dining area are shared with other guests. Free Wi-Fi and coffee and tea are...
    View all property information
    Location Information
    Wooster, Ohio 44691
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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