A snow-covered street with a horse-drawn carriage and horses.

Winesburg Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winesburg vacation rentals

A patio with stone seating, a fire pit, and a view of a rustic house.

1. Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!

Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
Dundee
9.8 out of 10, Exceptional, (165 reviews)
"It was a very nice place to stay and it was very clean."
United States
Charles
The price is ￥17,224
￥42,909 total
includes taxes & fees
Oct 21 - Oct 22
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
A two-story house with a front deck, a black door, and a white exterior.

2. A small studio apartment located in the middle of beautiful Amish country.

A small studio apartment located in the middle of beautiful Amish country.
Sugarcreek
9.6 out of 10, Exceptional, (115 reviews)
"Clean, quiet, well stocked kitchen, beautiful country setting. Would definitely stay here again!"
United States
Peter S.
The price is ￥12,642
￥19,753 total
includes taxes & fees
Oct 25 - Oct 26
A small studio apartment located in the middle of beautiful Amish country.
A patio with stone seating, a fire pit, and a view of a rustic house.

3. Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!

Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
2.0 star property
Dundee
9.4 out of 10, Exceptional, (6 reviews)
"Absolutely loved this cabin. It's cozy, but spacious, warm, and very homey. We had the best weekend relaxing and it's close to anything you could need!"
United States
Courtney
The price is ￥23,703
￥43,034 total
includes taxes & fees
Oct 21 - Oct 22
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
A two-story house with a covered porch, a chimney, and a large window.

4. Wrap Around Decks w/Beautiful View & Hot Tub

Wrap Around Decks w/Beautiful View & Hot Tub
Dundee
10.0 out of 10, Exceptional, (260 reviews)
"Very nice location"
United States
Jessica K.
The price is ￥19,768
￥38,337 total
includes taxes & fees
Nov 2 - Nov 3
Wrap Around Decks w/Beautiful View & Hot Tub
A spacious living area with a dining table, kitchen, and staircase.

5. Hillside Villa Ohio

Hillside Villa Ohio
3.0 star property
Millersburg
9.8 out of 10, Exceptional, (318 reviews)
"Would go again."
United States
David
The price is ￥19,715
￥22,277 total
includes taxes & fees
Nov 17 - Nov 18
Hillside Villa Ohio
A building with a black facade, a double door entrance, and outdoor seating areas.

6. The Atlee Suites

The Atlee Suites
5.0 star property
Berlin
9.4 out of 10, Exceptional, (79 reviews)
"First time staying here and we have absolutely no complaints! Excellent furnishings, comfortable bed, great hot tub and excellent location. Will be staying here again!!!"
United States
Brad
The price is ￥20,320
￥31,890 total
includes taxes & fees
Oct 21 - Oct 22
The Atlee Suites
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7. Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country

Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
Dundee
10.0 out of 10, Exceptional, (312 reviews)
"Its a cute cozy little place, and everything was nice an clean."
United States
Sarah Y.
The price is ￥24,888
￥33,378 total
includes taxes & fees
Oct 29 - Oct 30
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
A dark-colored door with a wreath and a bow, flanked by two potted plants on a wooden deck.

8. Cozy 2-bedroom home in Winesburg, holmes county ohio

Cozy 2-bedroom home in Winesburg, holmes county ohio
Dundee
10.0 out of 10, Exceptional, (23 reviews)
"This house was an awesome place to stay! "
United States
Lisa H.
The price is ￥24,177
￥36,503 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 2-bedroom home in Winesburg, holmes county ohio
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9. Escape to our romantic stone cottage by a pond overlooking Amish country

Escape to our romantic stone cottage by a pond overlooking Amish country
Dundee
10.0 out of 10, Exceptional, (349 reviews)
"Nice place "
United States
Bobby
The price is ￥23,229
￥31,353 total
includes taxes & fees
Oct 27 - Oct 28
Escape to our romantic stone cottage by a pond overlooking Amish country
A wooden cabin with a balcony, surrounded by greenery.

10. Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (282 reviews)
"The perfect place to get away!"
United States
Deborah
The price is ￥21,083
￥22,348 total
includes taxes & fees
Oct 19 - Oct 20
Amish Blessings Cabins
A wooden cabin with a porch featuring two Adirondack chairs and a small table.

11. Pine Cove Treehouses & Cabins

Pine Cove Treehouses & Cabins
2.0 star property
Millersburg
9.4 out of 10, Exceptional, (23 reviews)
"So much space for the family!! Beautifully maintained property that made for the perfect quire country get away!!"
United States
Frank
The price is ￥27,021
￥31,324 total
includes taxes & fees
Nov 4 - Nov 5
Pine Cove Treehouses & Cabins
A stainless steel refrigerator with a water dispenser and a freezer compartment, situated in a kitchen with wooden cabinets and a dark wooden floor.

12. Freda's Place

Freda's Place
Dundee
10.0 out of 10, Exceptional, (73 reviews)
"Awesome stay"
United States
Anonymous traveler
The price is ￥21,333
￥29,708 total
includes taxes & fees
Oct 26 - Oct 27
Freda's Place
A covered patio with a sofa, coffee table, and chairs.

13. Farmyard Stays Dundee Home w/ Scenic Views!

Farmyard Stays Dundee Home w/ Scenic Views!
3.0 star property
Dundee
9.4 out of 10, Exceptional, (6 reviews)
"This place is absolutely stunning. Huge nice house very accommodating and great location! Will be staying again next year I can’t wait! 10/10"
United States
Ryan
The price is ￥22,755
￥51,752 total
includes taxes & fees
Nov 2 - Nov 3
Farmyard Stays Dundee Home w/ Scenic Views!
A modern, triangular-roofed building with a wooden deck, outdoor seating, and potted plants.

14. 2-bedroom Aframe cabin in delightful Sugarcreek.

2-bedroom Aframe cabin in delightful Sugarcreek.
Sugarcreek
10.0 out of 10, Exceptional, (30 reviews)
"Fantastic place, great host, very relaxing place. Cannot wait to be back."
United States
Ebrahim
The price is ￥21,333
￥33,501 total
includes taxes & fees
Nov 3 - Nov 4
2-bedroom Aframe cabin in delightful Sugarcreek.
A log cabin with a prominent chimney, large windows, and a porch.

15. Wildwood Hill Cabin. Secluded in Woods. Hot Tub

Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Sugarcreek
9.8 out of 10, Exceptional, (75 reviews)
"Lovely stay!"
United States
Susan P.
The price is ￥31,446
￥43,772 total
includes taxes & fees
Oct 19 - Oct 20
Wildwood Hill Cabin. Secluded in Woods. Hot Tub
A two-story cabin with a deck, surrounded by dense forest.

16. Tiny House w/Creek Eagles Baby Goats

Tiny House w/Creek Eagles Baby Goats
Millersburg
10.0 out of 10, Exceptional, (21 reviews)
"This little home was perfect for the two of us. Very clean, organized and had everything we needed. The outdoor space was amazing, with plenty of room to sit and enjoy the peace and quiet. We enjoyed walking by the creek and watching the eagles in their nest out behind the home. Would highly recommend this for a place to stay."
United States
Steve R.
The price is ￥17,382
￥20,542 total
includes taxes & fees
Oct 26 - Oct 27
Tiny House w/Creek Eagles Baby Goats
A modern living room with a sectional sofa, ottoman, and dining area with chairs and a table.

17. King Suite,Hot Tub,Pretty Hilltop View,

King Suite,Hot Tub,Pretty Hilltop View,
Dundee
9.8 out of 10, Exceptional, (109 reviews)
"Great place to stay on a girl’s trip to the area."
United States
Pam W.
The price is ￥23,324
￥42,760 total
includes taxes & fees
Oct 19 - Oct 20
King Suite,Hot Tub,Pretty Hilltop View,
A rustic cabin with a stone pathway leading to a bench, surrounded by autumn foliage and a view of a lake and distant fields.

18. In the Woods Cabin Suite: Luxurious Cabin Suite in Amish Country, Ohio.

In the Woods Cabin Suite: Luxurious Cabin Suite in Amish Country, Ohio.
Dundee
10.0 out of 10, Exceptional, (42 reviews)
"It was a very nice place to stay, very clean and cozy!"
United States
Savanna W.
The price is ￥30,656
￥39,066 total
includes taxes & fees
Nov 9 - Nov 10
In the Woods Cabin Suite: Luxurious Cabin Suite in Amish Country, Ohio.
A spacious room with a wooden ceiling, a black leather sofa, a bed with white bedding, and a chandelier.

19. The PearTree Cottage- enjoy the view in the hot tub! 10 minutes from Berlin

The PearTree Cottage- enjoy the view in the hot tub! 10 minutes from Berlin
Dundee
10.0 out of 10, Exceptional, (34 reviews)
"This property was beautiful! Enjoyed our stay! Will do it again!"
United States
Rick H.
The price is ￥43,258
￥69,308 total
includes taxes & fees
Nov 12 - Nov 13
The PearTree Cottage- enjoy the view in the hot tub! 10 minutes from Berlin
A wooden cabin bedroom with a metal bed frame, a nightstand with a lamp, and a wooden wall with a framed picture.

20. Cozy cabin w/ hottub in the Heart of Amish Country

Cozy cabin w/ hottub in the Heart of Amish Country
Sugarcreek
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful location spectacular hosts and the best cinnamon buns"
United States
David D.
The price is ￥35,555
￥52,177 total
includes taxes & fees
Nov 2 - Nov 3
Cozy cabin w/ hottub in the Heart of Amish Country
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winesburg Hotel Reviews

Berlin Grande Hotel

Berlin Grande Hotel

10/10 Excellent
"We stay here regularly when we visit Amish country. Staff is always very pleasant and we love the property."
Tracy 2-night trip
Posted 3 hours ago
Berlin Grande Hotel

Find out more about Winesburg

Search for holiday rentals in Winesburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Winesburg using one of the methods below:

  • View our selection of featured holiday rentals in Winesburg
  • Use the map to find apartments and other holiday homes in the Winesburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winesburg while they last

Look no further and take a look at our great range of rental properties in Winesburg!

Frequently asked questions

Can I find vacation rentals in Winesburg?

Yes, we have vacation rentals close to well known sights in Winesburg, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Winesburg has to offer?

Riverside Retreat with Hot Tub: Visitors like this Winesburg vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

How many vacation rentals will I find in Winesburg?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Winesburg stay.

What can I see and do in Winesburg?

Explore the area and family-friendly sights such as The Farm at Walnut Creek, or get out into nature at a spot like The Wilderness Center. In the larger area, you’ll find Yoder's Amish Home and The Amish Country Theater.

What are vacation rentals like in Winesburg?

Vacation rentals are privately owned properties you can book for a short or long stay in Winesburg. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family getaway.