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

Holiday Homes in Winesburg

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Check prices for these dates

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

Our top choices for Winesburg holiday homes

A dark-colored door with a wreath and a bow, flanked by two potted plants on a wooden deck.

1. 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 €207
includes taxes & fees
1 Nov - 2 Nov
Cozy 2-bedroom home in Winesburg, holmes county ohio
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2. 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 €188
includes taxes & fees
29 Oct - 30 Oct
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
A stainless steel refrigerator with a water dispenser and a freezer compartment, situated in a kitchen with wooden cabinets and a dark wooden floor.

3. Freda's Place

Freda's Place
Dundee
10.0 out of 10, Exceptional, (73 reviews)
"Awesome stay"
United States
Anonymous traveller
The price is €169
includes taxes & fees
26 Oct - 27 Oct
Freda's Place
A wooden deck with a hot tub and outdoor seating area.

4. The Oaks | Cozy 1920s Farmhouse | Hot Tub

The Oaks | Cozy 1920s Farmhouse | Hot Tub
Dundee
9.8 out of 10, Exceptional, (21 reviews)
"Wonderful stay.The 1920’s Farm was a great stay. Well, thought out concerning necessities, such as plenty of towels, coffee, etc. The Spa was supper and the gas fire pit bade the evening, perfect. Highly recommend this stay."
United States
Kevin M.
The price is €243
includes taxes & fees
29 Oct - 30 Oct
The Oaks | Cozy 1920s Farmhouse | Hot Tub
A single-story house with a white picket fence, a small porch with a black railing, and a window.

5. 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 €239
includes taxes & fees
20 Oct - 21 Oct
King Suite,Hot Tub,Pretty Hilltop View,
A log cabin with a porch, outdoor seating, and a star decoration.

6. Amish Country Cabin w/ Porch & Views

Amish Country Cabin w/ Porch & Views
Millersburg
9.8 out of 10, Exceptional, (105 reviews)
"The house was awesomely clean and would stay here again with family"
United States
Anonymous traveller
Amish Country Cabin w/ Porch & Views
A spacious living room with a wooden ceiling, a sofa, two armchairs, a coffee table, and a kitchen in the background.

7. Amish Country Retreat w/ Hot Tub & Fenced Yard

Amish Country Retreat w/ Hot Tub & Fenced Yard
Dundee
9.6 out of 10, Exceptional, (34 reviews)
"Property was very clean, private, & comfortable accommodations."
United States
Heather G.
The price is €560
includes taxes & fees
29 Oct - 30 Oct
Amish Country Retreat w/ Hot Tub & Fenced Yard
A dining area with a wooden table and chairs, a clock on the wall, and a window with curtains.

8. Quiet, country home with luxury amenities.

Quiet, country home with luxury amenities.
Dundee
10.0 out of 10, Exceptional, (10 reviews)
"Lovely setting for a beautiful home. Very quiet. Enjoyed our stay very much."
United States
Loraine W.
The price is €273
includes taxes & fees
2 Nov - 3 Nov
Quiet, country home with luxury amenities.
A wooden cabin bedroom with a bed, a bench, a bathtub, a ceiling fan, and a window.

9. Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi

Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Millersburg
9.8 out of 10, Exceptional, (49 reviews)
"We love staying here every time we come into the area. It’s perfect and peaceful."
United States
Rikki H.
The price is €345
includes taxes & fees
26 Oct - 27 Oct
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
A wooden deck with outdoor furniture, a fire pit, and a garden with red flowers.

10. Cottage in Sugarcreek with Hot Tub

Cottage in Sugarcreek with Hot Tub
Sugarcreek
9.4 out of 10, Exceptional, (16 reviews)
"Beautiful house and everything was perfect!!! Thank you for having us!"
United States
Angie W.
The price is €200
includes taxes & fees
3 Nov - 4 Nov
Cottage in Sugarcreek with Hot Tub
A living room with a sofa, armchair, and a television mounted on the wall.

11. Grandma’s Place - Steps from Downtown Sugarcreek

Grandma’s Place - Steps from Downtown Sugarcreek
Sugarcreek
10.0 out of 10, Exceptional, (101 reviews)
"The place was amazing it was perfect and so nice and clean we will be back"
United States
Amber M.
The price is €258
includes taxes & fees
21 Oct - 22 Oct
Grandma’s Place - Steps from Downtown Sugarcreek
A spacious kitchen with wooden cabinets, a large island, and a view to a balcony.

12. Peaceful Meadows

Peaceful Meadows
Dundee
9.8 out of 10, Exceptional, (30 reviews)
"Great place for our family to explore Amish country from a central location. Hosts were extremely responsive!"
United States
Joshua S.
The price is €643
includes taxes & fees
18 Oct - 19 Oct
Peaceful Meadows
A house with a covered porch, outdoor seating, and a view of the landscape.

13. Spacious 2 BR home, just minutes from Berlin, OH.

Spacious 2 BR home, just minutes from Berlin, OH.
Millersburg
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, would do it again"
United States
Gary
The price is €239
includes taxes & fees
10 Nov - 11 Nov
Spacious 2 BR home, just minutes from Berlin, OH.
A modern kitchen with a stainless steel refrigerator, a wooden range hood, pendant lights, and a central island with bar stools.

14. Private Pool Retreat in Amish Country

Private Pool Retreat in Amish Country
Dundee
9.8 out of 10, Exceptional, (30 reviews)
"This is a clean, nicely decorated property with a lovely pool and outdoor area. We were very pleased with our stay."
United States
Amy F.
The price is €548
includes taxes & fees
19 Oct - 20 Oct
Private Pool Retreat in Amish Country
This is the Entrance

15. Charming Modern Amish Home l Family Friendly

Charming Modern Amish Home l Family Friendly
Walnut Creek
10.0 out of 10, Exceptional, (7 reviews)
"Loved our stay! "
United States
Carlie B.
The price is €389
includes taxes & fees
18 Oct - 19 Oct
Charming Modern Amish Home l Family Friendly
A deck with two Adirondack chairs, a small table, and a wooden fence with greenery.

16. Luxury Honeymoon Suite Amazing Views Amish Country

Luxury Honeymoon Suite Amazing Views Amish Country
Walnut Creek
10.0 out of 10, Exceptional, (4 reviews)
"I loved the deck area the views were beautiful. The unit was beautiful and comfortable . Would book again. "
United States
Kathleen M.
Luxury Honeymoon Suite Amazing Views Amish Country
A MainStreet building with a covered outdoor seating area, a palm tree, and a street view with cars and houses.

17. Raber House · Sleep up to 9 on Main Street - Raber House

Raber House · Sleep up to 9 on Main Street - Raber House
Berlin
9.6 out of 10, Exceptional, (85 reviews)
"We had a wonderful week on Main street could sit on porch and enjoy the weather"
United States
Cathy R.
Raber House · Sleep up to 9 on Main Street - Raber House
A cozy attic bedroom with two beds, wooden sloped ceilings, and a skylight.

18. Peaceful Valley Retreat

Peaceful Valley Retreat
Sugarcreek
9.6 out of 10, Exceptional, (40 reviews)
"Great location. The place was very clean and the hot tub was an added bonus."
United States
Josh H.
The price is €349
includes taxes & fees
19 Oct - 20 Oct
Peaceful Valley Retreat
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a bar stool.

19. Riverside Retreat with Hot Tub

Riverside Retreat with Hot Tub
Strasburg
10.0 out of 10, Exceptional, (146 reviews)
"It was perfect for our group."
United States
casey S.
The price is €220
includes taxes & fees
3 Nov - 4 Nov
Riverside Retreat with Hot Tub
A round table with a potted plant and a wooden bowl in a modern kitchen with wooden ceilings and white walls.

20. Shipping Container in Amish Country

Shipping Container in Amish Country
Sugarcreek
10.0 out of 10, Exceptional, (41 reviews)
"Very clean and pet friendly!"
United States
Tara H.
The price is €230
includes taxes & fees
8 Nov - 9 Nov
Shipping Container in 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

8/10 Good
"Everything was great."
Rebecca 2-night trip
Posted 11 hours ago
Berlin Grande Hotel

Find out more about Winesburg

Winesburg Holiday Homes information

Number of reviews
1,148
Accommodation
141 Holiday Homes
Lowest Price
€169
Highest Price
€643