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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Winesburg holiday homes

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1. 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, (310 reviews)
"Its a cute cozy little place, and everything was nice an clean."
United States
Sarah Y.
The price is NZ$375
includes taxes & fees
5 Oct - 6 Oct
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.

2. 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 NZ$381
includes taxes & fees
12 Oct - 13 Oct
Cozy 2-bedroom home in Winesburg, holmes county ohio
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, (71 reviews)
"Awesome stay"
United States
Anonymous traveller
The price is NZ$353
includes taxes & fees
25 Oct - 26 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, (20 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 NZ$457
includes taxes & fees
5 Oct - 6 Oct
The Oaks | Cozy 1920s Farmhouse | Hot Tub
A modern living room with a sectional sofa, ottoman, and dining area with chairs and a table.

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

King Suite,Hot Tub,Pretty Hilltop View,
Dundee
9.8 out of 10, Exceptional, (106 reviews)
"A very nice place to stay!"
United States
Mandy M.
The price is NZ$494
includes taxes & fees
6 Oct - 7 Oct
King Suite,Hot Tub,Pretty Hilltop View,
A living room with a sofa, armchair, and a television mounted on the wall.

6. Grandma’s Place - Steps from Downtown Sugarcreek

Grandma’s Place - Steps from Downtown Sugarcreek
Sugarcreek
10.0 out of 10, Exceptional, (100 reviews)
"We love this place! It's clean, quiet, and well stocked with snacks & breakfast items."
United States
Lisa H.
The price is NZ$503
includes taxes & fees
21 Oct - 22 Oct
Grandma’s Place - Steps from Downtown Sugarcreek
A round table with a potted plant and a wooden bowl in a modern kitchen with wooden ceilings and white walls.

7. 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 NZ$424
includes taxes & fees
30 Sept - 1 Oct
Shipping Container in Amish Country
A house with a covered porch, outdoor seating, and a view of the landscape.

8. 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, (11 reviews)
"Nice place, would do it again"
United States
Gary
The price is NZ$468
includes taxes & fees
1 Oct - 2 Oct
Spacious 2 BR home, just minutes from Berlin, OH.
A spacious living room with a wooden ceiling, a sofa, two armchairs, a coffee table, and a kitchen in the background.

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

Amish Country Retreat w/ Hot Tub & Fenced Yard
Dundee
9.6 out of 10, Exceptional, (31 reviews)
"Property was very clean, private, & comfortable accommodations."
United States
Heather G.
The price is NZ$1,083
includes taxes & fees
30 Sept - 1 Oct
Amish Country Retreat w/ Hot Tub & Fenced Yard
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a bar stool.

10. Riverside Retreat with Hot Tub

Riverside Retreat with Hot Tub
Strasburg
10.0 out of 10, Exceptional, (143 reviews)
"It was perfect for our group."
United States
casey S.
The price is NZ$434
includes taxes & fees
19 Oct - 20 Oct
Riverside Retreat with Hot Tub
A spacious kitchen with wooden cabinets, a large island, and a view to a balcony.

11. 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 NZ$1,244
includes taxes & fees
4 Oct - 5 Oct
Peaceful Meadows
A wooden deck with outdoor furniture, a fire pit, and a garden with red flowers.

12. Cottage in Sugarcreek with Hot Tub

Cottage in Sugarcreek with Hot Tub
Sugarcreek
9.4 out of 10, Exceptional, (14 reviews)
"Beautiful house and everything was perfect!!! Thank you for having us!"
United States
Angie W.
The price is NZ$409
includes taxes & fees
26 Oct - 27 Oct
Cottage in Sugarcreek with Hot Tub
A wooden cabin with a stone foundation and a covered porch.

13. Quiet, country home with luxury amenities.

Quiet, country home with luxury amenities.
Dundee
10.0 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. Lots of beautiful trails to take a walk ."
United States
marilyn h.
The price is NZ$837
includes taxes & fees
29 Oct - 30 Oct
Quiet, country home with luxury amenities.
A wooden covered bridge with a sign commemorating Joseph J. Miller, Jr., surrounded by lush greenery.

14. The Kidron Quilter's Home, relax in Amish country with the locals

The Kidron Quilter's Home, relax in Amish country with the locals
Dalton
10.0 out of 10, Exceptional, (71 reviews)
"The house was wonderful and clean. We stayed 1 night due to prices of hotels and this was so much more pleasant. The host furnished the house with so many extras that made the stay delightful. Will definitely stay again."
United States
Andrea A.
The price is NZ$494
includes taxes & fees
10 Oct - 11 Oct
The Kidron Quilter's Home, relax in Amish country with the locals
A modern kitchen with a stainless steel refrigerator, a wooden range hood, pendant lights, and a central island with bar stools.

15. Private Pool Retreat in Amish Country

Private Pool Retreat in Amish Country
Dundee
9.8 out of 10, Exceptional, (29 reviews)
"Great place "
United States
Catalina H.
The price is NZ$1,049
includes taxes & fees
5 Oct - 6 Oct
Private Pool Retreat in Amish Country
A wooden cabin bedroom with a bed, a bench, a bathtub, a ceiling fan, and a window.

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

Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Millersburg
9.8 out of 10, Exceptional, (48 reviews)
"We love staying here every time we come into the area. It’s perfect and peaceful."
United States
Rikki H.
The price is NZ$721
includes taxes & fees
26 Oct - 27 Oct
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
A cozy attic bedroom with two beds, wooden sloped ceilings, and a skylight.

17. Peaceful Valley Retreat

Peaceful Valley Retreat
Sugarcreek
9.6 out of 10, Exceptional, (37 reviews)
"Great location. The place was very clean and the hot tub was an added bonus."
United States
Josh H.
The price is NZ$706
includes taxes & fees
30 Sept - 1 Oct
Peaceful Valley Retreat
A log cabin with a porch, outdoor seating, and a star decoration.

18. Amish Country Cabin w/ Porch & Views

Amish Country Cabin w/ Porch & Views
Millersburg
9.8 out of 10, Exceptional, (104 reviews)
"The house was awesomely clean and would stay here again with family"
United States
Anonymous traveller
The price is NZ$919
includes taxes & fees
12 Oct - 13 Oct
Amish Country Cabin w/ Porch & Views
A bedroom with a bed, two bedside tables, a floor lamp, a ceiling fan, and windows with curtains.

19. Honey Run King Suite ~between Millersburg & Berlin

Honey Run King Suite ~between Millersburg & Berlin
Millersburg
10.0 out of 10, Exceptional, (18 reviews)
"Greatly enjoyed our stay! Very clean and comfortable and our hosts were very accomodating. We highly recommend this place"
United States
steve m.
The price is NZ$353
includes taxes & fees
5 Oct - 6 Oct
Honey Run King Suite ~between Millersburg & Berlin
A modern house with large windows, a deck, and potted plants.

20. Tranquil Wooded Setting With Hot tub

Tranquil Wooded Setting With Hot tub
Dover
10.0 out of 10, Exceptional, (1 review)
The price is NZ$651
includes taxes & fees
6 Oct - 7 Oct
Tranquil Wooded Setting With Hot tub
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
"Always clean, staff always friendly and helpful. My favorite place to stay in Amish Country. Centrally located and easy access."
Paula 1-night trip
Posted less than an hour ago
Berlin Grande Hotel

Find out more about Winesburg

Winesburg Holiday Homes information

Number of reviews
1,119
Accommodation
167 Holiday Homes
Lowest Price
NZ$353
Highest Price
NZ$1,244