Winesburg Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Winesburg holiday rentals

Exterior
Amish Blessings Cabins

Cabin in Berlin

Amish Blessings Cabins
2.5 star property
9.6 out of 10, Exceptional, (249)
"Wonderful place to stay. Will do it again"
United States
Charles
The price is S$141
includes taxes & fees
12 Jan - 13 Jan, 2026
Amish Blessings Cabins
Lobby sitting area
Hillside Villa Ohio

Villa in Millersburg

Hillside Villa Ohio
3.0 star property
9.8 out of 10, Exceptional, (303)
"The rooms were beautifully furnished and clean. The views were wonderful. "
United States
Gloria
The price is S$170
includes taxes & fees
22 Jan - 23 Jan, 2026
Hillside Villa Ohio
Interior
Meet Country Animals! Farmyard Stays Dundee Home

Cottage in Dundee

Meet Country Animals! Farmyard Stays Dundee Home
3.0 star property
9.4 out of 10, Exceptional, (3)
"Are trip was just a over night. It was not close to any shopping. It was really in the country very remote but it was peaceful and quiet in a very nice house. If I was ever in that area again I would go again the owners were very nice"
United States
debbie
The price is S$390
includes taxes & fees
28 Dec - 29 Dec
Meet Country Animals! Farmyard Stays Dundee Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winesburg Hotel Reviews

Fairfield Inn & Suites Canton South

Fairfield Inn & Suites Canton South

10/10 Excellent
"Room was Great! Staff was very nice!"
Maceo 1-night trip
Posted 2 days ago
Fairfield Inn & Suites Canton South

Frequently asked questions

Can I find holiday rentals in Winesburg?

Yes, there are holiday rentals close to the most popular sights in Winesburg, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Winesburg?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Yoder's Amish Home and The Amish Country Theater.

What are holiday rentals like in Winesburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winesburg. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.