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

Winesburg Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winesburg vacation rentals

Outdoor dining

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
$263 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
House (4 Bedrooms) | Interior

2. Farmyard Stays Dundee Home w/ Scenic Views!

Farmyard Stays Dundee Home w/ Scenic Views!
3.0 star property
Dundee
9.6 out of 10, Exceptional, (5 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
$328 nightly
The price is $328
Sep 8 - Sep 9
Total with taxes and fees
Farmyard Stays Dundee Home w/ Scenic Views!
Property grounds

3. 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, (347 reviews)
"Nice place "
United States
Bobby
$192 nightly
The price is $196
Sep 9 - Sep 10
Total with taxes and fees
Escape to our romantic stone cottage by a pond overlooking Amish country
Exterior

4. The Blue Door Cottage

The Blue Door Cottage
Dundee
10.0 out of 10, Exceptional, (229 reviews)
"We had a wonderful stay. The property was beautiful and the cottage was charming and inviting and fully stocked with everything a guest world need! We will definitely return!"
United States
Donna G.
$202 nightly
The price is $202
Sep 7 - Sep 8
Total with taxes and fees
The Blue Door Cottage
Exterior

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

Wrap Around Decks w/Beautiful View & Hot Tub
Dundee
10.0 out of 10, Exceptional, (253 reviews)
"Everything was wonderful, clean and a great place to relax"
United States
Victoria L.
$255 nightly
The price is $264
Sep 7 - Sep 8
Total with taxes and fees
Wrap Around Decks w/Beautiful View & Hot Tub
Outdoor spa tub

6. 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.
$203 nightly
The price is $207
Sep 7 - Sep 8
Total with taxes and fees
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
Lobby sitting area

7. Hillside Villa Ohio

Hillside Villa Ohio
3.0 star property
Millersburg
9.8 out of 10, Exceptional, (310 reviews)
"Expedia dropped the ball on sending me a check in routine. Code for door. I made a call to HILLSIDE AND WAS VERY HAPPY WITH THE HELP THEY GAVE. Beautiful view. Very nice setup. We would definitely would stay again. Very Clean. Common area was great for gatherings."
United States
Denise
$129 nightly
The price is $145
Sep 9 - Sep 10
Total with taxes and fees
Hillside Villa Ohio
Interior

8. Freda's Place

Freda's Place
Dundee
10.0 out of 10, Exceptional, (69 reviews)
"Everything was perfect for our stay. The place was super clean and the house was communicable. Also, the beds were very comfortable!We would definitely stay here again!"
United States
Kari M.
$177 nightly
The price is $177
Oct 4 - Oct 5
Total with taxes and fees
Freda's Place
Exterior

9. 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, (114 reviews)
"Clean, quiet, well stocked kitchen, beautiful country setting. Would definitely stay here again!"
United States
Peter S.
$125 nightly
The price is $125
Sep 6 - Sep 7
Total with taxes and fees
A small studio apartment located in the middle of beautiful Amish country.
Exterior

10. The Atlee Suites

The Atlee Suites
5.0 star property
Berlin
9.4 out of 10, Exceptional, (74 reviews)
"The unit was comfortable, clean, organized and I loved the location and balcony. Definitely no complaints."
United States
JOESPH
$193 nightly
The price is $219
Sep 7 - Sep 8
Total with taxes and fees
The Atlee Suites
Exterior

11. Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (273 reviews)
"Always a beautiful place to stay and convenient to the amish shops and restaurants. We have been here 3 times and love it here!"
United States
Valerie
$134 nightly
The price is $142
Sep 7 - Sep 8
Total with taxes and fees
Amish Blessings Cabins
House (1 Bedroom) | Interior

12. 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
$272 nightly
The price is $272
Sep 28 - Sep 29
Total with taxes and fees
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
Terrace/patio

13. Pine Cove Treehouses & Cabins

Pine Cove Treehouses & Cabins
2.0 star property
Millersburg
9.4 out of 10, Exceptional, (23 reviews)
"Cozy suite and close to places of interest"
United States
Matthew
$175 nightly
The price is $198
Sep 7 - Sep 8
Total with taxes and fees
Pine Cove Treehouses & Cabins
Property grounds

14. 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.
$211 nightly
The price is $235
Sep 7 - Sep 8
Total with taxes and fees
In the Woods Cabin Suite: Luxurious Cabin Suite in Amish Country, Ohio.
Exterior

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

Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Sugarcreek
10.0 out of 10, Exceptional, (68 reviews)
"Lovely stay!"
United States
Susan P.
$274 nightly
The price is $274
Sep 7 - Sep 8
Total with taxes and fees
Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Interior

16. Peaceful Quiet Getaway in Amish Country!10 min. to Berlin & Walnutcreek. #hotub

Peaceful Quiet Getaway in Amish Country!10 min. to Berlin & Walnutcreek. #hotub
Dundee
10.0 out of 10, Exceptional, (54 reviews)
"Very quaint, enjoyed the donkeys outside!"
United States
Shannon J.
$367 nightly
The price is $399
Sep 14 - Sep 15
Total with taxes and fees
Peaceful Quiet Getaway in Amish Country!10 min. to Berlin & Walnutcreek. #hotub
Terrace/patio

17. 2-bedroom Aframe cabin in delightful Sugarcreek.

2-bedroom Aframe cabin in delightful Sugarcreek.
Sugarcreek
10.0 out of 10, Exceptional, (26 reviews)
"Really enjoyed our stay, host was super nice and helpful."
United States
Marilyn Y.
$200 nightly
The price is $200
Sep 7 - Sep 8
Total with taxes and fees
2-bedroom Aframe cabin in delightful Sugarcreek.
Interior

18. Cozy Getaway on a quiet road,10 minutes to Walnutcreek and Berlin! #hottub

Cozy Getaway on a quiet road,10 minutes to Walnutcreek and Berlin! #hottub
Dundee
10.0 out of 10, Exceptional, (102 reviews)
"This cottage is absolutely amazing as are the hosts. Our stay here was incredibly beautiful and relaxing. "
United States
Anonymous traveler
$367 nightly
The price is $399
Sep 7 - Sep 8
Total with taxes and fees
Cozy Getaway on a quiet road,10 minutes to Walnutcreek and Berlin! #hottub
TV, fireplace

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.
$389 nightly
The price is $423
Sep 7 - Sep 8
Total with taxes and fees
The PearTree Cottage- enjoy the view in the hot tub! 10 minutes from Berlin
Smart TV, books

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

King Suite,Hot Tub,Pretty Hilltop View,
Dundee
9.8 out of 10, Exceptional, (101 reviews)
"A very nice place to stay!"
United States
Mandy M.
$301 nightly
The price is $301
Sep 8 - Sep 9
Total with taxes and fees
King Suite,Hot Tub,Pretty Hilltop View,
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

Quality Inn Wooster

Quality Inn Wooster

10/10 Excellent
"Nice clean place to stay."
Stacey 1-night trip
Posted 1 hour ago
Quality Inn Wooster

Find out more about Winesburg

Everything you need to know about Winesburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winesburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winesburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winesburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winesburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winesburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winesburg rentals

At Expedia, we put the best Winesburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winesburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winesburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winesburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Kate's Guest House "Hidden Retreat": Visitors like this Winesburg vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Make the most of the books 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.