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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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, (164 reviews)
"The place was exactly as listed! "
United States
Katie C.
$309 nightly
The price is $316
Aug 17 - Aug 18
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, (4 reviews)
"Lots of space for a large family "
United States
Rebecca
$328 nightly
The price is $328
Aug 22 - Aug 23
Total with taxes and fees
Farmyard Stays Dundee Home w/ Scenic Views!
Exterior

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

Wrap Around Decks w/Beautiful View & Hot Tub
Dundee
10.0 out of 10, Exceptional, (250 reviews)
"Everything was wonderful, clean and a great place to relax"
United States
Victoria L.
$235 nightly
The price is $243
Aug 17 - Aug 18
Total with taxes and fees
Wrap Around Decks w/Beautiful View & Hot Tub
Exterior

4. The Blue Door Cottage

The Blue Door Cottage
Dundee
10.0 out of 10, Exceptional, (226 reviews)
"The cottage was very comfortable for our two night stay. It was a bit confusing to find since it sits on the owners property and it can not be seen from the road. You have to pull into the owners driveway and initially we thought we were at the wrong place. It should be mentioned in the information given about the rental. Would definitely stay here again if we were in the area again."
United States
John
$205 nightly
The price is $205
Aug 17 - Aug 18
Total with taxes and fees
The Blue Door Cottage
Property grounds

5. 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, (346 reviews)
"Nice place "
United States
Bobby
$197 nightly
The price is $201
Aug 31 - Sep 1
Total with taxes and fees
Escape to our romantic stone cottage by a pond overlooking Amish country
Lobby sitting area

6. Hillside Villa Ohio

Hillside Villa Ohio
3.0 star property
Millersburg
9.8 out of 10, Exceptional, (308 reviews)
"WONDERFUL very clean and comfortable. Everything we needed was supplied. Very nice. Would stay there again when possible. Beautiful setting"
United States
Roger
$129 nightly
The price is $145
Aug 19 - Aug 20
Total with taxes and fees
Hillside Villa Ohio
Outdoor spa tub

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, (310 reviews)
"Its a cute cozy little place, and everything was nice an clean."
United States
Sarah Y.
$209 nightly
The price is $213
Aug 17 - Aug 18
Total with taxes and fees
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country
Interior

8. Freda's Place

Freda's Place
Dundee
10.0 out of 10, Exceptional, (67 reviews)
"Very neat and clean. Nice country place to stay."
United States
Esther R.
$166 nightly
The price is $166
Aug 23 - Aug 24
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, (112 reviews)
"Clean, quiet, well stocked kitchen, beautiful country setting. Would definitely stay here again!"
United States
Peter S.
$125 nightly
The price is $125
Aug 18 - Aug 19
Total with taxes and fees
A small studio apartment located in the middle of beautiful Amish country.
Exterior

10. Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (271 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
$124 nightly
The price is $131
Aug 16 - Aug 17
Total with taxes and fees
Amish Blessings Cabins
Terrace/patio

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

The Oaks | Cozy 1920s Farmhouse | Hot Tub
Dundee
9.8 out of 10, Exceptional, (20 reviews)
"Property was great, extremely clean and well maintained. Host was awesome with communication. Fire pit and hot tub were both excellent. Location is very easy to get to from interstate 77. Highly recommended!"
United States
Tyson
$260 nightly
The price is $260
Aug 18 - Aug 19
Total with taxes and fees
The Oaks | Cozy 1920s Farmhouse | Hot Tub
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
$303 nightly
The price is $303
Aug 17 - Aug 18
Total with taxes and fees
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
Exterior

13. The Atlee Suites

The Atlee Suites
5.0 star property
Berlin
9.4 out of 10, Exceptional, (71 reviews)
"The stay was amazing. Very luxurious. Shower is huge, separate soaking tub which was great. The views into the valley was gorgeous while enjoying the hot tub on the deck. Couldn't have chose a better place to stay. Will definitely stay again!!"
United States
Sheryl
$203 nightly
The price is $230
Aug 17 - Aug 18
Total with taxes and fees
The Atlee Suites
Coffee/tea maker, fridge, microwave, oven

14. Peaceful Meadows

Peaceful Meadows
Dundee
9.8 out of 10, Exceptional, (29 reviews)
"Peaceful was the word of the trip. It was quiet and relaxing but still plenty of things to do near by. "
United States
Tina
$482 nightly
The price is $482
Aug 25 - Aug 26
Total with taxes and fees
Peaceful Meadows
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, (65 reviews)
"Cabin was clean, quiet, and peaceful, and the hot tub has a beautiful view."
United States
CayenneBerrie
$278 nightly
The price is $278
Aug 17 - Aug 18
Total with taxes and fees
Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Property grounds

16. 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.
$210 nightly
The price is $234
Sep 1 - Sep 2
Total with taxes and fees
In the Woods Cabin Suite: Luxurious Cabin Suite in Amish Country, Ohio.
1 bedroom, WiFi (free), bed sheets

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

Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Millersburg
9.8 out of 10, Exceptional, (45 reviews)
"We love staying here every time we come into the area. It’s perfect and peaceful."
United States
Rikki H.
$233 nightly
The price is $245
Aug 27 - Aug 28
Total with taxes and fees
Romantic Amish Country Cabin w/ Hot Tub & Jacuzzi
Smart TV, books

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

King Suite,Hot Tub,Pretty Hilltop View,
Dundee
9.8 out of 10, Exceptional, (98 reviews)
"We really enjoyed our stay here- home was clean and scenery surrounding was beautiful. Would stay here again "
United States
ashley t.
$277 nightly
The price is $277
Sep 8 - Sep 9
Total with taxes and fees
King Suite,Hot Tub,Pretty Hilltop View,
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.
$417 nightly
The price is $454
Aug 17 - Aug 18
Total with taxes and fees
The PearTree Cottage- enjoy the view in the hot tub! 10 minutes from Berlin
Interior

20. 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.
$394 nightly
The price is $429
Sep 2 - Sep 3
Total with taxes and fees
Peaceful Quiet Getaway in Amish Country!10 min. to Berlin & Walnutcreek. #hotub
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

Ramada by Wyndham Strasburg Dover

Ramada by Wyndham Strasburg Dover

8/10 Good
"The property is older but updated nicely. The beds were old and uncomfortable. They need to replace the mattresses. I would aloe like to see a low carb option(like scrambled eggs) for breakfast. I know they can not suit all dietary needs but low carb is popular"
Tom 1-night trip
Posted 2 hours ago
Ramada by Wyndham Strasburg Dover

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?

Amish Country Cabin w/ Porch & Views: Visitors like this Winesburg vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.