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

Winesburg Vacation Rentals

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Our top choices for Winesburg vacation rentals

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, (163 reviews)
"Clean and very fun to stay"
United States
phillp c.
$274 nightly
The price is $281
Jul 6 - Jul 7
Total with taxes and fees
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!

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, (103 reviews)
"I enjoyed myself and the property was very clean and I would definitely visit again"
United States
Shira L.
$125 nightly
The price is $125
Jul 4 - Jul 5
Total with taxes and fees
A small studio apartment located in the middle of beautiful Amish country.

The Blue Door Cottage

The Blue Door Cottage
Dundee
10.0 out of 10, Exceptional, (218 reviews)
"Very cute, quite place to go and just relax! "
United States
Gail B.
$201 nightly
The price is $201
Jun 29 - Jun 30
Total with taxes and fees
The Blue Door Cottage

The Cayo Cabin, Millersburg Ohio

The Cayo Cabin, Millersburg Ohio
Millersburg
10.0 out of 10, Exceptional, (189 reviews)
"It was a wonderful overnight stay! Such a cute little place. Will definitely stay again. "
United States
Krista C.
$157 nightly
The price is $175
Jul 11 - Jul 12
Total with taxes and fees
The Cayo Cabin, Millersburg Ohio

Wrap Around Decks w/Beautiful View & Hot Tub

Wrap Around Decks w/Beautiful View & Hot Tub
Dundee
10.0 out of 10, Exceptional, (245 reviews)
"We would love to stay here again. It was a lovely property with beautiful views. "
United States
Laurie H.
$233 nightly
The price is $241
Jul 1 - Jul 2
Total with taxes and fees
Wrap Around Decks w/Beautiful View & Hot Tub

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, (16 reviews)
"This house was an awesome place to stay! "
United States
Lisa H.
$246 nightly
The price is $246
Jul 1 - Jul 2
Total with taxes and fees
Cozy 2-bedroom home in Winesburg, holmes county ohio

Charming Home in the heart of Amish Country!

Charming Home in the heart of Amish Country!
Sugarcreek
10.0 out of 10, Exceptional, (94 reviews)
"Beautiful home. Cozy & fully equipped. Beautifully decorated. Nice outdoor area. Perfect for a reunion of 5 senior friends!"
United States
karen s.
$200 nightly
The price is $200
Jul 13 - Jul 14
Total with taxes and fees
Charming Home in the heart of Amish Country!

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, (343 reviews)
"Nice place "
United States
Bobby
$194 nightly
The price is $198
Jul 6 - Jul 7
Total with taxes and fees
Escape to our romantic stone cottage by a pond overlooking Amish country

Scotch Pine . Trailside Lodging

Scotch Pine . Trailside Lodging
Millersburg
9.4 out of 10, Exceptional, (62 reviews)
"We truly enjoyed our stay! Cabin had everything we needed. "
United States
Judy D.
$212 nightly
The price is $236
Jun 29 - Jun 30
Total with taxes and fees
Scotch Pine . Trailside Lodging

Riverside Retreat with Hot Tub

Riverside Retreat with Hot Tub
Strasburg
10.0 out of 10, Exceptional, (133 reviews)
"Everything was wonderful. Especially appreciated the cleanliness of the place. "
United States
Mae E.
$260 nightly
The price is $260
Jun 29 - Jun 30
Total with taxes and fees
Riverside Retreat with Hot Tub

Grandma’s Place - Steps from Downtown Sugarcreek

Grandma’s Place - Steps from Downtown Sugarcreek
Sugarcreek
10.0 out of 10, Exceptional, (88 reviews)
"Very quiet and safe area. Easy walk to the Main Street. The house is clean and one floor. Only steps are the ones going from the parking area to the covered porch. It was a wonderful place to stay. "
United States
Delores
$262 nightly
The price is $262
Jun 29 - Jun 30
Total with taxes and fees
Grandma’s Place - Steps from Downtown Sugarcreek

Meet Country Animals! Farmyard Stays Dundee Home

Meet Country Animals! Farmyard Stays Dundee Home
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
Jun 29 - Jun 30
Total with taxes and fees
Meet Country Animals! Farmyard Stays Dundee Home

Spacious Cottage in Ohio Amish Country

Spacious Cottage in Ohio Amish Country
Apple Creek
10.0 out of 10, Exceptional, (70 reviews)
"Location Accommodations and Hosts Are fantastic! Perfect for our OTET trip!"
United States
Shane W.
$245 nightly
The price is $245
Jul 7 - Jul 8
Total with taxes and fees
Spacious Cottage in Ohio Amish Country

Amish Blessings Cabins

Amish Blessings Cabins
2.5 star property
Berlin
9.8 out of 10, Exceptional, (266 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
$153 nightly
The price is $162
Jul 5 - Jul 6
Total with taxes and fees
Amish Blessings Cabins

Wildwood Hill Cabin. Secluded in Woods. Hot Tub

Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Sugarcreek
10.0 out of 10, Exceptional, (61 reviews)
"The host was very welcoming and we loved the hot tub and the seclusion. Very charming place. "
United States
Bernadette E.
$275 nightly
The price is $275
Jul 7 - Jul 8
Total with taxes and fees
Wildwood Hill Cabin. Secluded in Woods. Hot Tub

Pine Cove Treehouses & Cabins

Pine Cove Treehouses & Cabins
2.0 star property
Millersburg
9.4 out of 10, Exceptional, (18 reviews)
"Cozy suite and close to places of interest"
United States
Matthew
$175 nightly
The price is $198
Jun 29 - Jun 30
Total with taxes and fees
Pine Cove Treehouses & Cabins

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, (309 reviews)
"Everything was great! Loved the homemade breakfast and coffee. Great views and very clean!"
United States
Mary Y.
$207 nightly
The price is $211
Jun 29 - Jun 30
Total with taxes and fees
Escape To Our Clean Quiet Fully Furnished Cabins Nestled In Amish Country

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)
"Beautiful views and overall relaxing time. Very quiet and clean. Would definitely recommend "
United States
A R.
$389 nightly
The price is $423
Jul 6 - Jul 7
Total with taxes and fees
The PearTree Cottage- enjoy the view in the hot tub! 10 minutes from Berlin

Shady Maple at Tranquil Acres

Shady Maple at Tranquil Acres
Millersburg
10.0 out of 10, Exceptional, (24 reviews)
"The cabin was cozy anthe view was amazing. "
United States
dominic
$262 nightly
The price is $286
Jul 6 - Jul 7
Total with taxes and fees
Shady Maple at Tranquil Acres

Wild Rose - Secluded Cabin Getaway with Hot Tub, Kitchen, and Fireplace

Wild Rose - Secluded Cabin Getaway with Hot Tub, Kitchen, and Fireplace
Millersburg
9.8 out of 10, Exceptional, (57 reviews)
"Our stay was great! Loved the location and will definitely be back in the future. Thank you for a great experience!"
United States
Ian M.
$289 nightly
The price is $316
Jul 1 - Jul 2
Total with taxes and fees
Wild Rose - Secluded Cabin Getaway with Hot Tub, Kitchen, and Fireplace
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

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 $145 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?

King Suite,Hot Tub,Pretty Hilltop View,: Visitors like this Winesburg vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 Coblentz Chocolate Company, 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.