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
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Winesburg vacation rentals

Exterior

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.
The price is AED 294
AED 459 total
includes taxes & fees
7 Jul - 8 Jul
A small studio apartment located in the middle of beautiful Amish country.
House (2 Bedrooms) | Interior

Amish Country Getaway w/ Pastoral Views!

Amish Country Getaway w/ Pastoral Views!
3.0 star property
Millersburg
The price is AED 529
AED 965 total
includes taxes & fees
19 Jul - 20 Jul
Amish Country Getaway w/ Pastoral Views!
Dining

Charming Home in the heart of Amish Country!

Charming Home in the heart of Amish Country!
Sugarcreek
10.0 out of 10, Exceptional, (95 reviews)
"Beautiful home. Cozy & fully equipped. Beautifully decorated. Nice outdoor area. Perfect for a reunion of 5 senior friends!"
United States
karen s.
The price is AED 413
AED 652 total
includes taxes & fees
7 Jul - 8 Jul
Charming Home in the heart of Amish Country!
Terrace/patio

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
The price is AED 628
AED 728 total
includes taxes & fees
7 Jul - 8 Jul
Pine Cove Treehouses & Cabins
1 bedroom, iron/ironing board, travel crib, WiFi

The Cayo Cabin, Millersburg Ohio

The Cayo Cabin, Millersburg Ohio
Millersburg
10.0 out of 10, Exceptional, (190 reviews)
"It was a wonderful overnight stay! Such a cute little place. Will definitely stay again. "
United States
Krista C.
The price is AED 397
AED 605 total
includes taxes & fees
13 Jul - 14 Jul
The Cayo Cabin, Millersburg Ohio
Property grounds

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
The price is AED 540
AED 725 total
includes taxes & fees
7 Jul - 8 Jul
Escape to our romantic stone cottage by a pond overlooking Amish country
Exterior

The Blue Door Cottage

The Blue Door Cottage
Dundee
10.0 out of 10, Exceptional, (219 reviews)
"Very cute, quite place to go and just relax! "
United States
Gail B.
The price is AED 437
AED 742 total
includes taxes & fees
7 Jul - 8 Jul
The Blue Door Cottage
Exterior

Your Home Away From Home l Conveniently Located

Your Home Away From Home l Conveniently Located
Wooster
10.0 out of 10, Exceptional, (27 reviews)
"Great place to stay!"
United States
Sarah
The price is AED 441
AED 1,010 total
includes taxes & fees
7 Jul - 8 Jul
Your Home Away From Home l Conveniently Located
Smart TV

Grandma’s Place - Steps from Downtown Sugarcreek

Grandma’s Place - Steps from Downtown Sugarcreek
Sugarcreek
10.0 out of 10, Exceptional, (89 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
The price is AED 579
AED 964 total
includes taxes & fees
7 Jul - 8 Jul
Grandma’s Place - Steps from Downtown Sugarcreek
Smart TV, fireplace, books

Lazy Days by Rocky Hill Cabins

Lazy Days by Rocky Hill Cabins
Millersburg
10.0 out of 10, Exceptional, (64 reviews)
"Another great stay "
United States
Jamie M.
The price is AED 661
AED 1,050 total
includes taxes & fees
7 Jul - 8 Jul
Lazy Days by Rocky Hill Cabins
Outdoor dining

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.
The price is AED 400
AED 1,041 total
includes taxes & fees
10 Jul - 11 Jul
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
Smart TV, books

King Suite,Hot Tub,Pretty Hilltop View,

King Suite,Hot Tub,Pretty Hilltop View,
Dundee
9.8 out of 10, Exceptional, (91 reviews)
"Nice, clean and quiet....hot tub was great. "
United States
Brian S.
The price is AED 569
AED 1,013 total
includes taxes & fees
13 Jul - 14 Jul
King Suite,Hot Tub,Pretty Hilltop View,
Exterior

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.
Scotch Pine . Trailside Lodging
Exterior

Wildwood Hill Cabin. Secluded in Woods. Hot Tub

Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Sugarcreek
10.0 out of 10, Exceptional, (63 reviews)
"The host was very welcoming and we loved the hot tub and the seclusion. Very charming place. "
United States
Bernadette E.
The price is AED 731
AED 1,006 total
includes taxes & fees
7 Jul - 8 Jul
Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Interior

A Shipping Container Experience

A Shipping Container Experience
Dover
9.8 out of 10, Exceptional, (125 reviews)
"Great stay; the property was beautiful & peaceful."
United States
Brenda S.
The price is AED 680
AED 784 total
includes taxes & fees
7 Jul - 8 Jul
A Shipping Container Experience
Interior

ParadisePeak Hummingbird Cabin with indoor Jacuzzi in the heart of Amish Country

ParadisePeak Hummingbird Cabin with indoor Jacuzzi in the heart of Amish Country
Millersburg
10.0 out of 10, Exceptional, (132 reviews)
"Absolutely gorgeous location. An amazing place to relax and enjoy the scenery.Only a short drive from an historic downtown area with wonderful shops and food."
United States
Thomas L I.
The price is AED 744
AED 1,265 total
includes taxes & fees
7 Jul - 8 Jul
ParadisePeak Hummingbird Cabin with indoor Jacuzzi in the heart of Amish Country
House (1 Bedroom) | Interior

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
The price is AED 551
AED 1,000 total
includes taxes & fees
10 Jul - 11 Jul
Rustic Dundee Log Cabin w/ Hot Tub & Forest Views!
Outdoor dining

Tiny House w/Creek and Eagles

Tiny House w/Creek and Eagles
Millersburg
9.8 out of 10, Exceptional, (14 reviews)
"The property was fabulous! Our family loved the eagle sitings, the creek outback, and the time well spent! We visited nearby farms and went mini golfing. The location is unbeatable "
United States
Maranda D.
The price is AED 628
AED 720 total
includes taxes & fees
7 Jul - 8 Jul
Tiny House w/Creek and Eagles
Exterior

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
The price is AED 613
AED 995 total
includes taxes & fees
7 Jul - 8 Jul
Shady Maple at Tranquil Acres
Interior

Riverside Retreat with Hot Tub

Riverside Retreat with Hot Tub
Strasburg
10.0 out of 10, Exceptional, (135 reviews)
"Everything was wonderful. Especially appreciated the cleanliness of the place. "
United States
Mae E.
The price is AED 413
AED 920 total
includes taxes & fees
14 Jul - 15 Jul
Riverside Retreat 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

Comfort Suites Hotel and Conference Center

Comfort Suites Hotel and Conference Center

10/10 Excellent
"It as exactly as described."
Linda 4-night trip
Posted 4 hours ago
Comfort Suites Hotel and Conference Center

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 The Farm at Walnut Creek, or get out into nature at a spot like Kidron Evergreen Park. 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.