Winesburg Vacation Rentals

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Vacation Rentals in Winesburg

Farmhouse of Blessings | 2 Bed, 2 Bath
10.0 out of 10, Exceptional, (64)
"Very clean and within walking distance to the town of Winesburg. We would walk down for breakfast in the morning. Very pleasant. Loved the fact that we each had our own bedroom with bathroom. Definitely would stay again. Thank you."
Farmhouse of Blessings | 2 Bed, 2 Bath
Peaceful, Spacious, Historic Stone Cottage Getaway
10.0 out of 10, Exceptional, (254)
"The cottage was so quaint and comfortable, it was difficult to leave to visit the area. Very well stocked with so many extras, better in life than the pictures. Enjoyed every moment and would definitely stay again, hopefully for more than three nights"
Peaceful, Spacious, Historic Stone Cottage Getaway
Cabin Retreat on quiet back road in Amish Country with hot tub
10.0 out of 10, Exceptional, (145)
"My mom and I had the best most perfect weekend away!!!! We read, laughed, crafted, laughed, relaxed, laughed, ate, laughed! It was so special. The place was fabulous and we are already booked for the fall!"
Cabin Retreat on quiet back road in Amish Country with hot tub
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Wurthmann House Unit #3 Your Home Away From Home
10.0 out of 10, Exceptional, (80)
"Loved it. Perfect location right on Main St. The place was beautiful and very comfortable."
The price is CA $137
CA $209 total
includes taxes & fees
Jun 11 - Jun 12
Wurthmann House Unit #3 Your Home Away From Home
Hillside Villa Ohio
3.0 star property
9.8 out of 10, Exceptional, (247)
"Very clean and updated! Only thing, the AC didnt work in our room nor in the living room nor kitchen. Our room was 80° when we got there and it wouldnt come on. They gave us 2 other rooms to choose from and they were both fine. We have friends in CA and would like to bring them over sometime so hopefully this issue can be resolved soon. Thank you much!"
The price is CA $186
CA $210 total
includes taxes & fees
Jun 2 - Jun 3
Hillside Villa Ohio
Amish Blessings Cabins
2.5 star property
9.6 out of 10, Exceptional, (171)
"Everything was great. "
The price is CA $148
CA $157 total
includes taxes & fees
Jun 2 - Jun 3
Amish Blessings Cabins
Wurthmann House Unit #2 Your Home Away From Home
10.0 out of 10, Exceptional, (76)
"This property was ideal. So very cool to stay right on Main St. The home was clean and very pretty. Having the outside rocking chairs and swing outside was an added bonus. The full size refridgerator was a blessing! We will stay again."
The price is CA $171
CA $254 total
includes taxes & fees
Jun 3 - Jun 4
Wurthmann House Unit #2 Your Home Away From Home
Wurthmann House Unit #1 Your Home Away From Home
10.0 out of 10, Exceptional, (180)
"It was just wonderful, it was a home away from home stay, just with all the fun things to do ,and with the best restaurant in town right next door youcant go wrong"
The price is CA $205
CA $302 total
includes taxes & fees
Jun 3 - Jun 4
Wurthmann House Unit #1 Your Home Away From Home
Secluded Log Cabin on 300 Acres Near the Heart of Amish Country Ohio
10.0 out of 10, Exceptional, (109)
"The property is absolutely stunning, the cabin is so beautiful- even more so in person! I couldn't have imagined. Very easy stay. 100% recommend!"
Secluded Log Cabin on 300 Acres Near the Heart of Amish Country Ohio
Paradise Peak “Hummingbird”Cabin With Jacuzzi Tub
10.0 out of 10, Exceptional, (45)
"This was the perfect place to celebrate ourAnniversary! The cabin is so cute with no details overlooked and the cleanliness is 10/10! We look forward to coming back again in the future and definitely recommend this cabin if you’re looking for a lovely place to stay! - Wheatley's Manstield. OH"
The price is CA $320
CA $482 total
includes taxes & fees
Jun 4 - Jun 5
Paradise Peak “Hummingbird”Cabin With Jacuzzi Tub
Cozy Waterview Lodge Suite w/ Hot Tub
10.0 out of 10, Exceptional, (17)
"Came back from shopping all day and enjoyed the peace and quiet in the hot tub."
The price is CA $200
CA $306 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Waterview Lodge Suite w/ Hot Tub
Riverside Retreat with Hot Tub
10.0 out of 10, Exceptional, (51)
"Everything was perfect and exactly as expected. Great communication from host. Easy and detailed driving and entry directions from host. Property was very well maintained. Home was extremely clean and comfortable. Great experience. Highly recommend."
The price is CA $164
CA $358 total
includes taxes & fees
Jun 2 - Jun 3
Riverside Retreat with Hot Tub
Jemma’s Hideaway in Amish Country
10.0 out of 10, Exceptional, (57)
"It was a last minute decision and was so glad I found Jemma's Hideaway! It was beautiful inside and out. I enjoyed sitting outside watching the horses, birds and beautiful flowers. I highly recommend!"
The price is CA $185
CA $311 total
includes taxes & fees
Jun 6 - Jun 7
Jemma’s Hideaway in Amish Country
"The Barn at Sunset Lane" - Spacious 4BR Home on 24 Acres
10.0 out of 10, Exceptional, (72)
"This place is a hidden gem! Coming from a small town, but can hear road noise on a daily basis it was SO nice to relax on the front patio area in silence! Everything was neat and tidy. My kids loved the board games, and it was nice to let my 5 year old run around the yard. I would recommend this place 100x over!"
"The Barn at Sunset Lane" - Spacious 4BR Home on 24 Acres
Historic Cabin On 300 Acre Farm In Amish Country
10.0 out of 10, Exceptional, (291)
"Great place for a quiet relaxing weekend getaway! Will definitely be going back."
Historic Cabin On 300 Acre Farm In Amish Country
Wrap Around Decks w/Beautiful View & Hot Tub
10.0 out of 10, Exceptional, (177)
"The property is a wonderful place to stay. The view is amazing from the wrap around porch. This is the 3rd time we have stayed there. Not far from Berlin, Sugar Creek, Mt. Hope, Charm or Walnut Creek. My sister and adult daughter love to get away there for a girls retreat. Eli is a wonderful host. It is very clean and comfortable and has a hot tub! The goats are a bonus."
The price is CA $204
CA $369 total
includes taxes & fees
Jun 12 - Jun 13
Wrap Around Decks w/Beautiful View & Hot Tub
Country View Lodging In the heart of Amish Country
10.0 out of 10, Exceptional, (48)
"House was great - very clean and modern. Everything as listed in listing. Only 10 miles from downtown Berlin - which was a nice drive through Amish farmlands. Very quiet and beautiful surroundings. Everyone very friendly. We definitely would consider staying there again."
Country View Lodging In the heart of Amish Country
2 Br home with Hot-Tub! Quiet, dead end street
10.0 out of 10, Exceptional, (81)
"Very nice, clean house in a quiet neighborhood. It was great for a long weekend getaway!"
The price is CA $192
CA $311 total
includes taxes & fees
Jun 3 - Jun 4
2 Br home with Hot-Tub! Quiet, dead end street
The Cayo Cabin, Millersburg Ohio
10.0 out of 10, Exceptional, (121)
"Close to everything"
The price is CA $171
CA $255 total
includes taxes & fees
Jun 3 - Jun 4
The Cayo Cabin, Millersburg Ohio
Escape to our romantic stone cottage by a pond overlooking Amish country
10.0 out of 10, Exceptional, (300)
"I couldn't have asked for a better hostess. Martha was extremely nice, helpful, and the communication was excellent. We added a relaxing couples massage to our stay, which we were able to enjoy in the comfort and privacy of the cabin. We also paid extra to have the bed and jacuzzi decorated with rose petals and tea lights, which added to the romantic ambiance. The scrumptious breakfast was well worth the additional cost and we were pleasantly surprised to find a personalized message written on...
The price is CA $192
CA $256 total
includes taxes & fees
Jun 2 - Jun 3
Escape to our romantic stone cottage by a pond overlooking Amish country
Don't see what you're looking for?
See all available properties in Winesburg
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.

Winesburg Vacation Rental Travel Info

Other types of properties in Winesburg you may be interested in

Farmhouse of Blessings | 2 Bed, 2 Bath
10.0 out of 10, Exceptional, (64)
"Very clean and within walking distance to the town of Winesburg. We would walk down for breakfast in the morning. Very pleasant. Loved the fact that we each had our own bedroom with bathroom. Definitely would stay again. Thank you."
Farmhouse of Blessings | 2 Bed, 2 Bath
Peaceful, Spacious, Historic Stone Cottage Getaway
10.0 out of 10, Exceptional, (254)
"The cottage was so quaint and comfortable, it was difficult to leave to visit the area. Very well stocked with so many extras, better in life than the pictures. Enjoyed every moment and would definitely stay again, hopefully for more than three nights"
Peaceful, Spacious, Historic Stone Cottage Getaway
Carlisle Inn Sugarcreek
2.5 star property
9.8 out of 10, Exceptional, (1003)
"Beautiful!!!"
The price is CA $143
CA $162 total
includes taxes & fees
Jun 2 - Jun 3
Carlisle Inn Sugarcreek
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winesburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Farmhouse of Blessings | 2 Bed, 2 Bath: This highly rated vacation home rental in Winesburg is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.

Recent reviews of Winesburg properties
Expedia verified reviews