Winesburg holiday rentals

We found 275 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Winesburg to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Winesburg

Showing deals for:6 Nov - 13 Nov

Exterior detail
front yard swimming pool
Children’s area
Outdoor dining
Exceptional
(130 reviews)

Kate's Guest House "Hidden Retreat"

Millersburg

8% off
AU$4,187
for 7 nights, 1 home
AU$598 per night
includes taxes & fees
Kate's Guest House "Hidden Retreat"
Interior
Outdoor dining
Property grounds
Private kitchen
Exceptional
(15 reviews)

Tiny House w/Creek and Eagles

Millersburg

23% off
AU$1,969
for 7 nights, 1 cabin
AU$281 per night
includes taxes & fees
Tiny House w/Creek and Eagles
Interior
Terrace/patio
Room
Room
Exceptional
(22 reviews)

Shuffleboard Books Trains Cabin with Extension

Millersburg

18% off
AU$1,807
for 7 nights, 1 cabin
AU$258 per night
includes taxes & fees
Shuffleboard Books Trains Cabin with Extension
Full Bathroom on main floor
Open loft area of Bedroom #1. Queen bed which has a latex/memory foam mattress
The Cabin nestled against a wooded area...
Open loft area (Bedroom #1) Queen bed with a latex/memory foam mattress
Exceptional
(83 reviews)

Cabin in Amish Country w Animals - 1 mile from Berlin, Ohio

Millersburg

13% off
AU$2,163
for 7 nights, 1 cabin
AU$309 per night
includes taxes & fees
Cabin in Amish Country w Animals - 1 mile from Berlin, Ohio
Dining
Exterior
Outdoor spa tub
Room
Exceptional
(65 reviews)

Wildwood Hill Cabin. Secluded in Woods. Hot Tub

Dundee

9% off
AU$2,191
for 7 nights, 1 cabin
AU$313 per night
includes taxes & fees
Wildwood Hill Cabin. Secluded in Woods. Hot Tub
Outdoor dining
Living area
Private kitchen
Private kitchen
Exceptional
(20 reviews)

Cozy 2-bedroom home in Winesburg, holmes county ohio

Dundee

9% off
AU$1,845
for 7 nights, 1 home
AU$264 per night
includes taxes & fees
Cozy 2-bedroom home in Winesburg, holmes county ohio
Hot tub.
862669e0 c6be 4f39 a832 645bdba9eb79
Front steps.
Front Deck
Exceptional
(138 reviews)

Riverside Retreat with Hot Tub

Strasburg

8% off
AU$1,730
for 7 nights, 1 home
AU$247 per night
includes taxes & fees
Riverside Retreat with Hot Tub
Amish Dress-up Closet
Front porch relaxation
Neighborhood View
Queen Bedroom is upstairs and bathrooms are downstairs
Exceptional
(38 reviews)

The Wrens Nest

Baltic

13% off
AU$1,689
for 7 nights, 1 home
AU$241 per night
includes taxes & fees
The Wrens Nest
Beverage Station
living room with power recliner, queen size sleeper sofa, smart TV and 2 chairs
Large, fully stocked kitchen
Kitchen with bar and 4 stools
Exceptional
(68 reviews)

The Kidron Quilter's Home, relax in Amish country with the locals

Dalton

9% off
AU$1,598
for 7 nights, 1 home
AU$228 per night
includes taxes & fees
The Kidron Quilter's Home, relax in Amish country with the locals
Living area
Open concept living room / dining area
Living Room
Interior
Exceptional
(64 reviews)

Freda's Place

Dundee

9% off
AU$1,554
for 7 nights, 1 home
AU$222 per night
includes taxes & fees
Freda's Place
Room
Bathroom
Bathroom
Bathroom
Exceptional
(8 reviews)

Romantic, Luxurious Getaway in the Heart of Amish Country

Sugarcreek

8% off
AU$2,005
for 7 nights, 1 home
AU$286 per night
includes taxes & fees
Romantic, Luxurious Getaway in the Heart of Amish Country
Aerial view
Miscellaneous
Exterior
Property grounds
Exceptional
(56 reviews)

Family Friendly Barndominium in Amish Country (Sleeps 8)

Millersburg

9% off
AU$2,880
for 7 nights, 1 cabin
AU$411 per night
includes taxes & fees
Family Friendly Barndominium in Amish Country (Sleeps 8)
Terrace/patio
You’ll love this backyard! Private & peaceful.
You’ll love hanging out in this back yard!
Outdoor spa tub
Exceptional
(19 reviews)

Great 3 Bedroom Log House in Amish Country

Dover

9% off
AU$2,452
for 7 nights, 1 home
AU$350 per night
includes taxes & fees
Great 3 Bedroom Log House in Amish Country

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Winesburg getaway

Learn about the unique charm of Winesburg with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Winesburg

Are you searching for attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Winesburg a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • The Farm at Walnut Creek (6.9 mi / 11.1 km)
  • Breitenbach Wine Cellars (9.8 mi / 15.7 km)
  • Coblentz Chocolate Company (5.4 mi / 8.7 km)
  • Baylor Beach Park (7.1 mi / 11.4 km)
  • Swiss Heritage Winery (9.7 mi / 15.7 km)
  • Black Diamond Golf Course (13.3 mi / 21.4 km)

Exploring the natural landscape of Winesburg

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Winesburg is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • The Wilderness Center (4.8 mi / 7.8 km)
  • Community Park (5.6 mi / 9 km)
  • Sunset Lake (7.9 mi / 12.7 km)
  • Meadow Lake (8.1 mi / 13.1 km)
  • Spring Valley Lake (9.2 mi / 14.7 km)
  • Kidron Evergreen Park (9.2 mi / 14.8 km)

Transport to and around Winesburg

Fly into Akron, OH (CAK-Akron-Canton), the closest airport, located 24.7 mi (39.7 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Winesburg?
Barns are the most popular style of holiday home in Winesburg, according to our data. Even if you've got a different vision in mind, Stayz has properties in many shapes and sizes. Look through our options to find your ideal match.
How much does it cost to rent a holiday home in Winesburg?
The average price for a holiday home in Winesburg is based on a number of factors, such as length of stay, season and property type. Whether you'd like a sprawling villa with a pool or an apartment for just you and the kids, just add your travel dates to find stays with unbeatable value.
How much does it cost to rent a beach house in Winesburg?
The average price for a holiday home close to the beach in Winesburg depends on when you're visiting the area and the style and size of property you're looking for. You can find prices easily and quickly on Stayz by entering your travel dates. Then use our filters to pick the number of bedrooms and amenities important to you, like a pool, WiFi and air conditioning.
Are there pet-friendly holiday homes in Winesburg?
Yes. There are. You can pick from three holiday homes that cater to pets in Winesburg. Many of our pet-friendly holiday homes come with a garden for your furry pal to have fun in, dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect digs on Stayz.
What are popular home amenities in Winesburg?
The most popular home amenities people search for in Winesburg include a firepit, a garden and a fireplace. Whether you're on the road with your besties, family or even pets, Stayz holiday properties feature the best amenities for making epic memories with the people you cherish the most.
Are there large group holiday homes in Winesburg?
There are two holiday homes in Winesburg that can accommodate 10 or more guests. Whether you're planning time away with the family or some kind of special event, there's plenty of space to get your favourite people together under the same roof.
Are there holiday homes in Winesburg that welcome kids?
Winesburg has three family-friendly holiday homes. And discovering a stay that welcomes little ones is super easy with our "Properties good for families" filter. Besides having the whole place to yourselves, you'll enjoy access to amenities and perks such as bunk beds, yards and private pools.
What are the top attractions for families in Winesburg?
Keeping the kids amused during your Winesburg holiday is a snap with these leading family-friendly attractions:
  • The Farm at Walnut Creek
  • Alpine Hills Historical Museum
  • Schrocks Amish Farm & Village
Can I find two-bedroom holiday homes in Winesburg?
Winesburg has two two-bedroom holiday homes for you to select from. Book a holiday home with all the comfort and privacy you're looking for at a fantastic price on Stayz.
Are there holiday homes with WiFi in Winesburg?
Whether you'd like to keep up with the latest news, look over emails or surf social media, there are two holiday homes with WiFi in Winesburg. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Winesburg?
You'll have your pick of three Stayz holiday homes with air conditioning in Winesburg providing that cool, cool breeze and extra comfort level. Simply enter your desired travel dates and then make use of our filters to search for stays with air conditioning.
How old do you have to be to rent a holiday home in Winesburg?
The minimum required age is generally 16, 18 or 21. It can vary between properties on Stayz, so look at the rules of your chosen Winesburg stay before booking your escape.
How long can I rent a holiday home in Winesburg for?
It's down to the Winesburg property. To view all available options offering extended stays, simply type your dates and guest number into Stayz's search page. You can look forward to having the place to yourself, as well as comforts such as air conditioning, a kitchen and a yard where your little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.