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  3. New Philadelphia
  4. Winesburg
  5. Rentals by Owner

Discover Your Perfect Winesburg Rentals by Owner

Winesburg Rentals by Owner

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9.8 (30 Reviews)
House
Farmhouse of Blessings
  • Security/Safety
  • Barbecue/Outdoor Cooking
  • Child Friendly
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10.0 (49 Reviews)
House
Freda's Place
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Winesburg Area

Why Choose Rent By Owner for your Winesburg vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Winesburg

When should you plan your Rentals by Owner stay?

Timing your visit to this charming area can significantly enhance your experience, allowing you to enjoy the region's unique seasons and local events while making the most of your Rent By Owner vacation rental in Winesburg, Ohio.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences its peak season, attracting visitors seeking warm weather and outdoor activities.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: about 60°F to 65°F
autumn
Fall (September to November)

The fall season draws travelers looking to enjoy the vibrant autumn foliage and milder temperatures in the region.

Average Temperature Daytime: roughly 70°F to 75°F - Nighttime: approximately 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

Winter brings quieter periods when you can explore the area at a more relaxed pace with cooler temperatures.

Average Temperature Daytime: around 30°F to 40°F - Nighttime: close to 20°F to 25°F
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Early Spring (March to May)

In early spring, the region sees fewer visitors, offering a peaceful atmosphere before the warmer months arrive.

Average Temperature Daytime: about 50°F to 60°F - Nighttime: roughly 35°F to 45°F

Weekly Weather Forecast for Winesburg

How to Book Your Winesburg vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Winesburg

More Top-Rated Rentals by Owner in Winesburg Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy spacious outdoor patios or decks perfect for relaxing and dining amidst scenic views.
  • Take advantage of private or shared grilling areas to prepare meals outdoors during your stay.
  • Make use of well-maintained gardens or landscaped yards that enhance the peaceful surroundings.
  • Experience the convenience of outdoor fire pits for evening gatherings under the stars.
  • Access nearby trails or paths suitable for walking, biking, or exploring the natural beauty of the region.
  • Utilize available picnic areas equipped with tables and benches for outdoor meals.
  • Benefit from outdoor recreational amenities such as volleyball courts or swimming pools, depending on the property.

Top Attractions Around Winesburg

What attractions are nearby?

In this charming region, you can explore a variety of outdoor activities and local attractions that showcase the area's natural beauty and small-town character, making it an ideal place to enjoy your stay in Winesburg, Ohio.

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Family Activities

  • Winesburg Historical Museum: Dive into the area's rich history through engaging exhibits that provide a family-friendly experience in this charming Ohio town.
  • Local Farmer’s Market: Explore fresh produce and handmade goods while enjoying a lively atmosphere, perfect for a relaxed family morning in the region.
  • Gotham Park: Unwind and have fun outdoors with playgrounds, picnic areas, and open spaces that cater to families seeking leisure in this peaceful setting.
  • Nearby State Parks: Discover scenic trails and nature activities just outside the main town, ideal for connecting with the outdoors as a family in this scenic area.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries to experience the region's renowned wines and enjoy guided tastings in this charming area.
  • Historical Museum Visits: Discover the area's rich heritage through engaging exhibits that showcase Winesburg’s unique cultural history.
  • Nature Walks and Hiking: Take advantage of scenic trails nearby for a peaceful outdoor experience amid the area's lush landscapes.
  • Farmers' Market Shopping: Visit local markets to browse fresh produce, artisanal goods, and handmade crafts that reflect the area's authentic charm.

Winesburg Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Discover the regional cuisine and cozy eateries to enjoy authentic flavors during your stay.
  • Plan outdoor activities: Take advantage of the area's scenic landscapes by engaging in nearby outdoor pursuits like walking, biking, or exploring nature trails.
  • Visit community events: Check out local gatherings or festivals to immerse yourself in the area's culture and meet friendly residents.
  • Choose a well-reviewed rental: Select a trusted owner-managed property through Rent By Owner for a comfortable, personalized experience that complements your visit.

Transportation Options

  • Personal Vehicle: Driving your own car offers the flexibility to explore the charming surroundings of this area at your own pace.
  • Local Bus Services: Public buses serve the region, providing an affordable and reliable transportation option for getting around here.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available for convenient travel within the local community.
  • Rental Cars: Renting a vehicle from nearby agencies allows you to comfortably visit all the scenic spots in this destination's vicinity.

Local Customs Options

  • Ohio Amish Traditions: You’ll find that the area maintains strong Amish customs, reflecting a lifestyle rooted in simplicity and community values that enrich your authentic experience here.
  • Folk Art and Craftsmanship: The region is renowned for its handmade crafts and folk art, inviting you to appreciate the local artisans’ skills during your stay.
  • Local Food Preferences: Traditional Ohio flavors influence the cuisine, offering you a taste of hearty, homemade dishes closely tied to regional culinary customs.
  • Community Festivals: Participating in or observing seasonal festivals provides insight into the area's cultural heritage and offers a warm welcome from local residents.

Frequently Asked Questions About Winesburg Rentals by Owner

1. What are the top vacation rentals in Winesburg?

There are a lot of options in Winesburg. If you plan on staying in the Winesburg area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winesburg:

2. How many Rentbyowner vacation rentals are available in Winesburg?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 43 in the Winesburg area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winesburg. 

3. How do I find the specific cancellation policy for a rental by owner in Winesburg, Ohio?

You can review the cancellation policy directly on the rental listing page or contact the owner for detailed information before completing your booking to ensure it meets your needs.

4. What should I know about checking in and check-out times for rentals in the area?

Check-in and check-out times are specified in each listing. Be sure to review these details carefully or reach out to the owner if you need special arrangements.

5. Are there any additional fees or charges I should be aware of when booking a rental by owner in this destination?

Additional fees such as cleaning, service charges, or taxes are typically listed in the rental details. If you have questions, contact the owner directly for clarification.

6. How can I communicate with the property owner during my stay in the region?

Communication is facilitated through the booking platform, allowing you to message the owner easily before and during your stay for any questions or support.

7. What steps should I take to ensure the rental is suitable for my travel needs in the area?

Carefully review the property description, amenities, and photos on the listing. Don't hesitate to reach out to the owner for additional information or specific requirements.

More Rentals You May Like Near Winesburg

More Top-Rated Rentals by Owner in Winesburg Area