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  4. Rentals by Owner

Middleburg Rentals by Owner

10.0 (19 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

Why Choose Rent By Owner for your Middleburg 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 Middleburg

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation ensures you experience the best of what this destination has to offer, so consider visiting during seasons when the weather and local events align with your preferences for a memorable stay.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, you can enjoy warm weather and lively local activities in the area. This time of year attracts visitors seeking outdoor recreation and scenic beauty.

Average Temperature Daytime: Approximately 85°F - Nighttime: Around 65°F
autumn
Fall (September to November)

The fall season offers stunning foliage and pleasant temperatures, making it an ideal time to explore the region’s natural landscapes and enjoy seasonal events.

Average Temperature Daytime: Roughly 70°F - Nighttime: About 50°F

Off-Season Highlights

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Winter (December to February)

With colder temperatures and fewer visitors, winter provides a peaceful retreat for those looking to unwind in a quiet setting and enjoy cozy accommodations.

Average Temperature Daytime: Around 35°F - Nighttime: Near 20°F
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Spring (March to May)

Spring's milder weather and blooming scenery make it perfect for exploring without the crowds, offering a tranquil experience for visitors seeking relaxation.

Average Temperature Daytime: Approximately 55°F - Nighttime: About 35°F

Weekly Weather Forecast for Middleburg

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.

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 outdoor dining with available picnic tables or BBQ grills on the property.
  • Take advantage of spacious gardens or landscaped lawns for relaxing or outdoor activities.
  • Make use of private patios or decks to unwind while soaking in the scenic views of the area.
  • Benefit from access to a fire pit for cozy evenings under the stars.
  • Utilize outdoor seating areas designed for social gatherings or quiet reflection.
  • Explore nearby trails or pathways for walking, jogging, or biking adventures.
  • Experience the convenience of parking spaces or designated outdoor parking areas for your vehicle.
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Family Activities

  • Ohio Bird Sanctuary: Spend a day exploring this family-friendly sanctuary where you can observe native birds and enjoy interactive nature exhibits.
  • Local Farm Tours: Experience authentic farm life with guided tours that introduce your family to regional agriculture and fresh local produce.
  • Historic District Walks: Discover the charming history of the area by strolling through its historic district, perfect for educational outings with the kids.
  • Parks and Recreational Areas: Relax and play in well-maintained parks that feature picnic spots, playgrounds, and scenic trails suitable for all ages.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries through guided tastings that offer a delightful experience of the region's renowned wines.
  • Historic District Visits: Discover the area's rich history by strolling through well-preserved historic districts filled with charming architecture and cultural landmarks.
  • Gourmet Dining Experiences: Indulge in culinary delights at nearby restaurants that showcase the region’s fresh ingredients and innovative menus.
  • Art Galleries and Studios: Immerse yourself in the local arts scene by visiting galleries and studios that highlight regional talent and craftsmanship.

Middleburg Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining and shops: Discover the area’s unique culinary offerings and retail options to enhance your stay in this charming Ohio destination.
  • Plan outdoor activities: Take advantage of the region's natural beauty by scheduling outdoor adventures such as hiking or picnicking at nearby parks.
  • Connect with local hosts: Engage with the friendly owners of rental properties to get insider tips and personalized recommendations for your visit.
  • Schedule visits during off-peak times: Visit popular spots in the region during quieter hours to enjoy a more relaxed experience and avoid crowds.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the most flexibility for exploring this charming area at your own pace.
  • Taxi Services: Local taxi providers provide convenient transportation options for getting around the destination comfortably and efficiently.
  • Rideshare Services: Rideshare platforms like Uber and Lyft are readily available here, offering a reliable way to travel within the region.
  • Public Transit: Regional bus services connect key points of interest, making it easy to navigate the area without a private vehicle.

Local Customs Options

  • Southern Hospitality: You’ll notice the warm and welcoming attitude that characterizes local interactions throughout the area.
  • Community Festivals: Participating in seasonal festivals allows you to experience the region’s rich traditions and friendly spirit firsthand.
  • Farmers’ Markets: Visiting local markets offers a glimpse into the area's agricultural roots and supports small-scale producers.
  • Historical Respect: Respect for the region’s historical landmarks and customs is valued, reflecting the community’s pride and heritage.

Frequently Asked Questions About Middleburg Rentals by Owner

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 44 in the Middleburg 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 Middleburg. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies depending on the specific listing. You should review the terms detailed in the listing or contact the owner directly to understand the refund eligibility and any associated fees.

4. How do I find out about the amenities included in a rental by owner?

Details about amenities are provided in the property listing. For specific questions or to confirm certain features, reaching out to the owner can ensure your needs are met before booking.

5. What steps should I follow to secure my reservation in this region?

To book securely, you should complete the booking through the official Rent By Owner platform, ensuring all payment and identification details are verified as per the instructions provided during the reservation process.

6. Are there any house rules I should be aware of before booking?

House rules are listed in each rental’s description. Reviewing these in advance will help you understand what's expected during your stay, and you can contact the owner if you have specific questions.

7. What is the check-in and check-out process for rentals here?

Check-in and check-out procedures are outlined in the listing details. For any special arrangements or clarifications, contacting the property owner directly is recommended to ensure a smooth experience.

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