Orange County Fair Speedway Rentals by Owner

9.3 (3 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly
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6.6 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
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6.8 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety

Why Choose Rent By Owner for your Orange County Fair Speedway 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 Orange County Fair Speedway

When should you plan your Rentals by Owner stay?

To make the most of your visit to this destination, consider planning your stay during the region's optimal seasons when local events and weather conditions align to enhance your experience, ensuring you find the perfect rental by owner that meets your needs in this area.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can experience warm weather and lively events at this regional destination.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F
autumn
Fall (September to November)

Autumn offers comfortable temperatures and vibrant fall foliage, making it an ideal time for a visit.

Average Temperature Daytime: 65-75°F - Nighttime: 50-60°F

Off-Season Highlights

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Late Winter (January to February)

This period tends to be quieter, with cooler temperatures suitable for those seeking a peaceful escape.

Average Temperature Daytime: 30-45°F - Nighttime: 15-30°F
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Early Spring (March to May)

As the region transitions into warmer weather, early spring provides fewer crowds and pleasant conditions.

Average Temperature Daytime: 45-65°F - Nighttime: 35-45°F

Weekly Weather Forecast for Orange County Fair Speedway

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 a spacious outdoor seating area, perfect for relaxing after exploring the region’s attractions.
  • Take advantage of a well-maintained backyard or garden space to unwind and connect with nature.
  • Make the most of a private patio or deck, ideal for outdoor dining or evening gatherings.
  • Utilize an inviting outdoor grilling station to prepare meals while enjoying the fresh air.
  • Benefit from access to shared or private swimming pools, providing a refreshing escape in this area.
  • Experience outdoor recreational facilities such as a tennis court, basketball hoop, or sports field.
  • Stroll along scenic walking paths or landscaped gardens that showcase the natural beauty here.
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Family Activities

  • Orange County Fairgrounds: Experience family-friendly fairs and seasonal events that provide entertainment and educational activities for all ages.
  • Hudson Valley Rail Trail: Enjoy scenic walking and biking along this picturesque trail, perfect for family outings and outdoor exploration in the region.
  • Middletown Community Park: Relax and play in expansive green spaces with playgrounds, sports fields, and picnic areas ideal for a day out with loved ones.
  • The Galleria at Crystal Run: Discover retail therapy and dine together at this popular shopping destination nearby, offering fun for the entire family.
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Adult Activities

  • Attend Live Racing Events: Experience the thrill of the races at this regional speedway, where you can enjoy high-energy competitions right in the heart of Orange County.
  • Explore Local Restaurants and Eateries: Savor regional flavors and dine at popular dining spots nearby, perfect for relaxing after an exhilarating day at the speedway.
  • Visit Nearby Parks and Nature Trails: Discover scenic outdoor spaces in the region that provide a peaceful retreat and beautiful surroundings just a short drive from here.
  • Enjoy Community Festivals and Events: Participate in seasonal festivals or local gatherings often hosted in the area, offering a taste of local culture and entertainment.

Orange County Fair Speedway Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Booking your rental well in advance ensures you secure the best accommodation options near Orange County Fair Speedway and enjoy a smooth stay.
  • Explore Local Amenities: Take advantage of the nearby dining, shopping, and entertainment venues to enrich your visit and experience the region fully.
  • Use Trusted Rental Platforms: Rely on reputable sources like Rent By Owner to find reliable, owner-direct rentals that offer comfort and convenience during your trip.
  • Stay Connected: Keep your transportation and GPS apps updated to navigate efficiently around the area and make the most of your time here.

Transportation Options

  • Personal Rental Car: You can opt for a rental car from local agencies near the area, offering flexibility to explore at your own pace.
  • Public Transit Services: The region is served by bus routes that connect major points of interest, providing an economical transportation option for visitors.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services like Uber and Lyft are readily available here, ensuring convenient transit without the need for parking or driving yourself.
  • Shuttle Services: Specialized shuttle options operate within this destination, offering direct routes to key locations in the region for added convenience.

Local Customs Options

  • Respect for Racing Traditions: Locals highly value the longstanding racing traditions here, and embracing these customs shows appreciation for the area's rich motorsport heritage.
  • Family-Friendly Atmosphere: Family interaction is central to community events at the speedway, where it's customary to maintain a friendly and welcoming environment.
  • Local Food Etiquette: Enjoying regional snacks and fair-style foods aligns with the area's festive spirit, often sharing meals with fellow visitors and residents alike.
  • Celebrating Community Events: Participating in or respecting local festivals or gatherings connected to the speedway reflects the community's strong sense of togetherness and pride in their local customs.

Frequently Asked Questions About Orange County Fair Speedway Rentals by Owner

1. What are the top vacation rentals in Orange County Fair Speedway?

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

2. How many Rentbyowner vacation rentals are available in Orange County Fair Speedway?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 38 in the Orange County Fair Speedway 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 Orange County Fair Speedway. 

3. What is the cancellation policy for rental properties near Orange County Fair Speedway?

The cancellation policy varies by individual owner listing. You should review the specific terms provided on the property’s page or contact the owner directly to understand the cancellation timeline and any associated fees.

4. How do I confirm the availability of a rental by owner in Middletown, NY?

Availability is typically shown in real-time on the listing page. If you have questions or need confirmation, reaching out directly to the owner through the platform ensures you get the most current information.

5. Are there any additional fees I should be aware of when booking a rental near the regional fairgrounds?

Additional fees, such as cleaning or service charges, are usually listed during the booking process or within the listing details. Review these carefully before confirming your reservation or contact the owner for clarification.

6. What amenities are generally included in rentals by owner in this part of New York?

Amenities can vary but often include essentials like Wi-Fi, parking, and kitchen facilities. For specifics, refer to each listing’s detailed description or ask the owner directly.

7. How do I ensure my stay complies with local regulations when renting here?

Owners are responsible for complying with local laws and regulations. To ensure a smooth stay, read the house rules provided in the listing and communicate with the owner if you have any questions about local guidelines.

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