Discover Your Perfect Orange County Vacation Homes

Orange County Luxury Rentals

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Orange County Pet Friendly Vacation Rentals

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8.0 (1 Review)
House
Fireflies and night skies!
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
10.0 (3 Reviews)
House
Renovated In-Town Bungalow in French Lick
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
View Availability
9.6 (18 Reviews)
House
Summit Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Orange County on PetFriendly.io

Why Choose Rent By Owner for your Orange County Vacation Rental Homes?

What makes our Vacation Rentals 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

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination can enhance your experience, as the region offers distinct advantages during different seasons, making it essential to consider weather patterns and local events when booking your ideal vacation rentals.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area comes alive with vibrant natural beauty, making it an ideal time to explore local outdoor activities. The weather is pleasantly warm, attracting visitors who seek a comfortable and scenic retreat. This season offers lively energy perfect for experiencing the area's charming atmosphere.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn transforms the region with colorful foliage, drawing visitors interested in picturesque scenery and outdoor adventures. The mild temperatures and crisp air create a cozy environment for exploring local attractions. This period is popular among travelers looking for a peaceful getaway amid natural splendor.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

The colder months see fewer visitors, providing a tranquil experience for those seeking solitude or a quiet escape. While outdoor activities may be limited, the region offers a serene atmosphere perfect for relaxing indoors or enjoying off-season rates on vacation rentals.

Average Temperature Daytime: 35-50°F - Nighttime: 25-35°F
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Summer (June to August)

Although summer attracts many, the peak crowds tend to taper off towards late August, offering better availability and more affordable rates. Hot days are ideal for outdoor pursuits, with the warm weather enhancing the scenic charm of this destination during the height of the season.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F

Weekly Weather Forecast for Orange County

How to Book Your Orange County Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Orange County

More Top-Rated Vacation Rentals in Orange County Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 outdoor grilling with private BBQ facilities available at many properties in the area.
  • Relax on a spacious patio or porch that offers picturesque views of the surrounding countryside.
  • Make use of a fully equipped outdoor dining area for memorable meals under the open sky.
  • Benefit from access to well-maintained gardens or landscaped yards perfect for outdoor activities.
  • Take advantage of nearby walking or biking trails accessible directly from your rental property.
  • Unwind by a private or community swimming pool, ideal for cooling off during warm summer days.
  • Experience outdoor recreation options such as fire pits or outdoor fireplaces for cozy evenings outdoors.

Top Attractions Around Orange County

What attractions are nearby?

Explore nearby outdoor adventures, cultural experiences, and local attractions that make this region a fantastic destination for your stay in Orange County, Indiana, USA.

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Family Activities

  • Lincoln Amphiteatre: You can enjoy outdoor concerts and family-friendly events at this popular venue nestled within the area.
  • Oolitic Park: Ideal for picnic outings, playground fun, and relaxing walks, making it perfect for families visiting here.
  • Yellowwood State Forest: Explore scenic hiking trails, nature photography, and outdoor adventures amid the natural beauty of this region.
  • Spring Mill State Park: Discover interactive historic sites, swimming areas, and boat rentals that offer engaging activities for all ages in the area.
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Adult Activities

  • Hiking and Nature Trails: Explore scenic trails that wind through the area's lush landscapes, offering peaceful outdoor experiences perfect for reconnecting with nature.
  • Historical Museums and Sites: Discover local history and heritage by visiting museums and historical landmarks that tell the story of this destination's rich past.
  • Wine Tasting Tours: Enjoy sampling regional wines at nearby wineries, making for a relaxing and flavorful afternoon in the region.
  • Outdoor Recreational Activities: Engage in activities such as fishing, boating, or picnicking at surrounding parks and water bodies, ideal for unwinding and enjoying the outdoors.

Other Places to Stay in Orange County, IN

Paoli
Paoli Vacation Rentals
The Old Jail
The Old Jail Vacation Rentals
French Lick
French Lick Vacation Rentals
Lark Valley Zip Lines
Lark Valley Zip Lines Vacation Rentals
Greenfield Township
Greenfield Township Vacation Rentals
West Baden Springs
West Baden Springs Vacation Rentals
Paoli Peaks Ski Resort
Paoli Peaks Ski Resort Vacation Rentals
Chambersburg
Chambersburg Vacation Rentals
French Lick Winery
French Lick Winery Vacation Rentals
Big Splash Adventure
Big Splash Adventure Vacation Rentals
Northwest Township
Northwest Township Vacation Rentals
Orleans
Orleans Vacation Rentals
More Places to Stay Near Orange County

Orange County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can help you enjoy a more relaxed experience and better availability in local vacation rentals.
  • Explore the Natural Settings: Take advantage of the region's scenic outdoor areas to maximize your outdoor activities and reconnect with nature.
  • Book Early for Popular Properties: Securing your preferred vacation rentals well in advance ensures a smoother stay in this destination’s sought-after accommodations.
  • Utilize Local Resources: Make the most of visitor information centers and local guides to discover hidden gems and unique experiences here.

Transportation Options

  • Car Rentals: Convenient car rental services are available here, giving you the flexibility to explore this picturesque region at your own pace.
  • Public Transit: Local bus services provide an economical and accessible way to navigate the area and reach popular destinations nearby.
  • Taxi and Rideshare: Taxis and rideshare apps like Uber and Lyft offer quick, on-demand transportation options throughout the destination.
  • Bike Rentals: Bicycle rentals are a sustainable choice for exploring the scenic countryside and charming towns within this part of Indiana.

Local Customs Options

  • Southern Hospitality: You will notice the warm, welcoming attitude that reflects the region's friendly and community-oriented spirit in every interaction.
  • Local Craftsmanship: The area takes pride in its handmade goods and artisanal products, which you can often find at local markets and shops near your vacation rental.
  • Cornfield Traditions: Celebrations and festivals frequently highlight the region's agricultural roots, especially the importance of corn in local cuisine and cultural events.
  • Historical Respect: Respect for the area's history is evident through preservation efforts and the appreciation for local landmarks that tell the story of the region's past.

Frequently Asked Questions About Orange County?

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

There are a lot of options in Orange County. If you plan on staying in the Orange County 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:

2. How many vacation rentals have private pools in Orange County?

There are 2 vacation rentals with private pools near Orange County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Orange County are best for families?

If you are looking for a family-friendly vacation home in Orange County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Orange County:

4. How many Rentbyowner vacation rentals are available in Orange County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 129 in the Orange County 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. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary per property; please review the specific listing details or contact the property owner directly to understand the cancellation terms and any applicable fees.

6. How do I confirm the availability of a vacation rental in this destination?

Availability can be checked through the listing calendar on the platform or by reaching out to the property owner for real-time updates and inquiries.

7. Are there any additional fees or deposits required when booking a vacation rental here?

Additional fees such as cleaning fees, security deposits, or service charges are often included in the listing details. For precise information, consult the specific rental listing or contact the owner.

8. What amenities are typically included in vacation rentals in this region?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking; however, it's best to review each listing for detailed information about specific features available during your stay.

9. Is it possible to request special accommodations or modifications for my stay in these vacation homes?

Special requests may be accommodated depending on the property owner’s policies. Contact the host directly before booking to discuss any specific needs or modifications.