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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9.4 (34 Reviews)
Bed & Breakfast
Mayhurst Estate
  • Air Conditioner
  • Parking
  • Pet Friendly
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Orange County Large Vacation Homes

5.0 (3 Reviews)
House
A Home Away
  • Air Conditioner
  • View
  • Wheelchair Accessible
View Availability
See More Family Vacation Rentals in Orange County on FVR

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?

To make the most of your stay, consider visiting during the shoulder seasons when the weather is pleasant, and the area’s natural beauty is at its peak, allowing you to enjoy everything this destination has to offer in comfort and tranquility.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the region experiences warm weather and longer daylight hours, making it an ideal period for outdoor activities and exploring the area's natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to October)

The fall months bring vibrant foliage and pleasant temperatures, attracting visitors who wish to enjoy scenic views and outdoor excursions in this destination.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

During winter, cooler temperatures and fewer crowds make this a peaceful time to explore the area’s scenic landscapes and cozy accommodations.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Early Spring (March to April)

This shoulder season offers milder weather and fewer visitors, providing a quiet yet rejuvenating experience with the landscape beginning to bloom again.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°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 dining areas perfect for relaxing meals amidst the scenic surroundings of this destination.
  • Take advantage of spacious yards or gardens to unwind, play, or host gatherings during your stay.
  • Benefit from private patios or decks that offer scenic views and a great spot to enjoy morning coffee or evening drinks.
  • Seek out outdoor fire pits for cozy evenings under the stars with friends or family.
  • Make use of well-maintained pathways or trails ideal for walking, jogging, or biking exploring the area's natural beauty.
  • Experience the convenience of outdoor grills available for barbecues and cookouts in the region’s pleasant climate.
  • Relax by a private swimming pool or hot tub, perfect for unwinding after a day of exploring the local attractions.

Top Attractions Around Orange County

What attractions are nearby?

In this scenic area, you can enjoy nearby outdoor activities, historical sites, and local dining experiences that showcase the charm of Orange County, Virginia, offering plenty of opportunities to explore and relax during your stay.

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Family Activities

  • George Washington Birthplace National Monument: Discover the history of America's first president at this educational site, perfect for family outings in the area.
  • Lake Anna State Park: Enjoy a day of outdoor fun with swimming, hiking, and picnicking near the scenic waters of Lake Anna, ideal for family adventures.
  • Virginia Safari Park: Experience an exciting drive-through safari where your family can get up close with exotic animals in a natural setting.
  • Historic Downtown Culpeper: Stroll through charming streets filled with local shops and eateries, offering a cultural experience suited for all ages in the region.
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Adult Activities

  • Wine Tasting Tours: Explore the region’s renowned wineries and vineyards, offering you a memorable tasting experience amidst scenic vineyard landscapes.
  • Historical Site Visits: Discover the area's rich history by visiting local historical landmarks and museums that showcase its cultural heritage.
  • Outdoor Recreational Activities: Enjoy hiking, biking, or fishing in the natural parks and lakes that provide serene settings for outdoor adventures.
  • Gourmet Dining Experiences: Indulge in the region’s farm-to-table restaurants and cafes, where fresh local ingredients elevate your culinary journey.

Other Places to Stay in Orange County, VA

Unionville
Unionville Vacation Rentals
Rhoadesville
Rhoadesville Vacation Rentals
Graves Fine Art Gallery
Graves Fine Art Gallery Vacation Rentals
Lahore
Lahore Vacation Rentals
Honah Lee Vineyard
Honah Lee Vineyard Vacation Rentals
Montpelier Station
Montpelier Station Vacation Rentals
Barboursville
Barboursville Vacation Rentals
Orange
Orange Vacation Rentals
Rapidan
Rapidan Vacation Rentals
Thornhill
Thornhill Vacation Rentals
Locust Grove
Locust Grove Vacation Rentals
Lake of the Woods
Lake of the Woods 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 allows you to enjoy popular attractions and outdoor activities with fewer crowds in this charming area.
  • Explore Local Dining Options: Take advantage of the region’s diverse culinary scene by dining at local eateries that highlight the area's unique flavors and specialties.
  • Utilize Nature and Outdoor Activities: Make the most of the natural beauty here by engaging in outdoor pursuits such as hiking, biking, or relaxing by scenic waterways.
  • Book Your Vacation Rentals Early: Securing your preferred vacation rentals well in advance ensures a comfortable stay and access to the best properties available in this destination.

Transportation Options

  • Orange County Transit System: This local bus service provides convenient transportation options for exploring the area and accessing key attractions near your vacation rental.
  • Rental Car Services: Renting a car offers flexibility and ease when traveling between the region’s scenic sites and your chosen accommodations here.
  • Taxi and Rideshare Services: Taxis and rideshare companies like Uber and Lyft operate throughout the destination, making short trips around the region simple and reliable.
  • Bicycle Rentals: Biking is an eco-friendly way to discover the area's charm at your own pace with nearby bike rental shops serving visitors here.

Local Customs Options

  • Southern Hospitality: You will experience the warm and friendly gestures that are characteristic of local residents, reflecting the area's welcoming community vibe.
  • Historic Celebrations: Participating in annual events and festivals often honors the region’s rich history, offering you a glimpse into its cultural heritage.
  • Culinary Traditions: Savor the local flavors through traditional Southern cuisine that is commonly enjoyed during social gatherings and meals.
  • Respect for Nature: When exploring here, you are encouraged to observe conservation customs, such as preserving the scenic countryside and respecting outdoor spaces.

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 1 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 111 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 Orange County, Virginia?

Cancellation policies vary by property listing. You should review the specific rental agreement or contact the owner directly to understand the terms related to cancellations and potential refunds.

6. How do I ensure my reservation in this region is secure and reliable?

Bookings are managed through trusted platforms offering secure payment options. Always verify the listing details and communicate directly with the property owner for confirmation before finalizing your reservation.

7. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning charges, service fees, or taxes may apply depending on the property. These will be detailed on the listing page, so review all costs before confirming your reservation.

8. What amenities are typically included in vacation rentals around the area?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking. For specific features such as pet-friendly options or outdoor spaces, check the individual listing details or contact the owner directly.

9. How can I find a vacation rental that best fits my needs in this destination?

Utilize the search filters on the platform to narrow down options based on location, size, budget, and amenities. Reading reviews and contacting owners can also help ensure the property aligns with your travel preferences.