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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Cabin
Vineyard Cabin
  • Parking
  • Pet Friendly
  • Security/Safety
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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 ensures you can enjoy all that this destination has to offer, allowing you to experience the region's natural beauty and local charm at its best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this area experiences warm weather and longer daylight hours, making it an ideal time for outdoor activities and exploring scenic landscapes.

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

In early fall, the region showcases vibrant foliage, attracting visitors seeking picturesque views and outdoor adventures before winter sets in.

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

Off-Season Highlights

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Winter (December to February)

The colder months bring a quiet charm to the destination, perfect for cozy stays and winter sports enthusiasts looking for serene surroundings.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

As nature awakens, fewer visitors explore this region, offering a peaceful experience with blooming flora and milder weather.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°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 spacious outdoor areas with private gardens or yards to relax and unwind.
  • Take advantage of outdoor dining setups, perfect for savoring meals amid scenic surroundings.
  • Benefit from access to well-maintained patios or decks ideal for social gatherings or quiet mornings.
  • Explore the region’s natural beauty through hiking trails or pathways directly accessible from your rental.
  • Make use of outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Utilize outdoor recreational equipment such as bikes or kayaks to explore nearby lakes and forests.
  • Relax by scenic viewpoints or overlooking decks that showcase the picturesque landscape of this destination.

Top Attractions Around Orange County

What attractions are nearby?

Here, you can explore a variety of outdoor activities and scenic pursuits that showcase the natural beauty of the region, making it an ideal destination for those seeking adventure and relaxation alike.

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Family Activities

  • Visit Mount Pisgah State Park: Enjoy family-friendly hiking and picnicking amidst scenic views that showcase the natural beauty of the area.
  • Explore local farms and farmers' markets: Experience fresh Vermont produce and family-oriented activities that highlight the region's agricultural charm.
  • Discover nearby lakes and ponds: Engage in swimming, fishing, and paddleboarding in tranquil water settings perfect for a family day out.
  • Attend community festivals and events: Participate in seasonal celebrations and local gatherings that foster fun and connection for visitors staying in these vacation rentals.
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Adult Activities

  • Hiking and Nature Trails: Explore the scenic trails that wind through the region, offering breathtaking views and a peaceful escape into nature.
  • Fishing and Boating: Enjoy a relaxing day on the water by fishing or taking a boat out on local lakes and rivers, perfect for unwinding in this tranquil destination.
  • Golfing: Play a round at some of the region's well-maintained golf courses, providing both challenge and scenic beauty for enthusiasts.
  • Visit Local Art Galleries: Discover the area's vibrant arts scene by viewing unique works from regional artists, adding cultural enrichment to your stay.

Other Places to Stay in Orange County, VT

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Washington
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Thetford
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Strafford
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Chelsea
Chelsea Vacation Rentals
Bradford
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Tunbridge
Tunbridge Vacation Rentals
Fairlee
Fairlee Vacation Rentals
Corinth
Corinth Vacation Rentals
Wells River
Wells River Vacation Rentals
Braintree
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Williamstown
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More Places to Stay Near Orange County

Orange County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the region’s natural beauty by exploring outdoor pursuits such as hiking, biking, or kayaking to experience the area's scenic landscapes firsthand.
  • Visit Seasonal Events and Festivals: Check the local calendar for seasonal events that showcase the area’s culture and community spirit, adding a memorable touch to your stay.
  • Plan Your Arrival During Off-Peak Times: Consider visiting during the shoulder seasons to enjoy quieter attractions, better availability in vacation rentals, and a more relaxed atmosphere.
  • Enhance Your Stay with Local Cuisine: Savor regional flavors by dining at local eateries or preparing meals with fresh, local ingredients in your vacation rental’s fully equipped kitchen.

Transportation Options

  • Orange County Transit Service: This regional bus service offers convenient transportation around the area, making it easy for you to explore without a car.
  • Rental Car Services: Major rental car companies are available nearby, providing flexible options to navigate the region at your own pace.
  • Taxi and Ride-Sharing: Taxis and ride-sharing apps like Uber or Lyft can quickly get you to local destinations within this part of Vermont.
  • Bike Rentals: The area features bike rental options for an eco-friendly and scenic way to experience the local landscape of here.

Local Customs Options

  • Community Gatherings: Participating in local events and seasonal festivals showcases the region's close-knit community spirit here in Orange County, Vermont.
  • Respect for Nature: Emphasizing conservation and sustainable practices is a valued tradition that visitors should observe to honor the area's scenic landscapes.
  • Local Artisanship: Supporting regional artisans by purchasing handcrafted goods at markets helps preserve the area's rich cultural heritage.
  • Traditional Culinary Customs: Enjoying farm-to-table dining experiences reflects the region’s commitment to locally sourced ingredients and culinary authenticity.

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. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 99 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. 

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

Each property has its own cancellation policy, which you can review on the listing page. It's recommended to read the specific terms carefully before booking and contact the owner directly if you have any questions.

5. How do I confirm my booking for a vacation rental here?

Booking confirmation typically occurs after your payment is processed. You'll receive an email with all the necessary details, and some properties may require additional verification. Be sure to check your inbox and contact the host if needed.

6. Are there any hidden fees or additional costs for staying in this destination's rentals?

Additional fees such as cleaning charges or service fees are usually noted during the booking process. Always review the total price before confirming to ensure transparency about any extra costs.

7. What amenities are included in the vacation rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. To find accommodations with specific amenities, use the filter options on the listing page or contact the property owner for more details.

8. Is there a minimum stay requirement for booking here?

Minimum stay requirements depend on the property and season. You can find this information in the listing details or inquire directly with the host to confirm availability for your preferred dates.