Discover Your Perfect First Colony Winery Rentals by Owner

First Colony Winery Rentals by Owner

8.4 (76 Reviews)
House
Fairhaven Guesthouse
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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9.9 (31 Reviews)
Apartment
Sonsak - Unit 4
  • Air Conditioner
  • Parking
  • View
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More Top-Rated Rentals by Owner in First Colony Winery Area

Why Choose Rent By Owner for your First Colony Winery 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.

Popular Areas for First Colony Winery Rentals by Owner

Where are the best neighborhoods to stay in First Colony Winery?

When planning your stay near First Colony Winery in Charlottesville, Virginia, exploring the surrounding neighborhoods can enhance your experience. These areas offer a variety of vacation rental options through Rent By Owner, providing you with comfortable and reliable accommodations close to this scenic winery. Staying within these neighborhoods allows for convenient access to local attractions and a chance to truly immerse yourself in the charm of Charlottesville’s community. Whether you prefer a quiet retreat or a vibrant neighborhood atmosphere, you'll find the perfect rental to suit your needs while enjoying the beauty of the region.

North Downtown

Staying in the North Downtown area offers convenient access to the heart of Charlottesville, making it easy to explore local shops and restaurants while enjoying the comfort of nearby vacation rentals. This vibrant neighborhood provides a blend of urban charm and accessibility, ideal for those seeking a central location.

View 170+ Rentals in North Downtown

Taylor's Mountain

Set against scenic views, Taylor's Mountain provides a tranquil retreat with picturesque surroundings, perfect for visitors looking to unwind just outside the city's bustling center. Here, you can enjoy easy access to outdoor activities and peaceful accommodations that capture the region's natural beauty.

View 109+ Rentals in Taylor's Mountain

Bellair

Located in a charming residential neighborhood, Bellair offers an inviting atmosphere with close proximity to Charlottesville’s local attractions and amenities. It’s an ideal choice if you prefer staying in a quiet, family-friendly area while being near all the region has to offer.

View 304+ Rentals in Bellair

Royal Acres

For travelers seeking a more spacious, countryside setting, Royal Acres provides a serene environment with easy access to the scenic Keswick area. You’ll find comfortably appointed rentals here, perfect for relaxing after exploring the nearby vineyards and historic sites.

View 234+ Rentals in Royal Acres

Fry's Spring

Fry’s Spring is known for its welcoming community atmosphere and proximity to Charlottesville’s educational institutions and local businesses. Staying here allows you to enjoy a lively neighborhood while conveniently exploring the area's cultural and outdoor attractions.

View 354+ Rentals in Fry's Spring

Ragged Mountain Farm

Surrounded by lush landscapes, Ragged Mountain Farm offers a peaceful rural escape where you can experience the natural tranquility of the region. It’s an excellent base for outdoor enthusiasts wanting to explore the scenic mountain trails and farm scenery nearby.

View 26+ Rentals in Ragged Mountain Farm

Ridge St.

Situated along one of Charlottesville’s historic streets, Ridge St. presents a charming neighborhood filled with character and classic architecture. It's perfect for those wanting easy access to the city’s downtown amenities while enjoying a cozy, locally rooted stay.

View 382+ Rentals in Ridge St.

Martha Jefferson

Close to medical facilities and academic institutions, Martha Jefferson offers a convenient location for travelers visiting for healthcare, education, or business. This neighborhood combines practicality with comfortable accommodations and easy access to both the regional sights and essential services.

View 414+ Rentals in Martha Jefferson

Best Times to Visit First Colony Winery

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here can enhance your experience, as seasonal variations in the area offer distinct opportunities for relaxation and exploration; planning your vacation during the region’s peak times ensures you enjoy the best weather and local events while making the most of your rental by owner booking.

Peak Season Highlights

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Spring (March to May)

During the warmer months, this destination experiences vibrant vineyard blooms and pleasant weather, making it an ideal time for outdoor wine tasting experiences.

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

As the region's foliage turns to stunning hues, visitors enjoy picturesque vineyard views and milder temperatures, perfect for exploring and vineyard tours.

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 quiet winter period offers a peaceful escape with fewer crowds, allowing you to enjoy the cozy ambiance of nearby wineries in the area.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Summer (June to August)

While summer brings warm weather, this is also a less busy time for wine tasting activities, providing a more relaxed visit in this part of Virginia.

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

Weekly Weather Forecast for First Colony Winery

How to Book Your First Colony Winery vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 First Colony Winery

More Top-Rated Rentals by Owner in First Colony Winery Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • Access to beautifully maintained outdoor seating areas for relaxing and socializing
  • Private or shared patios perfect for outdoor dining in the fresh air
  • Scenic views from outdoor decks that showcase the lush surrounding vineyards
  • Beautifully landscaped gardens where you can enjoy peaceful walks
  • Outdoor fire pits or fireplaces ideal for cozy evenings under the stars
  • Spacious lawns suitable for outdoor activities or picnics
  • Designated parking spots conveniently located near outdoor amenities

Top Attractions Around First Colony Winery

What attractions are nearby?

Nearby, you can explore a variety of activities in the region, from enjoying local wine tastings at vineyards to discovering scenic outdoor pursuits that make this area a perfect destination for relaxation and adventure alike.

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Family Activities

  • Wine Tasting Tours: Discover family-friendly guided tours around the vineyard, offering an engaging way to learn about local winemaking in this popular destination.
  • Picnic Areas: Enjoy a relaxing family picnic amid scenic vineyard views, making the most of your visit to this charming region.
  • Scenic Walking Trails: Explore the area's picturesque trails that wind through the vineyard, providing a fun outdoor activity for all ages.
  • Educational Workshops: Participate in interactive sessions about viticulture and wine production, designed to entertain and educate visiting families in this inviting locale.
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Adult Activities

  • Guided Wine Tasting Tours: Experience the region's renowned wines firsthand with expert-led tastings at local vineyards, giving you a deeper appreciation for the area's viticultural heritage.
  • Winery Private Events: Attend exclusive wine and food pairing events hosted within the estate, perfect for savoring the flavors of the region’s finest offerings in an elegant setting.
  • Culinary Workshops: Participate in cooking classes focused on regional cuisine, where you can learn to prepare dishes that complement local wines from here in the area.
  • Scenic Vineyard Walks: Take leisurely strolls through lush vineyards, enjoying the picturesque landscape and serene atmosphere that define this destination’s charm.

First Colony Winery Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Hours: Arriving early or later in the day allows you to enjoy a more relaxed experience without the crowds, making your exploration of the area more enjoyable.
  • Explore Local Food and Wine Options: Take advantage of nearby eateries and tasting rooms to fully savor the region's renowned culinary scene and local wines.
  • Use Available Amenities Fully: Whether at your rental or the surrounding facilities, utilizing available amenities can enhance your comfort and convenience during your stay.
  • Respect the Natural Environment: Help preserve the beauty of the region by following eco-friendly practices and respecting the natural surroundings when enjoying outdoor activities here.

Transportation Options

  • Car Rentals: You can conveniently rent a vehicle from local providers to explore the region around First Colony Winery at your own pace.
  • Public Transit: Buses serve the area, offering an affordable and eco-friendly way to get to the winery and nearby attractions.
  • Taxi Services and Rideshares: Conveniently arrange for taxis or rideshare services like Uber and Lyft to reach First Colony Winery comfortably and efficiently.
  • Private Shuttle Services: Book private shuttles designed for visitors in this part of Virginia for a seamless and personalized transportation experience.

Local Customs Options

  • Wine Tasting Etiquette: When visiting the winery, it’s customary to sample wines responsibly and appreciate the local craftsmanship that makes this region renowned for its vineyards.
  • Local Dining Customs: Diners often enjoy locally sourced, seasonal dishes that highlight the area's agricultural heritage, making your culinary experience here quite authentic.
  • Event Participation: Participating in seasonal events or festivals hosted at the winery reflects a respect for regional traditions and offers an immersive cultural experience.
  • Respect for the Land: Maintaining a considerate attitude towards the vineyard and surrounding nature demonstrates the area's commitment to sustainable winemaking practices.

Frequently Asked Questions About First Colony Winery Rentals by Owner

1. What are the top vacation rentals in First Colony Winery?

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

2. How many Rentbyowner vacation rentals are available in First Colony Winery?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 352 in the First Colony Winery 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 First Colony Winery. 

3. What is the cancellation policy for rentals by owner near First Colony Winery?

Cancellation policies vary depending on the specific listing. To ensure you understand the terms, please review the cancellation details provided in the rental listing or contact the property owner directly.

4. How do I confirm my booking and what are the payment options?

Booking confirmation typically involves submitting your reservation through Rent By Owner and completing the payment process outlined by the host. Specific payment methods and confirmation procedures are detailed in the listing, so be sure to review those before finalizing your reservation.

5. Are there any additional fees or charges I should be aware of when booking a rental here?

Additional fees such as cleaning, service charges, or security deposits may apply depending on the property owner’s policies. These details are usually specified in the rental listing, and you should check them before completing your reservation.

6. What amenities are included with rentals near First Colony Winery?

The amenities offered vary by listing but often include essentials like Wi-Fi, parking, and kitchen facilities. For specific amenities available at a property, please refer to the individual listing or contact the owner directly.

7. What should I know about checking in and checking out at a rental in this area?

Check-in and check-out procedures are set by each property owner and are detailed in the listing. It’s recommended to review these instructions beforehand or reach out to the host to clarify any questions about your arrival and departure times.

More Rentals You May Like Near First Colony Winery

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9.7 (42 Reviews)
Apartment
Sonsak - Unit 3
  • Air Conditioner
  • Parking
  • View
View Availability
More Top-Rated Rentals by Owner in First Colony Winery Area