Discover Your Ideal First Colony Winery Vacation Rental in Charlottesville, Virginia for a Memorable Getaway
Discover Your Perfect First Colony Winery Vacation Homes
Best Vacation Homes in First Colony Winery
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- Pet Friendly
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Why Choose Rent By Owner for your First Colony Winery Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for First Colony Winery Vacation Rentals
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 convenient access to local vineyards and scenic countryside while providing comfortable and welcoming accommodations. Whether you prefer a tranquil retreat or a lively atmosphere, staying in the right neighborhood allows you to enjoy the charm of Charlottesville’s scenic landscape and vibrant community. Discover the perfect location for your vacation rental to make the most of your visit to this beautiful region of Virginia.
North Downtown
In this vibrant part of Charlottesville, you'll find convenient access to local shops and dining options, making it an ideal base for exploring the region's attractions. Staying here provides a central location close to downtown amenities, enhancing your experience in the area.
View 170+ Rentals in North DowntownTaylor's Mountain
Perched near scenic views and outdoor recreational opportunities, this neighborhood offers a peaceful retreat while still being accessible to Charlottesville’s cultural sites. It’s perfect for those seeking a quiet getaway with easy access to nature.
View 109+ Rentals in Taylor's MountainBellair
Known for its charming residential streets, Bellair provides a welcoming environment that is both relaxing and conveniently close to Charlottesville’s downtown area. It’s an excellent choice for visitors wanting a cozy stay with local charm.
View 304+ Rentals in BellairRoyal Acres
Located in a serene setting, Royal Acres offers spacious surroundings and a quiet atmosphere, ideal for unwinding after exploring Charlottesville’s vineyards and historic sites. The neighborhood combines tranquility with easy access to the region's highlights.
View 234+ Rentals in Royal AcresFry's Spring
This lively neighborhood features a mix of local cafes and parks, making it a great spot for experiencing the community vibe of Charlottesville. Its proximity to the city center ensures you’re always close to the region’s best attractions.
View 354+ Rentals in Fry's SpringRagged Mountain Farm
Surrounded by picturesque farmland and natural beauty, Ragged Mountain Farm offers a rustic escape with quick access to outdoor activities. It’s perfect for travelers seeking both comfort and scenic views within the region.
View 26+ Rentals in Ragged Mountain FarmRidge St.
Nestled along scenic routes, Ridge Street provides a charming neighborhood backdrop with easy access to Charlottesville’s historic and cultural sites. It’s an excellent choice for exploring the region’s diverse attractions.
View 382+ Rentals in Ridge St.Martha Jefferson
Close to medical facilities and local amenities, Martha Jefferson offers a convenient location for travelers looking for practical accommodations near Charlottesville’s key services. Its central placement makes it easy to explore the area.
View 414+ Rentals in Martha JeffersonBest Times to Visit First Colony Winery
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can greatly enhance your experience, as seasonal variations in this destination's climate and local events offer unique opportunities for relaxation and exploration during your stay.
Peak Season Highlights
Spring (March to May)
Visiting during spring allows you to enjoy the region’s lush vineyards and blooming landscapes, making it an ideal time for wine tasting experiences at the winery.
Fall (September to November)
Autumn offers vibrant foliage and perfect weather for exploring the area’s scenic vineyards and relaxing with a glass of local wine.
Off-Season Highlights
Winter (December to February)
The quieter winter months provide a peaceful atmosphere, ideal for those seeking a serene retreat away from crowds while enjoying the region’s cozy wineries.
Summer (June to August)
During peak summer, the region experiences warmer temperatures, offering plenty of opportunities for outdoor relaxation and vineyard tours amidst the sunshine.
Weekly Weather Forecast for First Colony Winery
How to Book Your First Colony Winery Vacation Rental Home
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Explore and book the perfect rental in First Colony Winery
Common Vacation Rentals Amenities
What amenities can you expect?
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 with a private patio or picnic area, perfect for savoring local wines amidst scenic views.
- Take advantage of spacious lawns or gardens for relaxation, games, or leisurely strolls in the fresh air.
- Make use of an outdoor swimming pool to unwind while soaking up the region's pleasant climate.
- Utilize the available fire pit or outdoor fireplace for cozy evenings under the stars.
- Experience the beauty of the surrounding landscape with walking trails or nature paths nearby.
- Engage in outdoor activities such as croquet, badminton, or other lawn games suited for all ages.
- Benefit from shaded verandas or gazebos that provide a comfortable space to enjoy the area's serene environment.
Top Attractions Around First Colony Winery
What attractions are nearby?
Nearby, you can explore a variety of activities such as wine tasting, scenic vineyard tours, and outdoor events that highlight the region's rich winemaking traditions, making it an ideal destination for those staying in Charlottesville's charming area.

Family Activities
- Wine Tasting Tours: Enjoy family-friendly wine tasting experiences amid scenic vineyard views that showcase the region's renowned viticulture.
- Vineyard Picnics: Pack a picnic and relax together on the lush grounds while taking in the picturesque landscape of this destination’s winery estate.
- Winery Garden Walks: Explore the beautifully maintained gardens and outdoor spaces, perfect for leisurely strolls with your loved ones.
- Educational Vineyard Tours: Participate in guided tours that offer engaging insights into winemaking and the history of the area, suitable for all ages.
Adult Activities
- Winery Tours and Tastings: Explore the historic vineyards with guided tours that showcase the region’s renowned winemaking traditions, offering a memorable tasting experience.
- Wine and Food Pairing Events: Participate in exclusive pairing events designed to highlight local flavors, perfect for wine enthusiasts seeking a refined taste of the area.
- Spa and Wellness Experiences: Indulge in relaxing treatments at nearby spa facilities where you can unwind after a day of exploring this destination’s scenic surroundings.
- Live Music and Cultural Events: Enjoy live performances and cultural gatherings held regularly on the estate, providing an authentic taste of the region’s vibrant arts scene.
First Colony Winery Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visits During Off-Peak Hours: To enjoy a more relaxed experience at the winery, consider visiting during weekdays or early in the day when the area is less crowded.
- Explore Local Dining Options: Take advantage of nearby restaurants and cafes to savor regional cuisine after your wine tasting adventures in this region.
- Book Outdoor Activities in Advance: The area offers scenic outdoor experiences; reserve these early to ensure availability during your stay.
- Capitalize on Wine Tasting Events: Check the winery’s schedule for special tastings or festivals that can enrich your visit to this destination.
Transportation Options
- Personal Vehicle: Having your own car provides the most flexible and convenient way to explore the area around this popular wine destination.
- Rental Car Services: Several local rental agencies offer vehicles for hire, allowing you to easily navigate here without the commitment of ownership.
- Taxi and Rideshare Services: Apps like Uber and Lyft operate in the region, offering quick and reliable transportation options for visiting the winery and nearby attractions.
- Public Transportation: Local buses provide an economical way to reach this scenic locale, with routes connecting to key points within the city and surrounding areas.
Local Customs Options
- Respect for Wine-Making Traditions: When visiting the region, you’ll find that local customs emphasize honoring the heritage of winemaking through appreciation and proper etiquette during tastings.
- Informal Hospitality: The area’s welcoming nature is reflected in friendly interactions at wineries, where guests are encouraged to enjoy the relaxed atmosphere and engage with hosts genuinely.
- Sustainable Practices: Many establishments prioritize eco-friendly approaches, so you’re encouraged to participate in conservation efforts such as recycling and minimizing waste during your stay.
- Celebration of Local Heritage: Events and festivals often showcase regional history and culture, inviting visitors to partake respectfully and learn about the area's unique wine country traditions.
Frequently Asked Questions About First Colony Winery?
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:
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- DEER RIDGE CABIN IS YOUR PERFECT, PRIVATE AND COZY GETAWAY!
- Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
- Restored Double Log Cabin on 400 Mountain Acres
- Total Privacy - H’Owl at the Moon Farm & Cabin
- The Recycled House - Walk Downtown
- Cozy cabin for 2 w/great mt views & walking trails!
- NO CLEANING FEE, Off Street Parking, walk to restaurants, breweries, shops
- Azalea Cottage - adorable cottage within one mile of the University of Virginia
- Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia
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 497 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 booking vacation rentals near First Colony Winery in Charlottesville, Virginia?
4. How do I inquire about the availability of vacation rentals close to First Colony Winery in Charlottesville?
5. Are there any additional fees associated with staying at a vacation rental in this region?
6. What amenities are typically included in vacation rentals near First Colony Winery in Charlottesville?
7. How do I ensure my stay complies with local regulations when booking a vacation rental here?
Best Vacation Homes in First Colony Winery
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV