Best Vacation Homes in Charlottesville
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Charlottesville Luxury Rentals
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Charlottesville Pet Friendly Vacation Rentals
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Charlottesville Large Vacation Homes
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Why Choose Rent By Owner for your Charlottesville Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Charlottesville Vacation Rentals
Where are the best neighborhoods to stay in Charlottesville?
When planning your stay in Charlottesville, Virginia, choosing the right neighborhood can greatly enhance your experience. From vibrant districts full of local charm to quiet areas ideal for relaxation, each neighborhood offers unique opportunities to discover the essence of this historic city. Whether you're seeking a lively atmosphere close to downtown attractions or a peaceful retreat surrounded by scenic views, you'll find the perfect location to enjoy your time in Charlottesville. Exploring these neighborhoods allows you to immerse yourself in the local culture while enjoying the comfort and convenience of well-appointed vacation rentals.
North Downtown
Staying in the North Downtown area places you close to the vibrant heart of this city, offering convenient access to local shops, restaurants, and cultural attractions. It’s an ideal choice for those seeking a lively, walkable neighborhood with comfortable vacation rentals.
View 168+ Rentals in North DowntownTaylor's Mountain
Nestled on scenic terrain, Taylor's Mountain provides a peaceful retreat surrounded by natural beauty, perfect for outdoor enthusiasts looking for serene vacation rentals away from the hustle and bustle. Here, you can enjoy stunning views and tranquil surroundings during your stay.
View 109+ Rentals in Taylor's MountainBellair
Bellair offers a charming neighborhood experience with easy access to the area's parks and local amenities, making it a comfortable base for exploring Charlottesville's attractions. Its cozy vacation rentals provide a welcoming atmosphere for visitors seeking relaxation.
View 304+ Rentals in BellairRoyal Acres
Located in the Keswick area, Royal Acres features spacious surroundings and a quiet ambiance, ideal for families or groups looking for roomy vacation rentals near key regional sites. This neighborhood combines tranquility with convenient access to the region.
View 234+ Rentals in Royal AcresMartha Jefferson
Close to medical centers and central parts of town, Martha Jefferson is suited for travelers who want to stay near essential services while enjoying comfortable vacation rentals. Its accessibility makes it a practical choice for visitors here for both leisure and business.
View 414+ Rentals in Martha JeffersonRidge St.
Ridge Street offers a historic charm combined with modern comfort, making it a desirable location for those interested in exploring Charlottesville’s rich heritage. The neighborhood features charming vacation rentals that reflect its inviting character.
View 382+ Rentals in Ridge St.Locust Grove
Situated in a picturesque setting, Locust Grove presents a peaceful environment with easy access to outdoor activities, perfect for nature lovers seeking relaxing vacation rentals in the region. It’s an ideal escape for those wanting to unwind in scenic surroundings.
View 380+ Rentals in Locust GroveFry's Spring
Known for its friendly community vibe, Fry's Spring features a variety of vacation rentals within a short drive to local colleges and parks. It's a popular choice for visitors looking for a welcoming neighborhood with convenient amenities.
View 354+ Rentals in Fry's SpringBest Times to Visit Charlottesville
When should you plan your Vacation Rentals stay?
Choosing the best time to vacation here depends on your preferences, as the region offers a variety of seasonal experiences that can enhance your stay in Charlottesville, Virginia.
Peak Season Highlights
Spring (March to May)
During the spring, the area bursts into vibrant colors, making it an ideal time to explore the region's scenic beauty and enjoy outdoor activities.
Fall (September to November)
Autumn offers breathtaking foliage views and a comfortable climate, perfect for experiencing local events and outdoor adventures.
Off-Season Highlights
Winter (December to February)
The winter months see fewer visitors, providing a peaceful environment for cozy getaways and exploring local history and culture.
Summer (June to August)
While summer can be warm, this period tends to be less crowded, offering a relaxed atmosphere for enjoying the area's natural surroundings.
Weekly Weather Forecast for Charlottesville
How to Book Your Charlottesville Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Charlottesville
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 to relax after exploring the region's scenic beauty.
- Make the most of spacious yards suitable for outdoor games and family activities amidst the area's natural charm.
- Take advantage of a charming porch or veranda that offers a peaceful spot to unwind and soak in the local scenery.
- If available, unwind by a sparkling outdoor swimming pool to refresh during your stay nearby.
- Explore well-maintained hiking trails or walking paths that wind through the picturesque landscapes here.
- Utilize outdoor grilling facilities perfect for hosting barbecues while enjoying the area's fresh air.
- Look for properties with fire pits or outdoor fireplaces to gather around on cool evenings and enjoy the local ambiance.
Top Attractions Around Charlottesville
What attractions are nearby?
Discover a variety of outdoor adventures, cultural experiences, and historic sites just moments from your Charlottesville area vacation rentals, allowing you to enjoy the best that this vibrant destination has to offer.
Family Activities
- Virginia Discovery Museum: Engage your family with interactive exhibits and hands-on activities that make exploring local history and culture fun and educational.
- Monticello: Discover the historic home of Thomas Jefferson, where guided tours and outdoor gardens provide an enriching experience for all ages.
- Shenandoah National Park: Enjoy outdoor adventures like hiking and picnicking amidst breathtaking mountain views just a short drive from here.
- Local Farm Tours: Visit nearby farms to experience the region's agricultural heritage through engaging activities and fresh farm products.
Adult Activities
- Wine Tasting Tours: Explore renowned local vineyards and enjoy guided tastings that showcase the region’s celebrated wine culture and scenic vineyard landscapes.
- Historic Downtown Charlottesville: Stroll through charming streets filled with shops, cafes, and galleries, providing a perfect blend of history and modern Southern hospitality.
- Napa Valley-style Brewing Experiences: Visit craft breweries in the area to sample innovative beers and learn about the region’s thriving brewing scene.
- Outdoor Adventures: Engage in hiking or kayaking along the nearby trails and waterways to experience the natural beauty that defines this destination.
Other Places to Stay in Charlottesville, VA
Charlottesville Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local wineries and vineyards: Take advantage of the region’s renowned wine scene to enjoy tastings and tours that highlight its agricultural heritage.
- Visit historic sites and landmarks: Immerse yourself in the area's rich history by exploring notable historical locations that tell the story of this destination.
- Plan outdoor activities around the natural scenery: Engage in hiking, biking, or picnicking amidst the scenic landscapes that define the region’s outdoor appeal.
- Sample regional cuisine at local eateries: Indulge in authentic flavors and dishes that showcase the culinary traditions unique to this destination.
Transportation Options
- Charlottesville Regional Airport: This regional airport offers convenient domestic flights, making it easy for you to arrive and explore the area’s charming vacation rentals.
- Public Bus Services: The local bus network provides an affordable and accessible way to navigate the region and reach key attractions near your rental property.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are readily available here, offering flexible transportation from your vacation rental to various destinations around town.
- Car Rental Services: Several car rental agencies operate in the area, allowing you to explore Charlottesville and its scenic surroundings at your own pace during your stay.
Local Customs Options
- Wine Tasting Etiquette: When exploring local vineyards, you'll find that guests are encouraged to sample wines responsibly and appreciate the region's rich winemaking heritage with respectful conduct.
- Food Sharing Traditions: Sharing traditional Southern dishes at gatherings is common here, highlighting hospitality and a sense of community that you can experience firsthand in this area.
Frequently Asked Questions About Charlottesville?
1. What are the top vacation rentals in Charlottesville?
There are a lot of options in Charlottesville. If you plan on staying in the Charlottesville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Charlottesville:
- High Lonesome Cabin.Elevate Your Soul! Peaceful Seclusion
- Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
- Time to Book for Spring and Summer.Amazing Views and 5-Star Amenities
- Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
- Large and Luxurious Exec 5BR Chalet
- Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
- Secluded, Romantic Mountain Cabin for 2, fully equipped
- Deer Run - Mountain Getaway
- Reconnect with family & friends at our large, private, stylish Wintergreen home
- A Rustic-Chic Cabin Hideaway at the Doorstep of the Shenandoah National Park
2. How many vacation rentals have private pools in Charlottesville?
There are 72 vacation rentals with private pools near Charlottesville. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Charlottesville are best for families?
If you are looking for a family-friendly vacation home in Charlottesville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Charlottesville:
4. How many Rentbyowner vacation rentals are available in Charlottesville?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 2402 in the Charlottesville 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 Charlottesville.
Charlottesville Top Rated Vacation Rentals
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