Photo by www.visitcharlottesville.org

Charlottesville holiday lettings

We found 462 holiday rentals — enter your dates for availability

Select from 190 houses, 64 apartments and other holiday rentals to find the perfect place for your stay in Charlottesville. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Charlottesville

Showing deals for:14 Aug - 21 Aug

Image gallery for Visit Monticello, Wineries, UVA: Room for a Crowd

Large, flat front lawn, great for pick-up games of football, softball, soccer.
9.4 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)

Visit Monticello, Wineries, UVA: Room for a Crowd

Troy

21% off
Price is £2,834
for 7 nights, 1 home
£405 per night
includes taxes & fees
Visit Monticello, Wineries, UVA: Room for a Crowd

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Why visit Charlottesville

  • Rich historical sites: Explore iconic landmarks such as Monticello and the University of Virginia, steeped in fascinating history.
  • Beautiful outdoor activities: Enjoy hiking, biking, and scenic views in the stunning Blue Ridge Mountains and surrounding parks.
  • Charming downtown: Stroll through the vibrant streets of Downtown Charlottesville, featuring shops, restaurants, and cultural events.
  • Tranquil neighbourhoods: Discover peaceful areas like Cherry Hill, perfect for leisurely walks and relaxation.
  • Diverse accommodation: Choose from a variety of vacation rentals, including charming homes and modern apartments.

Popular types of accommodation in Charlottesville

Discover a variety of vacation rentals in Charlottesville, from charming private homes and rustic cabins to modern apartments. Whether you're seeking a cosy retreat or a spacious getaway, our selection of Charlottesville rentals offers something for everyone. Explore the best homes for rent to suit your needs and enjoy your stay with transparency and reassurance. Choose the perfect Charlottesville vacation rental for an unforgettable experience.

  • Houses: The top choice for visitors in Charlottesville, offering spacious accommodations ideal for families or groups.
  • Cabins: A popular selection for those seeking a rustic escape, perfect for nature enthusiasts wanting a peaceful retreat.
  • Apartments: A convenient option for those preferring a self-catering stay, allowing easy access to local amenities.
  • Cottages: A delightful choice for a quaint and homely experience, ideal for couples or small families.
  • Condos: A well-liked option combining comfort and convenience, suitable for both short and extended stays.**

Top attractions in Charlottesville

Charlottesville, Virginia, is an ideal destination for those seeking outdoor adventures and stunning scenery. Visitors can explore a variety of attractions, including historic houses, entertainment arenas, and prestigious universities. The local points of interest cater to a diverse range of travellers, offering rich cultural experiences and family-friendly activities. Whether you're keen on history, nature, or simply enjoying the vibrant atmosphere, Charlottesville has something for everyone.

  • University of Virginia: A UNESCO World Heritage site, this historic university features stunning architecture and beautiful grounds, perfect for a leisurely stroll. Its rich academic culture and vibrant student life create a unique atmosphere that reflects both history and modern education.
  • Monticello: The former home of Thomas Jefferson, this exquisite plantation offers insight into American history and architecture. Visitors can explore the meticulously restored house and its beautiful gardens, immersing themselves in the life of one of the nation’s Founding Fathers.
  • John Paul Jones Arena: A premier venue for entertainment, this arena hosts concerts, sports events, and family-friendly shows. Its lively atmosphere makes it a fantastic spot to catch a thrilling performance or enjoy a fun night out with loved ones.

Things to do recommended for couples

For a romantic retreat in Charlottesville, indulge in wine tasting at Trump Winery, Jefferson Vineyards, or the charming Blenheim Vineyards, located just 4.3km away. Each offers a delightful atmosphere perfect for couples to enjoy together, surrounded by stunning countryside views.

Things to do recommended for families

Families can immerse themselves in the excitement at Scott Stadium, glide across the ice at Charlottesville Ice Park, or unwind at the Sheridan Snyder Tennis Center. Each venue offers a unique blend of sports and leisure, perfect for creating memorable experiences together.

Things to do recommended for groups

Groups visiting Charlottesville can enjoy the vibrant atmosphere at Downtown Mall for shopping and entertainment, catch a show at the historic Jefferson Theater for a cultural experience, and unwind at Birdwood Golf Course for a relaxing day outdoors amidst beautiful landscapes.

What do I need to keep in mind when booking a vacation in 'Charlottesville

If you’re travelling with a group, family, or pets, or if you’re seeking longer stays, be sure to apply the appropriate filters to meet your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Charlottesville with a group: Think about how many bedrooms you require, along with amenities like a fully equipped kitchen or outdoor space for gatherings. Thankfully, you can easily refine your search for all of these options, and more, on Vrbo.
  • Traveling to Charlottesville with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Charlottesville: For many, a family holiday isn’t quite the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Charlottesville: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Charlottesville

Charlottesville, Virginia, offers a delightful blend of outdoor adventures and rich history, making it a perfect holiday destination. Explore the charming streets of Downtown Charlottesville, where culture and entertainment thrive. Venture into nearby towns for picturesque scenery and family-friendly activities. Don't miss the tranquil Cherry Hill neighbourhood, ideal for leisurely strolls. Whether you seek adventure or a cultural experience, Charlottesville and its surrounding areas promise an unforgettable getaway.

  • North Downtown: North Downtown is a vibrant neighbourhood nestled in the heart of Charlottesville, offering a unique blend of family-oriented and business-themed experiences. Visitors can enjoy a variety of activities, from shopping at the local mall to exploring educational venues. The area is rich in history, with notable landmarks including a historic college university and several historic houses, making it a great spot for culture enthusiasts and families alike.
  • Belmont: Belmont is a charming neighbourhood known for its outdoor activities and entertainment options, perfect for families looking to spend quality time together. The area features a lovely shopping centre and educational facilities, providing ample opportunities for leisurely exploration. Attractions nearby include historic places and a renowned historic college university, inviting visitors to engage with the local heritage while enjoying the vibrant community atmosphere.
  • Fifeville: Fifeville is a culturally rich neighbourhood that offers an engaging mix of family fun and entertainment-themed experiences. With a focus on education and easy access to shopping venues, it caters to a diverse array of interests. The local highlights include a historic college university, as well as several historic places and houses, allowing visitors to immerse themselves in the area's rich history while enjoying its lively community spirit.

Best time to go to Charlottesville

If you're planning a trip to Charlottesville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July to August and October, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.0°F (1.1°C)Light RainMostly SunnySlightly LowAverage
February37.8°F (3.2°C)Light RainMostly SunnySlightly LowAverage
March45.0°F (7.2°C)Light RainMostly SunnySlightly LowSlightly Low
April55.4°F (13.0°C)Light RainMostly SunnyAverageSlightly Low
May64.6°F (18.1°C)Light RainMostly SunnyAverageSlightly High
June72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
July77.5°F (25.3°C)Light RainMostly SunnySlightly HighAverage
August75.0°F (23.9°C)Light RainMostly SunnySlightly HighAverage
September68.7°F (20.4°C)Light RainMostly SunnyAverageAverage
October57.7°F (14.3°C)Light RainMostly SunnySlightly HighSlightly Low
November45.5°F (7.5°C)Light RainMostly SunnyAverageSlightly High
December39.0°F (3.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you keen to save on your upcoming trip? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new journeys, refine your existing arrangements, or manage your bookings. Your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The lively city of Charlottesville awaits you

Enjoy the area's live music, theatre scene and wineries with a rental holiday home in Charlottesville. Renowned for its university setting, sporting events and shopping, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Charlottesville

Are you hoping to discover attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that makes Charlottesville a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Jefferson Vineyards (3.1 mi / 5 km)
  • Trump Winery (6.2 mi / 10.1 km)
  • Keswick Vineyards and Winery (10.7 mi / 17.3 km)
  • Pippin Hill Farm & Vineyards (11.1 mi / 17.9 km)
  • Glass House Winery (13.2 mi / 21.2 km)
  • King Family Vineyards (13.9 mi / 22.3 km)

Exploring the mountains and other natural features in Charlottesville

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Charlottesville. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Carter Mountain Orchard (2.7 mi / 4.3 km)
  • Rockfish Gap Entrance Shenandoah (20.7 mi / 33.2 km)
  • Blue Ridge Parkway North Entrance (20.7 mi / 33.3 km)
  • Swift Run Gap Entrance Shenandoah (23 mi / 37 km)
  • Humpback Rocks (23.6 mi / 37.9 km)
  • Grand Caverns (25.1 mi / 40.3 km)

Transport options to and around Charlottesville

The nearest airport is in Charlottesville, VA (CHO-Charlottesville-Albemarle), located 7.7 mi (12.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 28.1 mi (45.3 km) away.

If you'd rather travel by train, the main station is Charlottesville Station.

Frequently asked questions

What is the best area to stay in Charlottesville when booking a holiday rental?
When considering a holiday rental in Charlottesville, Virginia, the Downtown area is an excellent choice. This vibrant neighbourhood offers a delightful blend of historic charm and modern amenities. Visitors can enjoy a stroll along the pedestrian mall, where a variety of shops, restaurants, and local cafes abound. One of the top attractions in Downtown is the historic Paramount Theater, which hosts an array of performances and events throughout the year. Additionally, the nearby Charlottesville City Market is a must-visit for those looking to experience local produce and handmade crafts.

Another fantastic option is the University of Virginia area, renowned for its beautiful campus designed by Thomas Jefferson. Staying here allows easy access to the iconic Rotunda and the picturesque Lawn, both of which are not only architectural marvels but also steeped in history. The university area also boasts a range of dining options and cultural experiences, making it a lively place to immerse oneself in the local atmosphere.

In terms of properties, both neighbourhoods offer a variety of holiday rentals, from charming historic homes to modern apartments, suiting different tastes and budgets.
How much does it cost to rent a holiday home in Charlottesville?
Prices for holiday rentals in Charlottesville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Charlottesville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Charlottesville holiday house rentals?
You can find great discounts on house rentals in Charlottesville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Charlottesville ski resort rentals?
For skiing near Charlottesville, the closest options are found at Wintergreen Resort, which is approximately 45 minutes away by car. In the Wintergreen area, visitors can find a range of rental properties that cater to different preferences and group sizes. Many accommodations are conveniently located near the ski slopes, offering easy access to the mountain activities. Expect to find a variety of amenities such as fully equipped kitchens, spacious living areas, and some properties even include amenities like hot tubs or fireplaces, great for relaxing after a day on the slopes.

Additionally, the surrounding Nelson County showcases a selection of charming cabins and lodges, often located in scenic woodland settings. These rentals typically provide a cosy atmosphere, with features like private decks for enjoying the natural surroundings and heated spaces for comfort during the winter months. Proximity to local restaurants and shops in nearby towns further enhances the convenience for travellers.

For those interested in exploring beyond skiing, the Wintergreen area offers a wealth of outdoor activities, including hiking trails and stunning vistas, making it a great destination for a winter getaway.
What is the most popular type of holiday rental accomodation in Charlottesville?
In Charlottesville, holiday houses are the most popular type of holiday rental, with around 584 available throughout the area. These spacious properties are often situated in serene neighbourhoods, offering multiple bedrooms, fully equipped kitchens, and outdoor spaces ideal for relaxation. Many of these homes are located near local attractions such as Thomas Jefferson's Monticello and the beautiful vineyards of Albemarle County.

Apartments also feature prominently, with approximately 212 options providing a more compact yet comfortable stay, often including modern amenities like laundry facilities and Wi-Fi. Additionally, there are about 72 cottages and 68 condos available, which cater to those seeking a unique or more intimate experience. While cabins are less common, there are several options that provide a rustic charm, often located in more secluded areas, great for nature lovers.
Are there any family house rentals in Charlottesville?
In Charlottesville, Virginia, there is a wide selection of family-friendly holiday rentals, with about 115 available options. Popular neighbourhoods such as Belmont and the Downtown area offer spacious homes that cater to families looking for comfort and convenience. Many of these properties come equipped with multiple bedrooms, large living areas, and fully stocked kitchens for preparing family meals.

Belmont, known for its charming streets and proximity to parks, features homes with lovely outdoor spaces where children can play and families can relax. Visitors can easily access local attractions such as the historic downtown mall, which is filled with shops and restaurants, making it ideal for family outings.

Similarly, the Downtown area offers rentals that are not only close to cultural sites like the Virginia Discovery Museum—a fantastic spot for kids—but also near scenic parks great for picnics and outdoor activities. Many homes in this locale include amenities like Wi-Fi, air conditioning, and sometimes even game rooms, ensuring that families have everything they need for a pleasant stay.
Can I rent a holiday home with a pool or hot tub in Charlottesville?
In Charlottesville, there are several holiday homes available for rent that come with pools or hot tubs, with around 25 options to choose from. This charming city, known for its rich history and vibrant cultural scene, offers properties in various neighbourhoods, including the picturesque downtown area and the scenic outskirts near the Blue Ridge Mountains.

Travellers can expect a range of amenities in these rentals, such as private swimming pools, hot tubs for relaxation, and spacious outdoor areas great for entertaining. Many homes also feature fully equipped kitchens, comfortable living spaces, and amenities like Wi-Fi and air conditioning, ensuring a pleasant stay.
Can I find long-stay holiday rentals in Charlottesville?
A long-stay holiday rental in Charlottesville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Charlottesville?
In Charlottesville, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with essential amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely. The area is known for its charming neighbourhoods, including the Historic Downtown Mall, which offers a variety of shops, restaurants, and pet-friendly cafes.

Additionally, the nearby parks, such as McIntire Park and Darden Towe Park, offer ample opportunities for outdoor activities with pets, including walking trails, picnic areas, and open fields for play. These parks are superb for enjoying the scenic beauty of the region while spending quality time with your furry companions. See all pet-friendly rentals in Charlottesville.
Are there any remote work holiday rentals in Charlottesville?
In Charlottesville, Virginia, there are numerous holiday rentals suitable for remote work, with approximately 848 options available. This vibrant city is well-equipped for professionals seeking a conducive work environment. Many properties offer essential amenities such as free Wi-Fi and dedicated workspaces, ensuring that guests can maintain productivity during their stay.

The downtown area is particularly appealing, with its charming historic architecture, local coffee shops, and restaurants providing a lively option for breaks and relaxation. Additionally, rentals in the vicinity of the University of Virginia often feature spacious living areas and fully equipped kitchens, making them ideal for longer stays. Guests can enjoy nearby attractions such as the beautiful gardens at Monticello and the scenic views along the Blue Ridge Parkway, providing a great balance of work and leisure during their visit. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Charlottesville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Charlottesville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Charlottesville?
In Charlottesville, holiday rentals commonly feature a range of amenities that enhance the guest experience. Most properties include a fully equipped kitchen, allowing travellers to prepare their own meals, and many also offer onsite parking for convenience. Additional amenities often found are coffee and tea makers, which provide a warm start to the day, as well as outdoor spaces such as decks or patios, ideal for relaxing and enjoying the pleasant Virginia weather.
When is the best time to visit Charlottesville for a holiday rental?
March is the most popular time to visit Charlottesville, Virginia, as it falls within the peak season from February to April. During this vibrant period, the city comes alive with various outdoor activities, making it an ideal choice for travellers seeking adventure and quality experiences. With temperatures ranging from 5 to 15 degrees Celsius, the mild climate is superb for exploring the beautiful parks, historic sites, and charming streets of this picturesque city.

March offers visitors the chance to enjoy the blossoming landscapes, particularly with the stunning cherry blossoms that grace the grounds of the University of Virginia. This month also coincides with numerous local events and festivals, providing an enriching cultural experience alongside outdoor pursuits.

If you're looking for a more budget-friendly option, consider visiting in November. Though it's a quieter time, you can still enjoy the serene beauty of the autumn leaves and take part in the local wine harvest season, which showcases the region's renowned vineyards and wineries.

Ultimately, your best experience in Charlottesville will depend on whether you prefer the lively option of springtime activities or the peaceful charm of autumn explorations.
How early should I book a Charlottesville holiday rental?
Book your Charlottesville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Charlottesville?
In Charlottesville, Virginia, visitors can explore a variety of attractions that highlight the area's rich history and natural beauty. The historic Downtown Mall is a vibrant pedestrian area lined with shops, restaurants, and galleries, making it a great spot to experience local culture. Nearby, Monticello, the home of Thomas Jefferson, offers guided tours and beautiful gardens, providing insight into early American history.

The University of Virginia, a UNESCO World Heritage site designed by Jefferson, is another key attraction. Its stunning architecture and the iconic Rotunda are must-sees for those interested in education and history. For outdoor enthusiasts, the nearby Shenandoah National Park offers breathtaking views, hiking trails, and opportunities for wildlife viewing, just a short drive from the city.

Additionally, the Charlottesville Historic District features beautifully preserved homes and landmarks, creating a picturesque setting for leisurely walks.
Can I change or cancel my Charlottesville home rental booking on Vrbo?
To find Charlottesville holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Charlottesville holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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