Holiday Rentals in Charlottesville, VA

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Charlottesville, VA holiday rentals
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Best Holiday rentals and Airbnb offers in Charlottesville, VA

Best family friendly Charlottesville, VA holiday rentals

Among the 485 accommodations in Charlottesville, VA, here are the 4 best family friendly rentals

Fun Sunny 2 Bedroom  Home In Belmont - Charlottesville, VA
9.6 5 reviews
Charlottesville, VA
01/07 – 31/07
SG$222/nighttotal: SG$6660 (30 )

Fun Sunny 2 Bedroom Home In Belmont

1 2
apartment , Charlottesville
This Charlottesville apartment, a three-minute walk from restaurants such as The Local and Mockingbird, offers easy access to downtown Charlottesville and Highway 64, providing convenient exploration of the city and surrounding vineyards.
The two-bedroom, one-bathroom flat sleeps four, boasting a spacious deck, a large television with streaming capabilities, free Wi-Fi, and a fully equipped kitchen including a dishwasher; ideal for families or couples seeking a comfortable stay.
Your C-ville Home Away From Home -Vacation Rental - Charlottesville, VA
9.8 106 reviews
Charlottesville, VA
01/10 – 04/10
SG$905/nighttotal: SG$2715 (3 )

Your C-ville Home Away From Home -Vacation Rental

4 5
apartment , Charlottesville
This four-bedroom apartment is located less than 800 metres from the University of Virginia's main campus and the Downtown Pedestrian Mall, putting you within easy reach of Charlottesville's attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment comfortably sleeps eight guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy a garden, air conditioning, parking, and internet access.
Cavalier Suite | Near Uva | Amenities | Parking - Charlottesville, VA
9.8 178 reviews
Charlottesville, VA
05/07 – 01/08
SG$148/nighttotal: SG$3996 (27 )

Cavalier Suite | Near Uva | Amenities | Parking

1 1
house , Charlottesville
This Charlottesville carriage house, near Scott Stadium, offers excellent access to the University of Virginia, Downtown Charlottesville, and the 5th Street Station Shopping Centre, all within a short distance (distances unspecified).
The self-contained studio apartment sleeps three, features a full kitchenette, in-unit laundry, a private patio with a Weber gas grill, and dedicated parking; a 42-inch TV with cable completes the amenities.
Preston Lofts-spacious, Modern, Central, Green - Charlottesville, VA
10 90 reviews
Charlottesville, VA
04/09 – 07/09
SG$1320/nighttotal: SG$3960 (3 )

Preston Lofts-spacious, Modern, Central, Green

5 5
house , Charlottesville
This apartment is located in a peaceful wooded setting in the centre of Charlottesville, just under 1 kilometre from the Downtown Mall, shops along Preston & West Main, and the University of Virginia campus and hospital. It has received excellent user, location, and cleanliness ratings.
The property has five bedrooms and three bathrooms, comfortably accommodating up to 12 guests. It features a modern kitchen, a spacious deck overlooking a wooded lot, and a ground-level bedroom with a walk-in shower, making it suitable for guests with limited mobility.

Best Charlottesville, VA holiday rentals with parking

Hardwood Hall - Charlottesville, VA
Charlottesville, VA
01/10 – 04/10
SG$1481/nighttotal: SG$4443 (3 )

Hardwood Hall

4 5
house , Charlottesville
This detached residence in Charlottesville is situated within 2.4 kilometres of the University of Virginia, 3.2 kilometres of John Paul Jones Arena, and 3.9 kilometres of Scott Stadium, with Charlottesville Albemarle Airport also accessible.
This four-bedroom property accommodates up to fifteen guests and offers a fully equipped kitchen with a fridge, microwave oven, and dishwasher, alongside complimentary on-site parking and free WiFi.
Well Appointed Home For Your Family's Enjoyment In The Heart Of Charlottesville - Charlottesville, VA
9.2 46 reviews
Charlottesville, VA
04/07 – 31/10
SG$118/nighttotal: SG$14042 (119 )

Well Appointed Home For Your Family's Enjoyment In The Heart Of Charlottesville

2 2
apartment , Charlottesville
This apartment is conveniently located in the city centre of Charlottesville, close to Sheridan Snyder Tennis Center and Birdwood Golf Course. It has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom apartment spans 80 square metres and comfortably accommodates up to six guests. It features a well-equipped kitchen, a spacious dining area, a cosy living space with a fireplace, and a private entertainment system in each bedroom.
Walk To Hospital, Heart Of Cville, Fenced Backyard - Charlottesville, VA
Charlottesville, VA
01/07 – 31/07
SG$138/nighttotal: SG$4140 (30 )

Walk To Hospital, Heart Of Cville, Fenced Backyard

1 2
apartment , Charlottesville
This Charlottesville apartment, conveniently located near the University of Virginia and a hospital, is within walking distance of the university and 2.1km from Scott Stadium and 2.7km from John Paul Jones Arena.
The 65 square metre, one-bedroom flat offers free Wi-Fi, private parking, a fenced backyard, and sleeps up to three guests, boasting a fully equipped kitchen with a dishwasher and microwave.
Serene Wooded Retreat W/ Patios In Charlottesville - Charlottesville, VA
Charlottesville, VA
01/10 – 04/10
SG$481/nighttotal: SG$1443 (3 )

Serene Wooded Retreat W/ Patios In Charlottesville

2 5
house , Charlottesville
This detached house offers a tranquil wooded setting in Charlottesville, located approximately 9.9 kilometres from Scott Stadium and within a similar radius of the University of Virginia and Monticello.
This property features 149 square metres of floor area, accommodating up to 11 guests with 2 bedrooms and 3 bathrooms, and includes a fully equipped kitchen, air conditioning, and complimentary WiFi.

Frequently asked questions about holiday rentals in Charlottesville, VA

  • What should a first-time visitor not miss in Charlottesville, VA?

    You absolutely must visit the University of Virginia, founded by Thomas Jefferson, and explore its beautiful grounds and buildings. Also, be sure to check out the Downtown Mall, a pedestrian-friendly area with shops, restaurants and historic architecture.
  • What are the best Airbnb and vacation rentals in Charlottesville, VA?

    House Near Downtown And Uva Location, Modern Belmont Home - Steps From Downtown Mall and Downtown Top Floor Apartment (Reduced Weekdays) are the most popular Airbnb and vacation rentals in Charlottesville, VA among travelers.

  • Which neighborhood in Charlottesville, VA should you consider for a vacation rental?

    The historic Downtown Mall area is a great choice for a vacation rental, with easy access to shops, restaurants, and attractions. If you prefer a more residential setting, consider the Belmont or the University Avenue area, both within walking distance of the Downtown Mall.
  • What are the most popular Airbnbs in Charlottesville, VA?

  • What are the top family-friendly attractions in Charlottesville, VA?

    The Virginia Discovery Museum is a great option for families with young children, offering interactive exhibits and educational activities. For older children, the Shenandoah National Park is a short drive away and offers hiking trails, scenic overlooks, and wildlife viewing.
  • What are the best vacation rentals with a pool in Charlottesville, VA?

  • When is the best time to book a vacation rental in Charlottesville, VA?

    Peak season in Charlottesville is during the spring and fall, when the weather is mild and there are many events and festivals. To secure the best deals and availability, it's best to book your vacation rental at least a few months in advance, especially if you're travelling during these peak periods.
  • What are the best rentals for families and kids in Charlottesville, VA?

  • What events or festivals should visitors check out in and around Charlottesville, VA?

    The Charlottesville Wine and Food Festival is a popular event in the spring, featuring local wineries, restaurants, and live music. In the autumn, the Charlottesville Pride Festival celebrates diversity and inclusion with parades, live performances, and community events.
  • What are the best rentals or Airbnbs with a jacuzzi in Charlottesville, VA?

  • What are the best budget-friendly activities in Charlottesville, VA?

    Take a stroll along the Rivanna Trail, a scenic path that runs along the river. You can also visit the free exhibits at the Kluge-Ruhe Aboriginal Art Collection, showcasing indigenous art from around the world.
  • What are the best restaurants with local dishes in Charlottesville, VA?

    For a taste of Southern comfort food, try The C&O Restaurant. If you're looking for something more upscale, The Ivy Inn offers a refined dining experience with locally sourced ingredients.
  • What are the best walking or cycling routes in Charlottesville, VA?

    The Rivanna Trail is a great option for both walking and cycling, offering scenic views of the river and surrounding countryside. The Downtown Mall is also a pedestrian-friendly area, perfect for a leisurely stroll.
  • Are there pet-friendly attractions in Charlottesville, VA?

    The Rivanna Trail is a great option for dog walkers, and many local parks, such as McIntire Park, allow leashed dogs. Some restaurants also have outdoor seating areas that are pet-friendly.
  • What are the benefits of choosing a vacation rental in Charlottesville, VA?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option for families or groups travelling together.
  • What are the top sports attractions and facilities in Charlottesville, VA?

    The University of Virginia is home to a variety of sports facilities, including Scott Stadium, the home of the Virginia Cavaliers football team. The Charlottesville area also has several golf courses and tennis courts.

Destinations nearby

Best Charlottesville, VA holiday rentals with a balcony

Family-friendly 1830s Cville Row House Near Downtown Mall, Uva, & Monticello - Charlottesville, VA
9.5 182 reviews
Charlottesville, VA
01/10 – 04/10
SG$1020/nighttotal: SG$3060 (3 )

Family-friendly 1830s Cville Row House Near Downtown Mall, Uva, & Monticello

4 5
apartment , Charlottesville
This charming house is situated in the heart of downtown Charlottesville, just a short walk from the Downtown Mall, Historic Court Square, and Paramount Theater, offering a lively and convenient location for exploring the city's attractions. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The four-bedroom house spans 186 square metres and comfortably accommodates up to eight guests. Enjoy a range of amenities, including a fully equipped kitchen, laundry facilities, a balcony, a swimming pool, a spa, a tennis court, and a garden, providing plenty of space for relaxation and entertainment.
Gorgeous, Modern, & Accessible Custom Home - Charlottesville, VA
10 2 reviews
Charlottesville, VA
04/09 – 07/09
SG$1222/nighttotal: SG$3666 (3 )

Gorgeous, Modern, & Accessible Custom Home

2 5
apartment , Charlottesville
This flat is situated in Charlottesville's Woolen Mills district, a 5-minute drive from Downtown Mall and Ting Pavilion, and within easy reach of Historic Court Square and The Jefferson Theater.
This property offers air conditioning, Wi-Fi, a full kitchen including an oven and microwave, and an in-unit washer/dryer, with on-site parking and a dedicated workspace for convenience.
Jefferson Guest House | Full Design And Renovation In 2025 - Charlottesville, VA
10 4 reviews
Charlottesville, VA
13/07 – 19/07
SG$1404/nighttotal: SG$8424 (6 )

Jefferson Guest House | Full Design And Renovation In 2025

5 2
apartment , Charlottesville
This guest house is situated in Charlottesville's North Downtown district, a short walk from the Downtown Mall and Ting Pavilion, and is also conveniently close to Historic Court Square and The Jefferson Theatre.
This 487 square meter property offers five bedrooms and four bathrooms to accommodate up to ten guests, featuring a kitchen with a microwave oven and dishwasher, air conditioning, a balcony, and on-site parking.
Landing | Amazing 2bd, Game Room, Clubhouse - Charlottesville, VA
Charlottesville, VA
01/07 – 31/07
SG$176/nighttotal: SG$5280 (30 )

Landing | Amazing 2bd, Game Room, Clubhouse

2 2
apartment , Charlottesville
This serviced apartment in Charlottesville, Virginia, is located a short distance from the Downtown Mall and Corner District, with Biscuit Run State Park and Ix Art Park also nearby.
Offering 96 square meters of space, this fully-furnished two-bedroom, two-bathroom flat accommodates up to four guests and features in-unit laundry, a dedicated workspace, a resort-style pool, a 24-hour fitness centre, and a dog park.

Best pet friendly Charlottesville, VA holiday rentals

Among the 485 accommodations in Charlottesville, VA, here are the 4 best pet friendly rentals

Sparkling & Joyful Charlottesville Cottage - Charlottesville, VA
10 22 reviews
Charlottesville, VA
01/10 – 04/10
SG$933/nighttotal: SG$2799 (3 )

Sparkling & Joyful Charlottesville Cottage

1 5
apartment , Charlottesville
This newly built two-bedroom cottage is located in the Lochlyn Hill neighbourhood of Charlottesville, offering easy access to local amenities and boasting stunning Blue Ridge Mountain views.
The 2-bathroom property sleeps four guests, features a fully equipped kitchen, dedicated office space, laundry facilities, and a garden, all within easy reach of Charlottesville's attractions and parks.
Belmont Carriage House - Charlottesville, VA
9.4 180 reviews
Charlottesville, VA
01/10 – 04/10
SG$683/nighttotal: SG$2049 (3 )

Belmont Carriage House

4 5
apartment , Charlottesville
This three-bedroom house is located in Belmont, Charlottesville, within 1.6 kilometres of Play On! Theatre, Ix Art Park, and Ting Pavilion, offering easy access to cultural attractions and a vibrant atmosphere. The house has received excellent ratings for its location, cleanliness, and user experience.
The property spans 74 square meters and comfortably accommodates up to 10 guests. Guests can enjoy a fully equipped kitchen, a cosy fireplace, free Wi-Fi, and parking.
Unique & Walkable 3-br - 2 Offices & Fenced Yard - Charlottesville, VA
Charlottesville, VA
01/10 – 04/10
SG$1094/nighttotal: SG$3282 (3 )

Unique & Walkable 3-br - 2 Offices & Fenced Yard

3 5
apartment , Charlottesville
This three-bedroom flat is situated in the walkable 10th and Page district of Charlottesville, a mere 500 metres from the University of Virginia and hospital, and a short stroll to the Downtown Mall.
This pet-friendly residence accommodates six guests and features two master suites with king-size beds, two dedicated office spaces, a fully fenced garden, and reliable high-speed Wi-Fi, offering a comfortable base for exploring the city.
Unique & Walkable 3-br - 2 Offices & Fenced Yard - Charlottesville, VA
9.8 12 reviews
Charlottesville, VA
01/10 – 15/10
SG$473/nighttotal: SG$6622 (14 )

Unique & Walkable 3-br - 2 Offices & Fenced Yard

1 2
apartment , Charlottesville
This three-bedroom house is centrally located in Charlottesville, within walking distance of the University of Virginia, the hospital, and the downtown area.
The property offers a fully-fenced garden, parking, a kitchen with dishwasher, three bedrooms, two bathrooms, and accommodates up to six guests; two dedicated home office spaces are ideal for remote workers or extended stays of 30 nights or more.
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