Kid-friendly holiday rentals in Charlottesville

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Top-rated family-friendly rentals in Charlottesville

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Charlottesville

4.97 out of 5 average rating, 339 reviews

2 BDRM Spacious & Private Apt Close to Downtown

Basement apt in a quiet neighborhood 1 mile from UVA Hospital and Downtown Mall and 2 miles from UVA. Two bedrooms (2 memory foam King beds new in Spring '24, a Twin XL bed, & a toddler bed), a full kitchen, coffee/snacks, washer/dryer, bathroom, toiletries, a living area with a Roku TV & Netflix, free parking, & a private entrance with a patio. Our guests love the value, amenities, & cleanliness! No smoking of any kind. Please read note about the slope to the entrance and potential for noise.

$174 SGD per night

Guest favourite

Guest house in Troy

4.99 out of 5 average rating, 119 reviews

Beaver Pond Farm - Near Charlottesville

Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Take a walk on miles of trails that are adjacent to the property. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by the horses for cocktails. Feel like staying in - SmartTVs and Gig-speed Internet await. Easy checkout. No cleaning fee.

20–27 Nov

$198 SGD per night

Guest favourite

Flat in Charlottesville

4.9 out of 5 average rating, 564 reviews

BELMONT DESIGNER APARTMENT- CVILLE CHARM

Renovated luxury apartment with private entrance. Gourmet kitchen for entertaining or having a relaxing weekend away! We are steps away from Belmont with some of the best rated restaurants in Cville. Also, you are a 5-10 minute walk to The Historic Downtown Mall. Great OPEN space to come back relax with private porch. The space: - Designer/Luxury Apartment - Quiet neighborhood - Parking - Walking distance to DTM - Sleeps 4 - Great for cooking - Soundproofed - Washer & Dryer

4–11 Nov

$174 SGD per night

Guest favourite

Tiny home in Charlottesville

4.94 out of 5 average rating, 668 reviews

Oxford Cottage: Cville’s favorite tiny home!

This 350 sq ft cottage is a tiny home concept space, boasting an airy entry, living area, storage landing, kitchenette, bathroom and sleeping loft. Perfect for a romantic getaway, a work retreat, a stop through town on the way to another location, a small family, or a group of friends participating in the many events held in Charlottesville- weddings, concerts, triathlons. Accommodates 1-4 people looking for a relaxed, stylish, modern and comfortable place to stay.

27 Jan – 3 Feb

$141 SGD per night

Guest favourite

Guest suite in North Garden

4.97 out of 5 average rating, 287 reviews

Private & Spacious Apt Near Cville in Wine Country

Private apartment (for up to 4) in gorgeous southern Albemarle County - 1 mile from Pippin Hill & great launching spot for countless other wineries, breweries, cideries, hiking and everything else Cville has to offer! 750 sq ft with separate keyed entry for complete privacy includes large bedroom with king bed; living room with 60" TV, futon (sleeps 2), eating area, mini-fridge, Keurig & microwave; and large bathroom with two sinks. 15 minutes from downtown Cville.

30 Sep – 7 Oct

$134 SGD per night

Superhost

Home in Charlottesville

4.82 out of 5 average rating, 187 reviews

The Hummingbird, a cozy quiet, 2 room apartment

The Hummingbird is a cozy, quiet, apartment in my home. It has a private entrance, is 2 rooms and is perfect for a getaway. It is centrally located in a quiet neighborhood. It is minutes to historic downtown Charlottesville and UVA. Wineries are also easy to get to. I provide a few baked goodies as I have a small on premises bakery where I make scones, quiche and seasonal pies for our local Farmer's Market. It's a wonderful place to enjoy the quiet and privacy.

27 Aug – 3 Sep

$132 SGD per night

Guest favourite

Guest suite in Charlottesville

4.94 out of 5 average rating, 473 reviews

Relax and Breathe In Nature at the Forest Haven!

Retreat from the stress and noise of the world for a while. Come to the Forest Haven where you can enjoy peace and quiet, yet still be just a short drive away from the restaurants and attractions in Charlottesville. Shenandoah National Park and the Blue Ridge Parkway are within an easy drive. This immaculately clean and modern apartment is located in a beautiful wooded setting surrounded by nature and wildlife. Once you get here, you may not want to leave!

31 Mar – 7 Apr

$140 SGD per night

Guest favourite

Guest house in Charlottesville

5.0 out of 5 average rating, 129 reviews

Luxury tiny house in central Charlottesville

Adjacent to UVA and central to wineries and historic attractions, La Casita is a new tiny home combining modern luxury with central location. La Casita is design-built and offers custom furnishings and luxurious touches in a light-filled space. We are in the residential pedestrian-friendly neighborhood of Fry's Spring, near I 64. Walk to restaurants and Scott Stadium. Enjoy all amenities including a comfortable daytime workspace with high-speed internet.

19–26 Jul

$223 SGD per night

Guest favourite

Farm stay in Barboursville

4.98 out of 5 average rating, 177 reviews

Moonfire Farm cozy Shenandoah Region Getaway

Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!

23–30 Mar

$182 SGD per night

Guest favourite

Guest house in Charlottesville

4.89 out of 5 average rating, 181 reviews

Cozy Modern Private Guesthouse

Private guesthouse/studio in scenic Charlottesville/Crozet. Ideally located near UVA, exceptional wineries, breweries and excellent food scenes all as close as 10 to 15 minutes from your doorstep. The studio offers a very basic kitchenette (see list of items), 1 bedroom w/King bed, an area with a Queen bed, a living room and a dinning room area . Heat/air adjustable per area for your comfort. WiFi for connectivity and Smart TV for your convenience.

2–9 Sep

$137 SGD per night

Guest favourite

Guest suite in Charlottesville

4.95 out of 5 average rating, 108 reviews

Cozy Private Floor Near Downtown

Enjoy a stylish experience at this centrally-located, completely fresh lower-level private apartment with private entrance. Whether you're looking for some cozy self-care in our spacious rainfall shower or to take things up a notch by watching the big game, this space provides the aesthetic with which to strip away the stress of everyday life and settle down to truly feel like you're home away from home. Did I mention there's coffee?

26 Dec – 2 Jan

$121 SGD per night

Superhost

Flat in Charlottesville

4.84 out of 5 average rating, 513 reviews

★1 BR Private Apartment in Downtown Cville★

Private entrance.Very large space that is a nice, beautiful walk to the Historic Downtown Mall near lots of restaurants and shopping. Quiet neighborhood. A large bedroom with a queen bed. It's your own apartment for your Charlottesville stay! Decorated throughout with the work of great, local artists. Fast WiFi, all kitchen necessities, and quiet.

11–18 Jul

$124 SGD per night