
Family-friendly holiday rentals in Charlottesville
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Charlottesville

Total holiday rentals
Explore 510 holiday rentals in Charlottesville

Nightly prices starting at
Charlottesville holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 31,490 verified reviews to help you choose

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
510 of Charlottesville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Charlottesville rentals

4.9 Average rating
Charlottesville stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Charlottesville
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Ultimate cabin in the mountains
This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Cozy Mountain Cottage on Brew/Wine Trail-King Bed
Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Historic cottage with stunning mountain views
Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Afton, Mountain View Mini Farm
Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 5 horses, with 3 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

Lux Country Retreat minutes from Charlottesville!
Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

Shenandoah Stargazer with Sauna
Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Ivy Rose Cottage nestled b/t Cville & Vineyards
The Ivy Rose Cottage bestows an exceptional ambiance that will captivate your heart. Whisk yourself away to this two bedroom cottage located in Ivy halfway between the Shenandoah Park/Brewery Trail and Charlottesville, home of UVA. The Ivy Rose Cottage, designed and handbuilt by the hosts, is an enchanting mix of cypress, timber frame, copper trellis work, pergolas and other architectural treasures. Fully equipped kitchen and a washer/dryer for those lengthier stay conveniences.

Honey B - Beautiful small house 9 minutes from UVA
Best of both worlds! In beautiful nature but close to UVA, Monticello and downtown. Honey B (Honey House 2) has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood, Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

The Sanctuary
Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds
Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.

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!
Popular amenities for Charlottesville family-friendly rentals
Family-friendly home rentals with a hot tub

Modern cabin, hot tub, mtn views, fireplace

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park

Luxury Home *Steps* from UVA, the Corner, Wineries

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*

Lakefront Cabin w Stunning Curated Decor & Hot Tub

Spaniel Hill; cozy hilltop home w privacy & views

Jefferson Cottage quiet farm close to everything
Family- and pet-friendly home rentals

Woodwind Cottage

18th Century Historic Charming Bungalow#127 & Pool

Elk Mountain Overlook: Breathtaking Views

Living Water Farm, Blue Ridge

Airstream*POOL*PrivateTub*MTN*relax*GOATS*stars

Tugboat/Private Lake - Farm Animals - Fish, Swim,

Rare Find: Private Animal Sanctuary & Tiny Cottage

The Cottage at Peavine Hollow Farm-No cleaning fee
Family-friendly home rentals with a pool

Cliffs Edge -A Contemporary Mountain Home

Luxurious Cabin By the Creek! Inground pool! Spa!

Pine Lake Lodge

Private Pool Opens April 1 - All Year Hot Tub

Mountain View Getaway Yurt

Beaver Pond Farm - Near Charlottesville

Farmhouse on Working Vineyard

Charming Carrie's Cottage at Fairhill Farm
When is the best time to visit Charlottesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 SGD | $246 SGD | $262 SGD | $288 SGD | $381 SGD | $275 SGD | $255 SGD | $279 SGD | $286 SGD | $334 SGD | $344 SGD | $257 SGD |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
Destinations to explore
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- Rentals with a firepit Charlottesville
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- Family-friendly rentals Albemarle County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Lake Anna State Park
- Wintergreen Resort
- James Monroe's Highland
- Blenheim Vineyards
- Cardinal Point Winery
- Prince Michel Winery
- Devils Backbone Brewing Co Basecamp
- Frontier Culture Museum
- John Paul Jones Arena
- Monticello
- Glass House Winery
- James Madison University
- The Rotunda
- Grand Caverns
- James Madison's Montpelier
- White Lotus Eco Spa Retreat
- White Oak Lavender Farm & The Purple WOLF Vineyard
- IX Art Park
- James River State Park





