
Family-friendly holiday rentals in Charlottesville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Charlottesville
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Delightful loft cottage in the heart of CVille
A short walk to the Downtown Mall, Main Street shops and restaurants, and the UVA hospital, this brand-new guest house will welcome you to the heart of Charlottesville. Cozy and modern, our light filled sanctuary features high end finishes and warm details. A comfortable desk and high-speed internet makes the space perfectly suited for traveling professionals. Make this your urban home base, as you explore the Virginia outdoors, with dozens of wineries and gorgeous hikes within a short drive.

The Belmont Loft ~ 15 min walk downtown, free park
Stay here! In the cutest house in Charlottesville's most beloved neighborhood. You'll be in the heart of Belmont, just steps from some of the best restaurants in Cville, and a few blocks from the historic Downtown Mall - restaurants, shops, coffee, yoga, and music venues. 10 min walk ~ downtown mall 5 min ~ Rivanna River - trail and tubing/kayaking/SUP 5-10 min ~ UVA 5-15 min ~ Monticello/Monticello Trail 15-30 min ~ MANY popular wineries, breweries, and hiking in the Blue Ridge Mountains

Belmont Private Suite, 1/2 mile to Downtown Mall
Cozy, quiet high-ceiling basement suite located in historic Belmont neighborhood. Private entrance with keypad lock for easy check-in/out. Space includes living area, 1 large bedroom with queen bed (air mattress provided if needed), full bathroom with towels/essentials, coffee maker, electric tea kettle, microwave and mini fridge. Walking distance to Downtown mall and numerous restaurants, coffee shops, and parks nearby. 1-2 mile walk from UVA and 3 miles to Monticello. Free street parking.

Charming St. Charles
A beautifully renovated basement apartment in a family friendly neighborhood. Two blocks from our neighborhood park, with a connector to the Rivanna Trail. A 30 minute walk downtown, a bus stop one block away, & bike & scooter rentals make it much faster! Easy access to 250 bypass make Downtown & 29 North equally convenient destinations! Perfect for a couple with a young baby or toddler! Guests must acknowledge that footsteps and sound from our living area can be noisy!

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!

Clean, cozy guesthouse near historic downtown mall
You're sure to enjoy this recently built (completed March 2020), private guesthouse in the charming Little High neighborhood near downtown Charlottesville. Cozy yet uncluttered space, high-speed wi-fi, private patio area, and a helpful host make for a pleasant stay in a great location. We are less than a mile from the historic downtown mall, two miles from UVa, four miles from Monticello, and within 15 miles of numerous hikes, vineyards and breweries.

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!

Luxury tiny house 3 min from UVA
La Casita, a new tiny home, combines modern luxury with a prime location near UVA, wineries, and Monticello. Designed to offer custom furnishings and luxurious touches, La Casita is situated in the residential, pedestrian-friendly neighborhood of Fry’s Spring, conveniently located near I-64. Residents can enjoy easy access to restaurants and Scott Stadium. Amenities include high-speed internet and other modern conveniences.

Tranquil Estate Cottage + Art Studio
Guests consistently say the sunsets alone are worth the stay! We've had anniversary trips, proposals, creative retreats, and gal pal gatherings looking for fun. This area boasts award winning vineyards, gardens and history buffs enjoy Monticello and Montpelier. Our peaceful cottage offers the perfect space for couples, creatives, and anyone craving beauty just 10 minutes from downtown C'ville. *Read "Your Property"

Beautiful, Cozy, Downtown Apt!
Enjoy a stylish experience at this centrally-located place. Beautifully curated apartment with luxury kitchen, tiled bathroom and wonderful deck. It has two split units to keep the place as cool or as warm as you desire. Semi-firm Queen mattress for a perfect nights sleep. A short walk to the Historic Downtown Malls shops and restaurants and The Rivanna River for tubing, swimming, biking, picnics.

Charming Cottage at Golden Hill
Enjoy our lovely handcrafted cottage in its wooded, peaceful setting with its new keyhole-style herb garden. Just a mile off the Keswick exit of I-64 near Charlottesville, UVA, Monticello, many wineries and historic sites, this conveniently located property includes walking trails, hilarious chickens, beautiful gardens and a new playset for children. High speed internet is an added bonus.

2 King + 1 Twin XL Near Downtown & UVA
⭐️Two bedroom lower-level apartment (2 king beds, 1 twin XL, 1 toddler bed, 1 pack-n-play) in a quiet neighborhood near downtown! ⭐️Our guests rave about the excellent value, amenities, & cleanliness! 📍1 mile from UVA Hospital and Downtown Mall 📍1.6 miles from UVA ⭐️No smoking! ⭐️Please read note about the slope to the entrance 🟢The person booking must be present during the stay
Popular amenities for Charlottesville family-friendly rentals
Family-friendly home rentals with a hot tub

LuxuryFarmCottage: Hot Tub, Sauna, ShenandoahViews

Romance Ridge, 15 mins to Shenandoah National Park

Close to skiing! | King Beds | Fireplace | Hot Tub

Cheerful 2 bd bungalow with HOT TUB! Pet friendly!

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

Rustling Meadows Nest

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Spaniel Hill; cozy hilltop home w privacy & views
Family- and pet-friendly home rentals

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Locust Grove Retreat- 3 Bed, 1 Bath, Full Kitchen

Do Drop Inn - charming 2BR bungalow

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Hardpan Cottage

Secluded Private Apartment - Pets Welcome!

The Brothers Great Room

Private 2-Bdrm Apartment 1 mile from Downtown Mall
Family-friendly home rentals with a pool

Blue Ridge Retreat: Your Cozy Mountain Getaway

18th Century Charming Bungalow #127 & Pool

Mountain View Getaway Yurt

Beaver Pond Farm - Near Charlottesville

Mountain View Nest

Downtown Pool House. Walk Downtown and to UVA

Jefferson Cottage quiet farm close to everything

2-min drive to slopes, stair-free/free firewood!
When is the best time to visit Charlottesville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 SGD | $246 SGD | $263 SGD | $289 SGD | $382 SGD | $276 SGD | $255 SGD | $280 SGD | $287 SGD | $335 SGD | $345 SGD | $258 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 |
Quick stats about holiday rentals that are family-friendly in Charlottesville

Total holiday rentals
Explore 520 holiday rentals in Charlottesville

Nightly prices starting at
Charlottesville holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 31,480 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
520 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!
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- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Lake Anna State Park
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Blenheim Vineyards
- Cardinal Point Winery
- John Paul Jones Arena
- Glass House Winery
- Devils Backbone Brewing Co Basecamp
- University of Virginia
- Monticello
- The Rotunda
- James Madison University
- Cooter's Place
- White Lotus Eco Spa Retreat
- Grand Caverns
- IX Art Park
- James Madison's Montpelier
- James River State Park




