Family-friendly vacation 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.

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Guest favorite

Home in Massanutten

4.89 out of 5 average rating, 114 reviews

Mid-Century Modern Cool: Hot Tub~Grill~Pool Access

Stay with a SuperHost! The Nut House in Massanutten Resort, Virginia, offers main level great room with floor to ceiling windows, gourmet kitchen, TV nook, and deck overlooking woods with babbling creek. Beds made up with fresh linens and 6 bath towels included; plus PT, TP, and more. Our home is very inviting, with a classic retro mid-century modern decor. Our 10-page House Info Sheet details the resort, restaurants, shopping, and wineries. This is the perfect home for the discerning traveler.

Guest favorite

Home in Crozet

4.97 out of 5 average rating, 189 reviews

Crozet hot tub/ firepit in wine country

We are 15 minutes west of Charlottesville, tucked away in Crozet, just off HWY 64 & Rt 250. We are close to restaurants, bars, wineries, breweries, grocery stores, shops, Skyline Drive, hiking trails & 151. We love having families, wedding guests, girl time and reunions. This is our personal home; we share it with you to enjoy and respect. We have a hot tub, fire pit, huge deck, BBQ, well-stocked kitchen supplies, and all linens. We charge $60 for cleaning for one dog. Thank you very much.

Guest favorite

Cottage in Crozet

4.88 out of 5 average rating, 168 reviews

#3 Magnolia Cottage 2 BD Family Mnt. Cabin

Eco-Friendly and family friendly cabins overlook lake in mountains of Virginia. Small 450 sq ft cabin with two bedrooms- a queen size mattress bed and 2nd bedroom with bunk bed and a futon in living-room sleeps up to six guests. Fully equipped kitchenette and breakfast table. Bathroom and shower. Wi-Fi. Private covered porch. Pets welcome with additional $45 fee. Hike, canoe, fish and bike onsite on a 129 acres. 4 wineries within 5 miles, 15 min to Shenandoah National Park, 40 min to Monticello.

Guest favorite

Rental unit in Harrisonburg

4.92 out of 5 average rating, 710 reviews

Restful Hilltop Apartment: No cleaning fees!

Our place is close to Family-friendly activities, art and culture, restaurants and dining, the mountains with scenic views and stimulating hiking trails, caverns and caves, the Shenandoah River, historical centers, parks. You’ll love our place because of the friendly people, the backyard with ponds and patios, the quiet neighborhood, the comfortable beds, the close proximity to town, and hilltop views. Our place is good for couples, solo adventurers, business travelers and families (with kids).

Guest favorite

Cabin in Massanutten Resort

4.93 out of 5 average rating, 122 reviews

Log Cabin Lodge That Has It All

This spacious lodge in Massanutten Resort features cathedral ceilings, lots of natural light, and a stone fireplace. The upper-level game room features a ping pong table, corn hole, wide-screen TV and more. There's also a cozy loft space! Enjoy the serenity of the large lot with porch swings, a seasonal creek, and walking paths adjoining the forest. The deck features a hot tub, hammock, casual seating, outdoor dining space, herb garden, and a BBQ grill. Minutes from the resort amenities.

Guest favorite

Cabin in Shenandoah

4.93 out of 5 average rating, 230 reviews

35 Acres, Additional River Lot, Hot Tub, Pets OK

Shenandoah River waterfront lot included with rental. House is NOT waterfront. Lot is 1 mile drive from driveway entrance. The cabin is nestled in a hollow on 35 acres of private mountainside. Following the winding driveway through a railroad tunnel you reach Fox Creek Lodge. 15mi to Massanutten Ski & Water Park, Luray Caverns and 17mi to Shenandoah National Park/Skyline Drive. Many wineries & breweries and outdoor activity companies to help with river tubing, canoeing, fishing and hot tub.

Guest favorite

Cabin in Stanley

4.98 out of 5 average rating, 167 reviews

Stunning Mountain Views in Luxurious Log Home!

Perfect for couples or families wanting STUNNING MOUNTAIN VIEWS (from the cabin & from the hot tub) in the ideal location. Romantic, luxurious & immaculately clean custom cabin, fully equipped w/all pine interior. Super close to Shen Natl Park/Skyline Drive, Luray Caverns, unique shops & markets, restaurants, horseback riding, fishing, golf, wineries/breweries, historic sites, Shenandoah River, Lake Arrowhead & the slopes of Massanutten Resort! Find us at LURAY MOUNTAIN CABINS for SPECIALS!

Guest favorite

Cabin in Shenandoah

4.97 out of 5 average rating, 158 reviews

Cuddly Cub Cabin

Cuddly cub cabin will sleep 6-8 guests, and is close to National Parks, Luray Caverns and the Shenandoah River. You’ll love cuddly cub cabin because of the hot tub, the screened in porch, the fire pit, the BBQ area and the indoor surround sound system . Cuddly Cub is perfect for couples, solo adventurers, business travelers, families (with kids), and furry friends (dogs only). 2 night minimum booking on weekends - single night stays welcome during the week. Holidays require 3 night booking.

Guest favorite

Condo in Wintergreen Resort

4.99 out of 5 average rating, 148 reviews

3 BR 3 BA, 2 story condo in Highlands

Newly renovated condo! You can't beat the view from up here. Top floor/vaulted ceilings, next to the Highlands Lift. Just steps from the expert slopes and on the Wintergreen shuttle route. Enjoy hiking, skiing, snowboarding, tubing, outdoor pool time or a local brewery. This condo has 2 master's with king beds, 1 bunk bed (twin over full), a single twin bed and a pull out twin sleeper sofa. The king beds have new high quality mattresses and luxury bedding and a 60" HDTV in living room

Superhost

Home in Rockingham

4.78 out of 5 average rating, 255 reviews

Stone Spring - Heated Salt Pool - on 2.5 Acres

Heated Salt water pool and hot tub on 2.5 Acres. Lawn games & outdoor living room! New for '21 - Stove, Upstairs Flooring, Foosball Table, Board Games, paint New for '20 - Antimicrobial door handles, kitchen items Completely separate owner/caretakers quarters onsite, occupied by our property manager. Pool, hot-tub, grilling, etc are private spaces for guests and NOT shared *entrance and egress through pool area* *playhouse removed, gas fireplaces inoperable *no pets

Guest favorite

Rental unit in Rockfish

4.99 out of 5 average rating, 171 reviews

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from the dog park, and picnic area it’s an ideal location.

Guest favorite

Home in McGaheysville

4.95 out of 5 average rating, 215 reviews

Mi Casa Su Casa in Massanutten

Our place is located in the residential area of Massanutten Resort and is close to tons of paid activities, including the water park and ski slopes. The home was built in 1971 and offers ample space for you to enjoy. There are great views from any of the 4 decks! Our place can accommodate small and big groups, and is pet friendly. The house also has outstanding technology. Access to Massanutten timeshare facilities and activities is limited.