Family-friendly vacation rentals in Madison County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Madison County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison County family-friendly rentals
Family-friendly home rentals with a hot tub
Cabin in Shenandoah
4.9 out of 5 average rating, 373 reviewsRiver's Edge, perfect family spot on Shenandoah
Jan 13 – 20
Cabin in Stanardsville
4.92 out of 5 average rating, 270 reviewsLakefront Home 15 Mins from Blue Ridge Mountains
Feb 2 – 9
Home in Chester Gap
4.95 out of 5 average rating, 196 reviewsThe Nest
Nov 2 – 9
Cabin in Stanley
4.97 out of 5 average rating, 365 reviewsShenandoah Mountain Getaway Luray
Jan 23 – 30
Cabin in Stanley
4.97 out of 5 average rating, 157 reviewsStunning Mountain Views in Luxurious Log Home!
Nov 9 – 16
Home in Barboursville
4.92 out of 5 average rating, 238 reviewsSpaniel Hill; cozy hilltop home w privacy & views
Oct 12 – 19
Cabin in Luray
4.84 out of 5 average rating, 658 reviewsModern Mountaintop Retreat ~ Hot Tub ~ Deck
Jul 30 – Aug 6
Cabin in Luray
4.96 out of 5 average rating, 207 reviewsCozy cabin with relaxing hot tub
Sep 12 – 19
Family- and pet-friendly home rentals
Cabin in Luray
4.89 out of 5 average rating, 413 reviewsCozy Cabin on beautiful farmland w/ GOATS!
Jul 13 – 20
Guest suite in Charlottesville
4.93 out of 5 average rating, 122 reviewsThe Brothers Great Room
Aug 26 – Sep 2
Cabin in Stanley
4.89 out of 5 average rating, 239 reviewsThe Bavarian Inn at Shenandoah River
Jul 22 – 29
Home in Sperryville
4.97 out of 5 average rating, 239 reviewsMountaintop Retreat
Apr 8 – 15
Farm stay in Free Union
4.95 out of 5 average rating, 295 reviewsSecluded Private Apartment - Pets Welcome!
Sep 13 – 20
Home in Woodstock
4.98 out of 5 average rating, 483 reviewsCaretaker Cottage at Burnshire Dam
Jan 29 – Feb 5
Place to stay in Bentonville
4.98 out of 5 average rating, 390 reviewsJohn Pope Cabin Browntown Va. We now have Starlink
Apr 9 – 16
Home in Keswick
4.99 out of 5 average rating, 772 reviewsCharming Cottage at Golden Hill
Jan 25 – Feb 1
Family-friendly home rentals with a pool
Farm stay in Stanardsville
4.96 out of 5 average rating, 514 reviewsGreeneHouse.POOL*HotTub*MTNviews*FarmGOATS*Hiking
Mar 7 – 14
Cabin in Culpeper
4.97 out of 5 average rating, 159 reviewsComfortable and unique 1790's log cabin
Jun 12 – 19
Cabin in Gordonsville
4.82 out of 5 average rating, 228 reviews1700's Summer Kitchen Cottage #147 Pool & WIFI
Apr 11 – 18
Farm stay in Crozet
4.95 out of 5 average rating, 155 reviewsRefreshed '24, Mt Views & Pool: Sunset Farm Studio
Aug 31 – Sep 7
Home in Charlottesville
4.98 out of 5 average rating, 251 reviewsA Modern Mountain Guesthouse
Sep 6 – 13
Guesthouse in Charlottesville
5.0 out of 5 average rating, 110 reviewsHidden Gem near town and Monticello with a pool
Nov 26 – Dec 3
Home in New Market
4.97 out of 5 average rating, 115 reviewsPeaceful Shenandoah Valley Getaway
Nov 3 – 10
Home in McGaheysville
4.9 out of 5 average rating, 126 reviewsHot Tub~2 Primary Bedrooms~Grill~Walk to Park
Oct 24 – 31
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