Family-friendly vacation rentals in Orange County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Orange 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 Orange County family-friendly rentals
Family-friendly home rentals with a hot tub
Chalet in Orange
4.82 out of 5 average rating, 73 reviewsRomantic Cottage for 2!
Jun 27 – Jul 4
Barn in Gordonsville
4.85 out of 5 average rating, 88 reviewsBarn Apartment at Wolftrap Farm - Escape the City!
Oct 20 – 27
Cottage in Gordonsville
4.85 out of 5 average rating, 94 reviews'Pond House' on Huge Horse/Cattle Farm
Dec 30 – Jan 6
Cottage in Gordonsville
4.79 out of 5 average rating, 72 reviewsMilker's Cottage at Wolftrap Farm (Horses in back)
Jan 20 – 27
Home in Gordonsville
4.92 out of 5 average rating, 37 reviewsManor House at Wolftrap Farm: Escape the City
Dec 17 – 24
Home in Gordonsville
4.82 out of 5 average rating, 76 reviewsBaldy's Retreat at Wolftrap Farm - Family Escape!
Dec 11 – 18
Home in Gordonsville
4.78 out of 5 average rating, 125 reviewsCox Mill House at Wolftrap Farm: Escape the City!
Mar 14 – 21
Family- and pet-friendly home rentals
Home in Montpelier Station
4.93 out of 5 average rating, 462 reviewsThe Cottage At Liberty Mill. Pets allowed $25
Oct 28 – Nov 4
Cottage in Gordonsville
4.88 out of 5 average rating, 8 reviewsCharming Cottage Stay at Spotswood Lodge
Jul 22 – 29
Guesthouse in Madison
4.8 out of 5 average rating, 70 reviewsMadison Farmette Guest House
Sep 28 – Oct 5
Cabin in Rochelle
4.84 out of 5 average rating, 379 reviewsPop's Place on the Rapidan River.
Nov 2 – 9
Home in Orange
4.84 out of 5 average rating, 249 reviewsATLAST - THE FARMHOUSE
Dec 5 – 12
Bungalow in Gordonsville
4.98 out of 5 average rating, 387 reviewsThe Gordon Cottage
Jul 22 – 29
Guest suite in Madison
4.83 out of 5 average rating, 210 reviewsFarmette in Madison - Madison, VA
Nov 9 – 16
Apartment in Orange
4.93 out of 5 average rating, 366 reviewsCardinal Cove: Waterfront Kayaks Firepit Boatslip
Dec 10 – 17
Family-friendly home rentals with Wifi
Home in Barboursville
4.94 out of 5 average rating, 125 reviewsHistoric 1790 House Near Charlottesville
Sep 20 – 27
Bungalow in Orange
4.82 out of 5 average rating, 148 reviewsPrivate elegant farm cottage
Nov 14 – 21
Home in Orange
4.84 out of 5 average rating, 249 reviewsATLAST - THE FARMHOUSE
Dec 5 – 12
Bungalow in Gordonsville
4.98 out of 5 average rating, 387 reviewsThe Gordon Cottage
Jul 22 – 29
Guest suite in Madison
4.83 out of 5 average rating, 210 reviewsFarmette in Madison - Madison, VA
Nov 9 – 16
Apartment in Somerset
4.99 out of 5 average rating, 145 reviewsNewly Renovated•Private Farm Apartment near Cville
Jul 27 – Aug 3
Apartment in Orange
4.93 out of 5 average rating, 366 reviewsCardinal Cove: Waterfront Kayaks Firepit Boatslip
Dec 10 – 17
Home in Gordonsville
4.98 out of 5 average rating, 231 reviewsCentral Virginia Country Cottage
Nov 11 – 18
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