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!
May 27 – Jun 3
Barn in Gordonsville
4.85 out of 5 average rating, 87 reviewsBarn Apartment at Wolftrap Farm - Escape the City!
Dec 18 – 25
Cottage in Gordonsville
4.79 out of 5 average rating, 72 reviewsMilker's Cottage at Wolftrap Farm (Horses in back)
Jan 2 – 9
Cottage in Gordonsville
4.85 out of 5 average rating, 94 reviews'Pond House' on Huge Horse/Cattle Farm
Feb 9 – 16
Home in Gordonsville
4.82 out of 5 average rating, 76 reviewsBaldy's Retreat at Wolftrap Farm - Family Escape!
Jun 19 – 26
Home in Gordonsville
4.77 out of 5 average rating, 124 reviewsCox Mill House at Wolftrap Farm: Escape the City!
Mar 16 – 23
Home in Gordonsville
4.92 out of 5 average rating, 37 reviewsManor House at Wolftrap Farm: Escape the City
Jun 30 – Jul 7
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
Jul 26 – Aug 2
Guesthouse in Madison
4.8 out of 5 average rating, 70 reviewsMadison Farmette Guest House
Jan 3 – 10
Cabin in Rochelle
4.84 out of 5 average rating, 379 reviewsPop's Place on the Rapidan River.
Jun 16 – 23
Guest suite in Madison
4.83 out of 5 average rating, 209 reviewsFarmette in Madison - Madison, VA
Oct 6 – 13
Home in Orange
4.84 out of 5 average rating, 249 reviewsATLAST - THE FARMHOUSE
Nov 22 – 29
Bungalow in Gordonsville
4.98 out of 5 average rating, 387 reviewsThe Gordon Cottage
Jun 27 – Jul 4
Apartment in Orange
4.93 out of 5 average rating, 366 reviewsCardinal Cove: Waterfront Kayaks Firepit Boatslip
Oct 2 – 9
Farm stay in Rapidan
4.86 out of 5 average rating, 125 reviewsIconic Virginia Farmhouse with Furnished Silo
Jan 4 – 11
Family-friendly home rentals with Wifi
Home in Barboursville
4.94 out of 5 average rating, 125 reviewsHistoric 1790 House Near Charlottesville
Jan 29 – Feb 5
Bungalow in Orange
4.82 out of 5 average rating, 148 reviewsPrivate elegant farm cottage
Nov 4 – 11
Home in Orange
4.84 out of 5 average rating, 249 reviewsATLAST - THE FARMHOUSE
Nov 22 – 29
Guest suite in Madison
4.83 out of 5 average rating, 209 reviewsFarmette in Madison - Madison, VA
Oct 6 – 13
Bungalow in Gordonsville
4.98 out of 5 average rating, 387 reviewsThe Gordon Cottage
Jun 27 – Jul 4
Apartment in Orange
4.93 out of 5 average rating, 366 reviewsCardinal Cove: Waterfront Kayaks Firepit Boatslip
Oct 2 – 9
Apartment in Somerset
4.99 out of 5 average rating, 145 reviewsNewly Renovated•Private Farm Apartment near Cville
Jun 18 – 25
Home in Gordonsville
4.98 out of 5 average rating, 230 reviewsCentral Virginia Country Cottage
Aug 3 – 10
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