Villa holiday rentals in Orange County
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Top-rated villa rentals in Orange County
Guests agree: these villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for villa rentals in Orange County
Private villa rentals
Villa in Monroe
4.8 out of 5 average rating, 54 reviewsAwesome Country Retreat - 4BR - Private & Peaceful
18–25 Mar
Villa in Monroe
4.63 out of 5 average rating, 52 reviewsEnchanting Lake Lodge w/ Turn-of-the-Century Charm
25 Apr – 2 May
Villa in Monroe
4.83 out of 5 average rating, 90 reviewsbeautiful villa close to wdbury, legoland & wst pt
8–15 Mar
Villa in Warwick
4.96 out of 5 average rating, 74 reviewsFamily Fun Getaway near Cascade Lake in Warwick NY
5–12 Dec
Villa in New Hampton
5.0 out of 5 average rating, 28 reviewsLuxury School House Retreat - 1 HR from NYC
12–19 Jun
Villa in Washingtonville
4.84 out of 5 average rating, 38 reviewsSecluded, Spacious Home with Pool
16–23 Mar
Villa in Chester
4.72 out of 5 average rating, 58 reviewsLuxury in the Woods, Pool, Privacy & Peace
20–27 Mar
Villa in Monroe
4.83 out of 5 average rating, 77 reviews4-Acre Hudson Valley Estate with Pool, Sauna, Yard - Sleeps 16!
17–24 Nov
Luxury villa rentals
Villa in New Hampton
5.0 out of 5 average rating, 28 reviewsLuxury School House Retreat - 1 HR from NYC
12–19 Jun
Villa in Monroe
4.83 out of 5 average rating, 77 reviews4-Acre Hudson Valley Estate with Pool, Sauna, Yard - Sleeps 16!
17–24 Nov
Villa in Greenwood Lake
4.98 out of 5 average rating, 58 reviewsHillside villa with 9-mile lake views
9–16 Oct
Villa in Wallkill
4.96 out of 5 average rating, 26 reviewsSpiti Helios: luxury retreat w/hot tub & pool
9–16 Nov
Villa in Tuxedo Park
4.93 out of 5 average rating, 40 reviewsPrivate Hilltop Retreat with a Large Hot Tub
15–22 Aug
Villa in Monticello
4.85 out of 5 average rating, 41 reviewsCatskills Estate+ Pool, Indoor Hotub! GameRm, 20+
22–29 Dec
Villa in Warwick
4.93 out of 5 average rating, 68 reviewsCountry Escape on 3 Acres - 1 Hr from NYC
2–9 Apr
Villa in Newburgh
4.69 out of 5 average rating, 16 reviewsExquisite modernism over the Hudson
20–27 Nov
Villa rentals with a pool
Villa in Monroe
4.83 out of 5 average rating, 77 reviews4-Acre Hudson Valley Estate with Pool, Sauna, Yard - Sleeps 16!
17–24 Nov
Villa in Chester
4.72 out of 5 average rating, 58 reviewsLuxury in the Woods, Pool, Privacy & Peace
20–27 Mar
Villa in Monticello
4.85 out of 5 average rating, 41 reviewsCatskills Estate+ Pool, Indoor Hotub! GameRm, 20+
22–29 Dec
Villa in Wallkill
4.96 out of 5 average rating, 26 reviewsSpiti Helios: luxury retreat w/hot tub & pool
9–16 Nov
Villa in Warwick
4.93 out of 5 average rating, 68 reviewsCountry Escape on 3 Acres - 1 Hr from NYC
2–9 Apr
Villa in Washingtonville
4.84 out of 5 average rating, 38 reviewsSecluded, Spacious Home with Pool
16–23 Mar
Villa in New Hampton
5.0 out of 5 average rating, 28 reviewsLuxury School House Retreat - 1 HR from NYC
12–19 Jun
Villa in Greenwood Lake
4.98 out of 5 average rating, 58 reviewsHillside villa with 9-mile lake views
9–16 Oct
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