House holiday rentals in Orange County
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Top-rated house rentals in Orange County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Orange County
House rentals with a pool
Home in Chester
4.83 out of 5 average rating, 6 reviewsSpacious Home with Pool
17–24 Feb
Home in Warwick
4.94 out of 5 average rating, 78 reviewsLuxury Retreat: Pool, Hot Tub, Playground & More!
2–9 Feb
Home in Port Jervis
5.0 out of 5 average rating, 55 reviewsMountain Chalet W/Hot Tub, Fire Pits, Game Rm, Gym
10–17 Oct
Home in Warwick
5.0 out of 5 average rating, 17 reviewsThe Hilltop • Fenced 8-Acre Dog-Friendly Retreat
16–23 Mar
Home in Florida
4.92 out of 5 average rating, 26 reviewsGrand View w/ Pool, Hot Tub, & Theater Room
27 Oct – 3 Nov
Home in Chester
5.0 out of 5 average rating, 35 reviewsPrivate Relaxing Secluded Home with heated Pool.
29 Dec – 5 Jan
Home in Port Jervis
5.0 out of 5 average rating, 49 reviewsSerene Retreat amidst Beauty and Adventure
16–23 Feb
Home in Warwick
4.93 out of 5 average rating, 43 reviewsWillowHouse -Modern Rustic Retreat w Pool & Cabana
17–24 May
Weekly house rentals
Home in Warwick
4.9 out of 5 average rating, 86 reviewsRenovated 2 Bedroom Apartment in Heart of Village
10–17 Oct
Home in Goshen
4.97 out of 5 average rating, 39 reviewsCozy Brookside Cottage on the Farm
18–25 Nov
Home in Wurtsboro
5.0 out of 5 average rating, 43 reviewsStreamside Catskills Cabin
20–27 Jun
Home in Highland Falls
4.98 out of 5 average rating, 46 reviewsLuxury Home Near West Point
25 Feb – 4 Mar
Home in Greenwood Lake
5.0 out of 5 average rating, 93 reviewsModern Craftsman Lakeside Retreat
1–8 Apr
Home in Montgomery
5.0 out of 5 average rating, 40 reviewsModern Woodland Retreat, Hudson Valley & Catskills
26 Nov – 3 Dec
Home in Greenwood Lake
5.0 out of 5 average rating, 16 reviewsExplore a Luxurious Lakefront Dream Home
1–8 Dec
Home in Montgomery
4.98 out of 5 average rating, 61 reviewsLuxury 4 bed/3.5 bath house with gas fireplace
1–8 Mar
Private house rentals
Home in Chester
5.0 out of 5 average rating, 11 reviewsRelaxing 5BD Close to Adventures Shops & Exploring
15–22 Nov
Home in Godeffroy
5.0 out of 5 average rating, 32 reviewsSpring House on the Lake
15–22 Sep
Home in Monroe
4.88 out of 5 average rating, 73 reviewsSunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.
14–21 Mar
Home in Chester
4.95 out of 5 average rating, 20 reviewsSugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
29 Nov – 6 Dec
Home in Newburgh
4.96 out of 5 average rating, 47 reviewsLovely home in town of Newburgh
18–25 Nov
Home in Rock Hill
4.9 out of 5 average rating, 69 reviewsBeaver Lake Escape
6–13 Sep
Home in Wurtsboro
4.88 out of 5 average rating, 43 reviewsCozy Rustic Farmhouse With Wood Stove
28 Jul – 4 Aug
Home in Greenwood Lake
4.94 out of 5 average rating, 31 reviewsLuxury Lake Oasis ~ Hot Tub ~ Stunning Views ~ Bar
21–28 Jan
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