Tiny house holiday rentals in Orange County
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Top-rated tiny home rentals in Orange County
Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for tiny home rentals in Orange County
Family-friendly tiny home rentals
Cabin in Montague Township
4.74 out of 5 average rating, 161 reviews★Rare River Views & Access, Cabin by Eden Islands★
24–31 Jan
Farm stay in Fort Montgomery
4.94 out of 5 average rating, 199 reviewsSecluded mountain top horse property near W. Point
5–12 Sep
Farm stay in Fort Montgomery
4.97 out of 5 average rating, 149 reviewsSecluded overlook cottage near West Point
14–21 Oct
Home in New Windsor
4.89 out of 5 average rating, 103 reviewsView House
18–25 Feb
Tiny home rentals with a patio
Tiny home in Cornwall
4.93 out of 5 average rating, 14 reviewsSuper Cute Tiny Home - Near West Point & Beacon
22–29 Jul
Home in Forestburgh
4.97 out of 5 average rating, 37 reviewsBlack Brook Schoolhouse
19–26 Apr
Cottage in West Milford
4.89 out of 5 average rating, 18 reviewsNo big problems at this little house!
7–14 Sep
Home in Newburgh
4.64 out of 5 average rating, 44 reviewsTiny House in Town of Newburgh
5–12 Oct
Tiny home in Montgomery
4.97 out of 5 average rating, 150 reviewsThe Trek by 127 Cabin Co.
11–18 Aug
Tiny home rentals with outdoor seating
Guest house in Greenwood Lake
4.89 out of 5 average rating, 19 reviewsStudio Guesthouse of Waterstone Inn w/ lake access
9–16 Aug
Cottage in Cornwall
5.0 out of 5 average rating, 32 reviewsCarriage House: Romantic Hideaway near West Point
17–24 Jul
Campervan/Motorhome in Cuddebackville
5.0 out of 5 average rating, 7 reviewsGreen Acres Glamping! Full & mid week stays avail.
26 Nov – 3 Dec
Tent in Middletown
4.7 out of 5 average rating, 10 reviewsBliss - Beautiful Middletown glamping experience
29 Oct – 5 Nov
Cabin in Milford
4.81 out of 5 average rating, 54 reviewsCouple's Serenity Cabin * Hot Tub *Lake
21–28 May
Tiny home in Marlboro
4.63 out of 5 average rating, 8 reviewsThe Tiny Honey Comb
6–13 Mar
Tiny home in Newburgh
4.97 out of 5 average rating, 144 reviewsCabin in the heart of the Hudson Valley, Cabin 3
23–30 Nov
Home in Forestburgh
4.98 out of 5 average rating, 45 reviews1904 Teahouse with Hot Tub!
9–16 Jan
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