Tiny house holiday rentals in Orange County
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Top-rated tiny house rentals in Orange County
Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Orange County tiny house rentals
Family-friendly tiny house rentals
Cabin in Montague Township
4.74 out of 5 average rating, 161 reviews★Rare River Views & Access, Cabin by Eden Islands★
20–27 Sep
Farm stay in Fort Montgomery
4.94 out of 5 average rating, 198 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
31 Aug – 7 Sep
Home in New Windsor
4.89 out of 5 average rating, 103 reviewsView House
14–21 Apr
Tiny house rentals with a patio
Home in Forestburgh
4.97 out of 5 average rating, 37 reviewsBlack Brook Schoolhouse
28 Jan – 4 Feb
Tiny home in Cornwall
4.92 out of 5 average rating, 13 reviewsSuper Cute Tiny Home - Near West Point & Beacon
8–15 Sep
Cottage in West Milford
4.94 out of 5 average rating, 17 reviewsNo big problems at this little house!
23 Feb – 2 Mar
Home in Newburgh
4.65 out of 5 average rating, 43 reviewsTiny House in Town of Newburgh
15–22 Jun
Tiny home in Montgomery
4.97 out of 5 average rating, 147 reviewsThe Trek by 127 Cabin Co.
29 May – 5 Jun
Tiny house rentals with outdoor seating
Guesthouse in Greenwood Lake
4.94 out of 5 average rating, 18 reviewsStudio Guesthouse of Waterstone Inn w/ lake access
30 Nov – 7 Dec
Campervan/RV in Cuddebackville
5.0 out of 5 average rating, 7 reviewsGreen Acres Glamping! Full & mid week stays avail.
30 Nov – 7 Dec
Tent in Middletown
4.7 out of 5 average rating, 10 reviewsBliss - Beautiful Middletown glamping experience
18–25 Aug
Cabin in Milford
4.82 out of 5 average rating, 51 reviewsCouple's Serenity Cabin * Hot Tub *Lake
1–8 Jun
Tiny home in Marlboro
4.63 out of 5 average rating, 8 reviewsThe Tiny Honey Comb
24–31 Dec
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!
2–9 Jan
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