Tiny house holiday rentals in Long Island
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Long Island
Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island tiny house rentals
Family-friendly tiny house rentals
Cottage in Redding
4.93 out of 5 average rating, 233 reviewsCozy Cottage by the pond
23–30 Jul
Home in West Caldwell
4.95 out of 5 average rating, 129 reviewsOne of a Kind-Cozy Designer Cottage/relaxing oasis
2–9 Oct
Cottage in Ledyard
4.92 out of 5 average rating, 203 reviewsLakeside cottage with beautiful views up the lake!
10–17 Feb
Guesthouse in Atlantic Highlands
4.88 out of 5 average rating, 304 reviewsPrivate cabin
22–29 Aug
Home in New Windsor
4.89 out of 5 average rating, 103 reviewsView House
14–21 Apr
Cottage in West Orange
4.87 out of 5 average rating, 189 reviewsCozy Pool Cottage
9–16 Oct
Farm stay in Fort Montgomery
4.97 out of 5 average rating, 149 reviewsSecluded overlook cottage near West Point
12–19 Jul
Cabin in Montauk
4.88 out of 5 average rating, 25 reviewsSunset Cottage
29 Jul – 5 Aug
Tiny house rentals with a patio
Tiny home in East Lyme
5.0 out of 5 average rating, 102 reviewsLuxury Tiny Home Near Rocky Neck
2–9 Oct
Tiny home in Ansonia
5.0 out of 5 average rating, 14 reviewsCozy Tiny Home for Solo Travelers Near Everything
4–11 Jul
Tiny home in Milford
4.97 out of 5 average rating, 59 reviewsBeach Cabana
16–23 Oct
Tiny home in East Lyme
4.99 out of 5 average rating, 67 reviewsLakefront Boho Tiny House
26 Jul – 2 Aug
Home in Guilford
4.95 out of 5 average rating, 19 reviewsTiny home one block from the town green.
3–10 Mar
Guesthouse in Bridgehampton
4.83 out of 5 average rating, 63 reviewsCentral Hamptons Guesthouse
12–19 Dec
Tiny home in Middletown
4.78 out of 5 average rating, 68 reviewsCozy Haven: A Romantic Retreat in our Tiny House!
20–27 Jun
Farm stay in Redding
5.0 out of 5 average rating, 36 reviewsCharming Historic Cottage in the Redwoods
20–27 Sep
Tiny house rentals with outdoor seating
Loft in Cornwall
4.86 out of 5 average rating, 396 reviewsCountry Getaway - Close to Hiking & Storm King
24 Sep – 1 Oct
Loft in Southampton
4.89 out of 5 average rating, 145 reviewsGetaway cottage privet and quiet
5–12 Dec
Guesthouse in Brewster
5.0 out of 5 average rating, 291 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
1–8 Aug
Cottage in Guilford
4.96 out of 5 average rating, 159 reviewsLuxury cottage by the sea with hot tub and pool
22–29 Apr
Cottage in Westhampton Beach
4.93 out of 5 average rating, 147 reviewsCool Tiny Cottage Artist Loft!
27 Mar – 3 Apr
Home in Westbrook
4.86 out of 5 average rating, 137 reviewsFamily-Friendly Cottage by The Shore
21–28 Oct
Barn in Essex
4.98 out of 5 average rating, 125 reviewsRiver Barn, Sidewalk Stroll into Essex Village
17–24 May
Cabin in Greenwood Lake
4.85 out of 5 average rating, 143 reviewsThe Greenwood Lake A-Frame: Perfect Lakefront View
28 Dec – 4 Jan
Destinations to explore
- New City Holiday rentals
- Newark Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- New Haven Holiday rentals
- Jersey Shore Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Tiny house rentals New York
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- House rentals United States
- House rentals Manhattan
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- Rentals with a patio Long Island
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- Monthly Rentals Long Island
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