Guesthouse vacation rentals in Long Island
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Long Island
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Groton
4.94 out of 5 average rating, 385 reviewsQuiet studio with sleeping loft and deck
Sep 11 – 18
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Aug 28 – Sep 4
Guesthouse in South Salem
4.93 out of 5 average rating, 220 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Apr 4 – 11
Guesthouse in Jamesport
4.97 out of 5 average rating, 106 reviewsWalk to Beautiful Beach in Heart of Wine Country
Nov 13 – 20
Guesthouse in Atlantic Highlands
4.87 out of 5 average rating, 303 reviewsPrivate cabin
May 1 – 8
Guesthouse in Warwick
4.96 out of 5 average rating, 248 reviewsBellvale Guest House on Solar Powered Mini-estate
Jan 21 – 28
Guesthouse in North Stonington
4.93 out of 5 average rating, 185 reviewsCharming Post and Beam cottage (near Foxwoods)
Jul 6 – 13
Guesthouse in Yonkers
4.76 out of 5 average rating, 104 reviewsSt James Guest House
Jan 15 – 22
Guest house rentals with a patio
Guesthouse in Hempstead
4.86 out of 5 average rating, 80 reviewsPrivate Guest house with pool access.
Jun 17 – 24
Guesthouse in Shirley
4.97 out of 5 average rating, 34 reviewsLa casita J place
Oct 26 – Nov 2
Guesthouse in Massapequa
5.0 out of 5 average rating, 15 reviewsModern Custom Studio: 50 mins to NYC
Jul 18 – 25
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
Apr 2 – 9
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Sep 21 – 28
Guesthouse in North Castle
4.98 out of 5 average rating, 42 reviewsMagical 1700's 1 bedroom cottage
Dec 21 – 28
Guesthouse in Copiague
4.86 out of 5 average rating, 37 reviewsPalms by the bay: Waterside Cute Cozy Cottage
Jan 1 – 8
Guesthouse in Mahopac
5.0 out of 5 average rating, 12 reviewsThe Cottage
May 2 – 7
Guest house rentals with a washer and dryer
Guesthouse in New Haven
4.94 out of 5 average rating, 240 reviewsSquare 6ix
Aug 21 – 28
Guesthouse in Brewster
5.0 out of 5 average rating, 290 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Aug 1 – 8
Guesthouse in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
May 8 – 15
Guesthouse in Mamaroneck
4.94 out of 5 average rating, 127 reviewsYour Modern Guest Wing Near NYC
Jul 15 – 22
Guesthouse in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Oct 6 – 13
Guesthouse in Plainfield
4.91 out of 5 average rating, 250 reviewsCarriage House On Park (C.H.O.P.)
Jun 29 – Jul 6
Guesthouse in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
Jan 31 – Feb 7
Guesthouse in Pound Ridge
4.95 out of 5 average rating, 66 reviewsA Lovely Cottage in the Woods
May 9 – 16
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