Guesthouse vacation rentals in Long Island
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Long Island
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Guesthouse in Groton
4.94 out of 5 average rating, 387 reviewsQuiet studio with sleeping loft and deck
Guesthouse in Jamesport
4.97 out of 5 average rating, 107 reviewsWalk to Beautiful Beach in Heart of Wine Country
Guesthouse in South Salem
4.93 out of 5 average rating, 220 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Guesthouse in Warwick
4.96 out of 5 average rating, 252 reviewsBellvale Guest House on Solar Powered Mini-estate
Guesthouse in Atlantic Highlands
4.88 out of 5 average rating, 304 reviewsPrivate cabin
Guesthouse in Yonkers
4.76 out of 5 average rating, 105 reviewsSt James Guest House
Guesthouse in Cherry Grove, Fire Island
4.93 out of 5 average rating, 61 reviewsOne Bedroom Cottage in Cherry Grove
Guesthouses with a patio
Guesthouse in Hempstead
4.85 out of 5 average rating, 84 reviewsPrivate Guest house with pool access.
Guesthouse in Shirley
4.97 out of 5 average rating, 36 reviewsLa little house J place
Guesthouse in Massapequa
4.88 out of 5 average rating, 17 reviewsModern Custom Studio: 50 mins to NYC
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Guesthouse in Greenwich
4.94 out of 5 average rating, 64 reviewsThe Cottage in Greenwich
Guesthouse in North Castle
4.98 out of 5 average rating, 45 reviewsMagical 1700's 1 bedroom cottage
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 44 reviewsQuaint One Bedroom Cottage with Private Entrance
Guesthouse in Cedarhurst
5.0 out of 5 average rating, 25 reviewsCozy and Private Guest House Near JFK, LIRR, NYC!
Guesthouse rentals with a washer and dryer
Guesthouse in Brewster
5.0 out of 5 average rating, 291 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Guesthouse in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Guesthouse in Mamaroneck
4.95 out of 5 average rating, 128 reviewsYour Modern Guest Wing Near NYC
Guesthouse in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
Guesthouse in Plainfield
4.91 out of 5 average rating, 251 reviewsCarriage House On Park (C.H.O.P.)
Guesthouse in Madison
5.0 out of 5 average rating, 59 reviewsThe Barn by the Sound
Guesthouse in Huntington Station
4.99 out of 5 average rating, 68 reviewsModern fully updated 2nd Floor apartment
Guesthouse in South Salem
5.0 out of 5 average rating, 67 reviewsNewly renovated guesthouse with a patio
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