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 Fairfield
4.96 out of 5 average rating, 173 reviewsSouthport, CT across from BEACH
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
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 Jamesport
4.97 out of 5 average rating, 107 reviewsWalk to Beautiful Beach in Heart of Wine Country
Guesthouse in Atlantic Highlands
4.88 out of 5 average rating, 304 reviewsPrivate cabin
Guesthouse in Warwick
4.96 out of 5 average rating, 252 reviewsBellvale Guest House on Solar Powered Mini-estate
Guesthouse in Yonkers
4.76 out of 5 average rating, 105 reviewsSt James Guest House
Guesthouse in Huntington Station
4.86 out of 5 average rating, 97 reviews2 large bedrooms in cozy little neighborhood.
Guest house rentals with a patio
Guesthouse in Shirley
4.97 out of 5 average rating, 36 reviewsLa casita J place
Guesthouse in Hempstead
4.84 out of 5 average rating, 83 reviewsPrivate Guest house with pool access.
Guesthouse in Massapequa
4.88 out of 5 average rating, 17 reviewsModern Custom Studio: 50 mins to NYC
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 43 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 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 Bridgehampton
4.83 out of 5 average rating, 63 reviewsCentral Hamptons Guesthouse
Guest house 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, 66 reviewsNewly renovated guesthouse with a patio
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