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 2 – 9
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Jul 28 – Aug 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
Aug 11 – 18
Guesthouse in Jamesport
4.97 out of 5 average rating, 106 reviewsWalk to Beautiful Beach in Heart of Wine Country
Feb 23 – Mar 2
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
Apr 20 – 27
Guesthouse in Yonkers
4.76 out of 5 average rating, 104 reviewsSt James Guest House
Sep 24 – Oct 1
Guesthouse in Cherry Grove, Fire Island
4.93 out of 5 average rating, 61 reviewsOne Bedroom Cottage in Cherry Grove
Sep 13 – 20
Guest house rentals with a patio
Guesthouse in Hempstead
4.86 out of 5 average rating, 80 reviewsPrivate Guest house with pool access.
Oct 23 – 30
Guesthouse in Shirley
4.97 out of 5 average rating, 34 reviewsLa casita J place
May 13 – 20
Guesthouse in Massapequa
5.0 out of 5 average rating, 15 reviewsModern Custom Studio: 50 mins to NYC
Jul 18 – 25
Guesthouse in North Castle
4.98 out of 5 average rating, 42 reviewsMagical 1700's 1 bedroom cottage
Jul 31 – Aug 7
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Jul 13 – 20
Guesthouse in Copiague
4.86 out of 5 average rating, 37 reviewsPalms by the bay: Waterside Cute Cozy Cottage
Aug 20 – 27
Guesthouse in Cedarhurst
5.0 out of 5 average rating, 25 reviewsCozy and Private Guest House Near JFK, LIRR, NYC!
Sep 14 – 21
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
Aug 14 – 21
Guest house rentals with a washer and dryer
Guesthouse in New Haven
4.94 out of 5 average rating, 240 reviewsSquare 6ix
Jul 26 – Aug 2
Guesthouse in Brewster
5.0 out of 5 average rating, 290 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Aug 1 – 8
Guesthouse in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Dec 5 – 12
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 Plainfield
4.91 out of 5 average rating, 251 reviewsCarriage House On Park (C.H.O.P.)
Jul 3 – 10
Guesthouse in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
Jan 28 – Feb 4
Guesthouse in Pound Ridge
4.95 out of 5 average rating, 66 reviewsA Lovely Cottage in the Woods
May 4 – 11
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