Guesthouse vacation rentals in Long Island
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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, 249 reviewsBellvale Guest House on Solar Powered Mini-estate
Guesthouse in North Stonington
4.93 out of 5 average rating, 185 reviewsCharming Post and Beam cottage (near Foxwoods)
Guesthouse in Yonkers
4.76 out of 5 average rating, 105 reviewsSt James Guest House
Guest house rentals with a patio
Guesthouse in Hempstead
4.86 out of 5 average rating, 81 reviewsPrivate Guest house with pool access.
Guesthouse in Massapequa
4.88 out of 5 average rating, 16 reviewsModern Custom Studio: 50 mins to NYC
Guesthouse in Shirley
4.97 out of 5 average rating, 35 reviewsLa casita J place
Guesthouse in Calverton
4.96 out of 5 average rating, 28 reviewsPrivate Luxe Cottage at Gates of Wine Country
Guesthouse in Cedarhurst
5.0 out of 5 average rating, 25 reviewsCozy and Private Guest House Near JFK, LIRR, NYC!
Guesthouse in North Castle
4.98 out of 5 average rating, 44 reviewsMagical 1700's 1 bedroom cottage
Guesthouse in Copiague
4.86 out of 5 average rating, 37 reviewsPalms by the bay: Waterside Cute Cozy Cottage
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Guest house rentals with a washer and dryer
Guesthouse in Stonington
4.97 out of 5 average rating, 223 reviewsTrue Artist Loft, 5 minutes to downtown Mystic
Guesthouse in Brewster
5.0 out of 5 average rating, 290 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Guesthouse in New Haven
4.94 out of 5 average rating, 241 reviewsSquare 6ix
Guesthouse in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
Guesthouse in Mamaroneck
4.94 out of 5 average rating, 127 reviewsYour Modern Guest Wing Near NYC
Guesthouse in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Guesthouse in Plainfield
4.91 out of 5 average rating, 251 reviewsCarriage House On Park (C.H.O.P.)
Guesthouse in Southold
4.95 out of 5 average rating, 40 reviewsSouthold- Adorable 1 Bedroom Cottage
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- Family travel hub Tips and inspiration
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