Guest house holiday rentals in Long Island
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Top-rated guest house rentals in Long Island
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Long Island
Family-friendly guest house rentals
Guest house in Charlestown
4.89 out of 5 average rating, 271 reviewsCozy All Season Cabin Near Beach at Rockbriar Farm
Guest house in Groton
4.94 out of 5 average rating, 389 reviewsQuiet studio with sleeping loft and deck
Guest house in Huntington Station
4.86 out of 5 average rating, 100 reviews2 large bedrooms in cozy little neighborhood.
Guest house in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Guest house in Jamesport
4.97 out of 5 average rating, 109 reviewsWalk to Beautiful Beach in Heart of Wine Country
Guest house in Atlantic Highlands
4.88 out of 5 average rating, 305 reviewsPrivate cabin
Guest house in South Salem
4.93 out of 5 average rating, 225 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Guest house in Warwick
4.96 out of 5 average rating, 256 reviewsBellvale Guest House on Solar Powered Mini-estate
Guest house rentals with a patio
Guest house in Brewster
4.94 out of 5 average rating, 102 reviewsSherwood Barn - close to ski mountain
Guest house in Massapequa
4.89 out of 5 average rating, 18 reviewsModern Custom Studio: 50 mins to NYC
Guest house in Hempstead
4.85 out of 5 average rating, 86 reviewsPrivate Guest house with pool access.
Guest house in Hampton Bays
4.89 out of 5 average rating, 45 reviewsQuaint One Bedroom Cottage with Private Entrance
Guest house in Shirley
4.97 out of 5 average rating, 39 reviewsLa casita J place
Guest house in Southbury
4.96 out of 5 average rating, 53 reviewsThe Nest. Large studio in the Woods.
Guest house in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Guest house in Bridgehampton
4.82 out of 5 average rating, 67 reviewsCentral Hamptons Guesthouse
Guest house rentals with a washing machine and dryer
Guest house in Stonington
4.97 out of 5 average rating, 225 reviewsTrue Artist Loft, 5 minutes to downtown Mystic
Guest house in Stonington
4.99 out of 5 average rating, 192 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Guest house in Cold Spring
4.99 out of 5 average rating, 101 reviewsBright/modern forest escape. Near village & train
Guest house in Bedford Hills
4.91 out of 5 average rating, 114 reviewsBarrett's Sanctuary
Guest house in Mamaroneck
4.95 out of 5 average rating, 128 reviewsYour Modern Guest Wing Near NYC
Guest house in Hopkinton
4.96 out of 5 average rating, 108 reviewsCozy Vintage Cottage at Cornerstone Farm
Guest house in Plainfield
4.91 out of 5 average rating, 252 reviewsCarriage House On Park (C.H.O.P.)
Guest house in Madison
5.0 out of 5 average rating, 60 reviewsThe Barn by the Sound
Destinations to explore
- New City Holiday rentals
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- Hoboken Holiday rentals
- New Haven Holiday rentals
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- Bungalow rentals Long Island
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