Guesthouse accommodation & holiday rentals in Long Island Sound
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Top-rated Guesthouses in Long Island Sound
Guests agree: These guesthouses 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 Long Island Sound guesthouses
Family-Friendly guesthouses
Guesthouse in South Salem
4.93 out of 5 average rating, 226 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Guesthouse in Oyster Bay
4.96 out of 5 average rating, 183 reviewsGORGEOUS & SERENE in Oyster Bay - LI/NY
Guesthouse in East Meadow
4.95 out of 5 average rating, 141 reviewsPetite Cottage
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Guesthouse in Charlestown
4.89 out of 5 average rating, 271 reviewsCozy All Season Cabin Near Beach at Rockbriar Farm
Guesthouse in Southampton
4.95 out of 5 average rating, 413 reviewsTiny Home in Prime Spot in Southampton Village
Guesthouse in Groton
4.94 out of 5 average rating, 390 reviewsQuiet studio with sleeping loft and deck
Guesthouse in Stormville
4.99 out of 5 average rating, 159 reviewsHudson Valley Cottage with Pond Access
Guesthouses with a patio
Guesthouse in Brewster
4.94 out of 5 average rating, 104 reviewsSherwood Barn - close to ski mountain
Guesthouse in Montgomery
4.94 out of 5 average rating, 127 reviewsLuxury mins from angry orchard and city winery
Guesthouse in Gardiner
4.99 out of 5 average rating, 141 reviewsRed Barn Retreat - Shawangunk Mountains Getaway
Guesthouse in Sharon
5.0 out of 5 average rating, 71 reviewsCottage with a Waterfall View
Guesthouse in Wilton
5.0 out of 5 average rating, 24 reviewsThe Ciderhouse Cottage - private escape in Wilton
Guesthouse in Shelter Island
5.0 out of 5 average rating, 51 reviewsBayfront 1BR/2BR detached guesthouse with pool
Guesthouse in Waccabuc
4.97 out of 5 average rating, 38 reviewsFrench Guest House in Waccabuc
Guesthouse in Shirley
4.95 out of 5 average rating, 41 reviewsLa little house J place
Guest house rentals with a washing machine and dryer
Guesthouse in Glastonbury
4.94 out of 5 average rating, 135 reviewsUnique luxurious private building in historic area
Guesthouse in Brookhaven
4.97 out of 5 average rating, 218 reviewsThe Unhampton
Guesthouse in Stonington
4.99 out of 5 average rating, 193 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Guesthouse in Bedford Hills
4.91 out of 5 average rating, 115 reviewsBarrett's Sanctuary
Guesthouse in Cold Spring
4.99 out of 5 average rating, 102 reviewsBright/modern forest escape. Near village & train
Guesthouse in Olivebridge
4.92 out of 5 average rating, 263 reviewsCozy Mountain Cottage With Saltwater Pool
Guesthouse in Mamaroneck
4.95 out of 5 average rating, 130 reviewsYour Modern Guest Wing Near NYC
Guesthouse in Asbury Park
4.98 out of 5 average rating, 229 reviewsPeaceful Guesthouse
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