Guesthouse vacation rentals in Long Island Sound
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Top-rated guesthouse rentals in Long Island Sound
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Long Island Sound guesthouse rentals
Family-friendly guest house rentals
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, 142 reviewsPetite Cottage
Guesthouse in Southampton
4.95 out of 5 average rating, 413 reviewsTiny Home in Prime Spot in Southampton Village
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Guesthouse in Jamesport
4.97 out of 5 average rating, 110 reviewsWalk to Beautiful Beach in Heart of Wine Country
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
Guesthouse in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Guest house rentals with a patio
Guesthouse in Brewster
4.93 out of 5 average rating, 105 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 out of 5 average rating, 71 reviewsCottage with a Waterfall View
Guesthouse in Shirley
4.95 out of 5 average rating, 42 reviewsLa casita J place
Guesthouse in Waccabuc
4.97 out of 5 average rating, 38 reviewsFrench Guest House in Waccabuc
Guesthouse in North Castle
4.98 out of 5 average rating, 49 reviewsMagical 1700's 1 bedroom cottage
Guesthouse in Wilton
5 out of 5 average rating, 24 reviewsThe Ciderhouse Cottage - private escape in Wilton
Guest house rentals with a washer and dryer
Guesthouse in Mystic
4.99 out of 5 average rating, 553 reviewsGorgeous Waterfront Getaway
Guesthouse in Brookhaven
4.97 out of 5 average rating, 218 reviewsThe Unhampton
Guesthouse in Stonington
4.97 out of 5 average rating, 228 reviewsTrue Artist Loft, 5 minutes to downtown Mystic
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 Mamaroneck
4.95 out of 5 average rating, 130 reviewsYour Modern Guest Wing Near NYC
Guesthouse in Stonington
4.99 out of 5 average rating, 197 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Guesthouse in Hopkinton
4.96 out of 5 average rating, 109 reviewsCozy Vintage Cottage at Cornerstone Farm
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