Shelter Island Guest Houses.
We selected the 914 homes worth renting in this location
Home spotlights in Shelter Island
We've selected the top 3% homes in Shelter Island.
Explore the 914 most perfect homes in our collection
Most popular homes in Shelter Island.
Check rates and availability for Shelter Island.
Book with Plum Guide.
ONLY THE BEST
HOMES.
Our team of local experts vet every home, only accepting the top 3% to guarantee an exceptional stay every time.
AWARD-WINNING
CARE.
Efficient and empowered home and travel experts, whose sole task is to make your stay exceptional.
UNRIVALLED
PROTECTION.
In the rare event your host cancels, we’ll aim to find you a new Plum Guide home up to 20% more expensive than the original. Within 5 days of check-in, it’s up to 50%.
Frequently Asked Questions
About this location
Looking for guesthouse style accommodation in Shelter Island? You've come to the right place: Our homes come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. Book today and enjoy a short or extended stay in the best guesthouse style accommodation that Shelter Island has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
Search Our CollectionAbout this location
Looking for guesthouse style accommodation in Shelter Island? You've come to the right place: Our homes come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. Book today and enjoy a short or extended stay in the best guesthouse style accommodation that Shelter Island has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
Search Our Collection
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