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Search Guest Houses in Shelter Island

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Guest Houses in Shelter Island

Hampton's Vacation Inn

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (326)
"Pleasant stay. Quiet."
United States
Kerrie
$135 nightly
The price is $154
Nov 16 - Nov 17
Total with taxes and fees
Hampton's Vacation Inn

House on Chase Creek

2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
United States
Vincent
$185 nightly
The price is $211
Nov 17 - Nov 18
Total with taxes and fees
House on Chase Creek
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Hotel Reviews

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Shelter Island Guest Houses information

Number of reviews
404
Accommodation
6 Guest Houses
Lowest Price
$154
Highest Price
$211

Frequently asked questions

What is the nightly rate for a guest house in Shelter Island?
Rates for Shelter Island guest houses vary, but travelers can find great-value prices from $154 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Shelter Island guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Shelter Island guest house and a B&B?
A guest house in Shelter Island is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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