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Search Guest Houses in Shelter Island

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Guest Houses in Shelter Island

Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
$140 nightly
The price is $160
Oct 12 - Oct 13
Total with taxes and fees
Hampton's Vacation Inn
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
9.6 out of 10, Exceptional, (14)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
$382 nightly
The price is $436
Oct 12 - Oct 13
Total with taxes and fees
New and Modern Bridgehampton Accommodations
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (77)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
$185 nightly
The price is $211
Nov 3 - Nov 4
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

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Exceptional in every way"
Barbara 3-night trip
Posted 3 days ago
Beachcomber Resort at Montauk

Find out more about Shelter Island

Find out more about Shelter Island

Shelter Island Guest Houses information

Number of reviews
407
Accommodation
6 Guest Houses
Lowest Price
$160
Highest Price
$436

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 $160 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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