Shelter Island Guest Houses

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Guest Houses in Shelter Island

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

Located in Hampton Bays, Hampton's Vacation Inn is within a 10-minute drive of Shinnecock Hills Golf Course and Shinnecock Nation Cultural Center and Museum.

Pool

Pet friendly

Steps from the Ocean

Montauk NY

With a stay at this guesthouse in Montauk, you'll be on the beach, just a 1-minute walk from The Hamptons Beaches and 12 minutes by foot from Second House Museum.

Pet friendly

Free WiFi

House on Chase Creek

3 Locust Avenue Shelter Island Heights NY

$185 nightly

$211 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at House on Chase Creek in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester Manor.

Parking included

Free WiFi

Victorian Seasons Stirling

857 NY-25 Greenport NY

Located in Greenport, Victorian Seasons Stirling is within a 15-minute walk of Kontokosta Winery and Greenport Farmers' Market.

Parking included

Free WiFi

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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.