Shelter Island Extended Stay Hotels

With a stay at Windward Shores Ocean Resort in Amagansett, you'll be on the beach, just a 1-minute walk from Napeague State Park and 11 minutes by foot from The Hamptons Beaches.

With a stay at Montauk Manor in Montauk, you'll be near the beach, just a 3-minute walk from Shadmoor State Park and 14 minutes by foot from The Hamptons Beaches.

When you a stay at Montauk Oceanside Suites in Montauk, you'll be near the beach, just steps from South Edison Beach and The Hamptons Beaches.

When you a stay at The Surf Club in Montauk, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and South Edison Beach.

When you stay at Cliffside Resort Condominiums in Greenport, you'll be near the beach, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.

With a stay at this aparthotel in Greenport, you'll be within a 5-minute walk of Greenport Farmers' Market and Camera Obscura.

With a stay at this aparthotel in Greenport, you'll be within a 5-minute walk of Greenport Farmers' Market and Camera Obscura.

With a stay at this aparthotel in Riverhead, you'll be within a 10-minute drive of Sherwood House Vineyards and Jason's Vineyard.

With a stay at The Ocean Colony Beach & Tennis Club in Amagansett, you'll be by the ocean, just a 1-minute walk from Napeague State Park and 9 minutes by foot from The Hamptons Beaches.

With a stay at this aparthotel in Montauk, you'll be a 1-minute walk from Fort Pond and 6 minutes by foot from The Hamptons Beaches.

With a stay at this aparthotel in Montauk, you'll be a 1-minute walk from Fort Pond and 6 minutes by foot from The Hamptons Beaches.

With a stay at this aparthotel in Montauk, you'll be a 1-minute walk from Fort Pond and 6 minutes by foot from The Hamptons Beaches.