Southold Extended Stay Hotels

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Extended Stay Hotels in Southold

Windward Shores Ocean Resort

2062 Montauk Highway, PO Box 7031, Amagansett, NY

$154

per night

May 16 - May 17

When you stay at Windward Shores Ocean Resort in Amagansett, you'll be on the beach, within a 15-minute walk of The Hamptons Beaches and Napeague State Park.

Pool

Parking included

Cliffside Resort Condominiums

61475 Route 48 (North Road), Greenport, NY

$246

per night

May 16 - May 17

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.

Pool

Pet friendly

American Beech - Deluxe King 5

$239

per night

May 16 - May 17

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

Pet friendly

Fireplace

American Beech in Greenport - Deluxe King 4

$259

per night

May 16 - May 17

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

Pet friendly

Fireplace

Aqua by American Beech - Rooftop Suite

$369

per night

May 20 - May 21

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

Breakfast included

Outdoor Space

The Ocean Colony Beach & Tennis Club

2004 Montauk Highway, Amagansett, NY

When you stay at The Ocean Colony Beach & Tennis Club in Amagansett, you'll be by the ocean, within a 10-minute walk of The Hamptons Beaches and Napeague State Park.

Pool

Parking included

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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.