Greenport Vacation Rentals

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Vacation Rentals in Greenport

Beautiful Hamptons home close to beaches, shopping, & restaurants!

Hampton Bays NY

With a stay at this vacation home in Hampton Bays, you'll be within a 5-minute drive of The Hamptons Beaches and Good Ground Park.

New Madison beach house - Ocean front- Great views- booking Summer 2026

Madison CT

Located in Madison, this vacation home is by the ocean, within a 10-minute drive of Madison Green Historic District and Deacon John Grave House.

Beach House

East Lyme CT

Located in Niantic, this vacation home is by the sea, a 3-minute drive from Attawan Beach and 6 minutes from McCook Point Beach.

Beach, Pool, Wine, Shopping!

Mattituck NY

Located in Mattituck, this vacation home is in a rural location, a 2-minute drive from Love Lane and 5 minutes from McCall Wines.

Welcome to your serene escape in East Hampton! 3-bedroom, 2.5 bathrooms with AC

East Hampton NY

With a stay at this vacation home in East Hampton, you'll be within a 15-minute walk of The Hamptons Beaches and Three Mile Harbor.

The SandPiper

Greenport, NY

$280 nightly

$320 total

Oct 18 - Oct 19

Total with taxes and fees

With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport Maritime Museum.

Cozy Hampton Bays Retreat — Just 9 Minutes to Ponquogue Beach

Hampton Bays NY

When you stay at this vacation home in Hampton Bays, you'll be by the sea, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.

Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Old Lyme CT

Located in Old Lyme, this vacation home is on a lake, within a 5-minute drive of Goose Island and Lawrence & Memorial Family Medicine.

Phenomenal One Bedroom Cottage in Historic Old Lyme, Connecticut

Old Lyme CT

With a stay at this vacation home in Old Lyme, you'll be within a 15-minute walk of Old Lyme Historical Society and Connecticut River.

North Fork Escape

Riverhead NY

With a stay at this vacation home in Riverhead, you'll be just steps from Clovis Point and Clovis Point Vineyard & Tasting Room.

Aqua Vista

Greenport, NY

$268 nightly

$306 total

Oct 7 - Oct 8

Total with taxes and fees

With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport Maritime Museum.

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

East Lyme CT

When you stay at this vacation home in East Lyme, you'll be by the sea, just steps from Cedar Ridge Golf Course and White Gate Farm.

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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.