Tucked in the heart of the village, with killer views over the Peconic Bay. Gaze accordingly.

Outdoor hangouts like the pool, al fresco seating & the BBQ area amp up the vacation vibes.

Brand new rustic hideaway, with a spot-on location between East Hampton and Amagansett. Also: private pool(!).

The sun, the surf, the Hamptons: you've made it.

It’s a turn-of-the-century 1905 historic home, but the interior design is anything but dated (style vibe is more streamlined & ultra-modern).

This Greek revival mansion fosters a classic-contemporary vibe with mid-century furnishings and original modern art.

Minutes from the famous Cooper’s Beach. Sunscreen up and go!

In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.

Bearing the name of the 75-year-old tree in the center of Greenport Village’s central square, and just as beautiful.

Nature-y setting across from a moon-shaped stretch of beach, with hiking trails in every direction.

Tucked in the heart of the village, with killer views over the Peconic Bay. Gaze accordingly.

Set snug against the sandy Sound shores, perfect for a sunset glass of vino.

Lovingly reno’d historic property, with many original details intact: ceilings, doors, fireplaces, built-in antique bathtubs and more.

First floor art gallery – and just ten rooms, all with playful palettes and well-stocked minibars.

Estate-turned-lodging amps up the New England charm.

Steps from the village, river and aquarium – take a break from the wheels!

Soft pillows? Firm pillows? Half the fun is making the decision — or just using every one of them.

Primo spot next to Winnapaug Golf Course – the ideal perch for exploring the pristine local coastline.