Luxury Vacation Rentals in The Hamptons

East Hampton is synonymous with upscale elegance, pristine shores, and rich history. Delight in its verdant scenery, prestigious shopping, and cultural vitality, offering a timeless yet trending seaside getaway. Discover Rove homes in East Hampton

Southampton, an iconic Hamptons highlight, is celebrated for opulent estates, a village aura, and cultural tapestries. Featuring remarkable beaches, it embraces the glamour of this exclusive coastal area. Discover Rove homes in Southampton

Sag Harbor blends heritage and artistry in the Hamptons. Known for rich history, a vibrant arts scene, and an energetic marina, it provides a welcoming escape with a maritime legacy. Discover Rove homes in Sag Harbor

East Quogue on Long Island's southern shore offers a serene retreat from city life. Its relaxed pace, picturesque views, and welcoming community provide a tranquil escape amongst natural splendor. Discover Rove homes in East Quogue

Guild Hall is an art museum, performing arts venue, and education center founded in 1931. Its galleries (with free admission) pair thoughtful exhibitions with artist programs, and its jewel-box Hilarie & Mitchell Morgan Theater reopened in 2024 after a major renovation, bringing concerts, theater, dance, and film back to a freshly upgraded stage. It’s an elegant, easy stop where art, performance, and community meet. Visit Guild Hall

The former home and studio of Jackson Pollock and Lee Krasner, preserved as a National Historic Landmark. Visitors can tour the cottage and step into Pollock’s barn studio—its paint-spattered floor still bearing the gestures of his poured abstractions—on seasonal, reserved tours from May through October. It’s an intimate window into two pioneering artists’ lives and working process. Visit Pollock-Krasner House

Sagaponack Farm Distillery pours “seed-to-glass” spirits on a sixth-generation family farm—potatoes, grains, and botanicals grown on Sagg Road become vodka, gin, bourbon, rye, aquavit, and seasonal liqueurs, served in a handsome tasting room with farmland views. Order a flight or a cocktail, then linger on the lawn or book the space for a private event; bottle sales make an easy take-home. It’s a polished farm-to-bottle stop in the Hamptons. Visit Sagaponack Farm Distillery

Channing Daughters Winery in Bridgehampton is a South Fork standout known for experimental finesse—over two dozen grape varieties (from Chardonnay and Sauvignon Blanc to Tocai Friulano, Ribolla Gialla, Blaufränkisch, and more), and a tasting room set amid vines dotted with Walter Channing’s striking sculptures. Year-round, you can reserve flights or glasses and linger over wines that reflect Long Island’s maritime climate with restraint and clarity. Visit Channing Daughters Winery

Shadmoor State Park in Montauk edges the Atlantic with dramatic clay bluffs, shadbush thickets, and sandy trails that drop to a quiet ocean beach. Walk boardwalks above the dunes, spot WWII-era observation bunkers, then follow coastal paths for sweeping views and sea air. It’s a rugged, photogenic stretch of shoreline—ideal for unhurried hikes, birding, and surf casting. Visit Shadmoor State Park

A South Fork icon—vineyards rolling toward the dunes, a refined tasting room for year-round flights, and the beloved Wine Stand for sunset pours that feel custom-made for golden hour. Best known for its “Summer in a Bottle” rosés (Long Island and Côtes de Provence), the estate pairs polished hospitality with a steady calendar of live-music evenings and seasonal events. Visit Wolffer Estate Vineyard

Main Beach offers well-kept sand, protective dunes, and a low-profile pavilion with seasonal lifeguards, restrooms, and a snack bar. Come early for calm swims and long walks, return at golden hour for gentle surf and an easy stroll into town. Visit Main Beach

Hither Hills State Park stretches along Montauk’s south shore with a long, dune-backed beach, rolling woodlands, and the park’s famed “walking dunes.” It’s a spacious, unhurried slice of the East End—easy to pair with a beach day or a scenic drive to the Point. Visit Hither Hills State Park

Duryea’s is the Hamptons’ quintessential bayside scene—rosé, raw-bar towers, and lobster rolls on a broad deck with unobstructed Fort Pond Bay sunsets (Montauk). Expect Mediterranean-leaning coastal plates, shared seafood platters, and a casual-chic ritual that runs on sea air and golden hour. Visit Duryea's

Relax over Italian coffee and pastries in a luxurious setting reminiscent of European cafes. Visit Sant Ambreous Southampton

Open since 1987, get a relaxed start to the day with breakfast or brunch in a cozy, refined atmosphere. Visit Golden Pear Café

Unwind (or indulge in a pick-me-up) with fair-trade, organic coffee and a vegan pastry in a relaxed yet trendy environment at this local favorite. Visit Jack’s Stir Brew Coffee

Get a casual bite of delicious baked goods with a welcoming vibe, one of the local Hamptonites favorite local spots.

A beloved farm market for peak-season produce, fresh-baked breads and pastries, cut flowers, and thoughtful pantry staples you’ll actually use. Stop in after the beach for tomatoes warm from the vine, local cheeses, and prepared salads, then add a bouquet and a loaf for the house. It’s an easy, refined stock-up that turns a simple meal into a Hamptons moment. Visit Amber Waves

Find wellness products and holistic lifestyle essentials in this specialty health and lifestyle shop in Sag Harbor.

Spend time in this classic bookstore with a rich history and knowledgeable staff. It offers a superb selection of books, ranging from bestsellers to niche reads. Visit BookHampton

Shop in this upscale boutique selling curated men's and women's fashions from international designers. Visit Tenet