Skip to main content

North Fork Vacation Rentals

Explore Luxury Beach Getaway’s collection of North Fork vacation rentals, just a scenic drive from New York City. With sun-drenched vineyards, calm bay waters, and some of the most charming waterfront villages on the East Coast, the North Fork is a destination made for slowing down and savoring every moment.
Renowned for its wine country character and unhurried pace, the North Fork welcomes you with Long Island Sound beaches, sheltered bays, and open farmland that stretches all the way to the water’s edge. Each town has its own distinct personality, revealed through farm stands, tasting rooms, art galleries, and tables set for a long, leisurely meal.
0 Night
No Properties
When
Guests
Age 13 and above
-
+
Age 2-12
-
+
Bringing a pet?
Filters

-
+
-
+
Types of Place


Features & Amenities

What Guests Are Saying About Their North Fork Stay

East Marion 3BR | Fireplace, Deck, Beach Access

The house and grounds were perfect! We instantly felt at home and enjoyed our weekend there very much! You can walk to the beach, lavender fields, and the town and wineries are just a short ride. We look forward to returning to this delightful property and highly recommend!

Dunes Beach House: Hot Tub and Steps to Beach

We had a great experience! The house was big and comfortable, very clear and well equipped. Walking distance from the beach and 10 minutes driving from other beach locations. The place is extremely peaceful and relaxing. The host super responsive and helpful!!
Super, highly recommended!!

Diana Beach Retreat | Private Beach Near Vineyards

Darling, little cottage! Steps from the beach. Beach chairs, paddle boards and kayaks on site for use. Beautiful seating area outside for wine sipping evenings. Would definitely recommend staying here!

Waterfront Hot Tub Retreat w Kayaks | Kayak Point

We had a great stay with friends! The house was comfortable, with a beautiful view, and exactly as described. The common areas were perfect for being all together. The host was friendly and responsive, which made everything easy. Would definitely stay again!

Southold 3BR Waterfront Home | Dock, Kayaks, Creek Views

Had a wonderful time with/ family at this location. Truly enjoyed being together. The view was gorgeous, too. The restaurants were all great…Especially the Friskey Oyster in Greenport.

Sunset Perch: Heated Pool, Rooftop Deck, Walk to Beach

We had a wonderful couple of weeks here! The house was gorgeous, very well equipped (the kitchen in particular – a chef’s dream!), and in a perfect location with easy access to Greenport. We were traveling with a baby and were provided a highchair and travel crib. Luxury Beach Getaways was very responsive to all of our questions and helped us arrange for housekeeping and anything else we needed. Will definitely come again!

    Your North Fork Experience Starts Here

    The North Fork blends bucolic beauty with genuine coastal charm. Quiet enough to truly unwind and interesting enough to fill every day with something new, this stretch of Long Island is unlike anywhere else on the East Coast. From the vineyard trails to the waterfront villages, the bay to the table, here is everything you need to make the most of your stay.
    Walk the Shore

    Orient Beach State Park stretches along a narrow peninsula between the Long Island Sound and Gardiner’s Bay, offering one of the most scenic and uncrowded stretches of shoreline in the region. Further west, the beaches along the Sound in Southold and Mattituck are ideal for an easy morning walk before a slow breakfast back at the house.

    Sand and Sun

    Orient Beach and Kenny’s Beach in Southold offer calm, sheltered swimming that is perfect for families and anyone who prefers the quieter side of the water. Goldsmith’s Inlet County Park in Peconic is a local favorite, tucked away from the summer crowds and well worth the short walk down to the shore. Spend the afternoon on the sand and return to your Luxury Beach Getaway home as the light softens over the bay.

    The Bays and Beyond

    Paddle through the Peconic Bay, explore the tidal creeks around Mattituck Inlet, or cast a line on one of the many fishing charters that run seasonally from Greenport Harbor. The North Fork’s sheltered waters make it one of the best spots on Long Island for kayaking, paddleboarding, and clamming. After a full day on the water, your Luxury Beach Getaway home is the perfect place to recharge.

    Vineyards, Culture, and Great Food

    The North Fork Wine Trail winds through more than 30 wineries, from Bedell Cellars in Cutchogue to Paumanok Vineyards in Aquebogue, each one worth an afternoon stop. For dinner, The Frisky Oyster in Greenport or Love Lane Kitchen in Mattituck make for a memorable night out. East End Arts in Riverhead and the many working studios scattered across the North Fork round out a cultural scene that punches well above its size.

    Village to Village

    Southampton and East Hampton offer great dining, galleries, and boutiques. Sag Harbor is worth a visit for its beautiful main street and historic harbor. Montauk has a relaxed, surf-town energy at the tip of the South Fork. Each town is a short drive from your Luxury Beach Getaway home, making it easy to explore a different one every day.

      The Hamptons Through the Seasons

      Season Typical Weather Avg Temp (°F) Crowd Level Nightly Rates Best For…
      Summer (Jun–Aug) Warm 75–85 Peak Highest Beach days, dining, nightlife, events
      Fall (Sep–Nov) Mild 55–70 Light Moderate Farm stands, wine trails, foliage drives
      Winter (Dec–Feb) Cool 30–45 Very low Lowest Quiet getaways, cozy escapes, off-season charm
      Spring (Mar–May) Mild 50–65 Low Lower Early blooms, uncrowded beaches, peaceful stays

      Frequently Asked Questions

      How far is the Hamptons from New York City? 

      Plan for roughly 2 to 3 hours by car from Midtown Manhattan, depending on traffic. The Long Island Rail Road also runs direct service to several Hamptons villages for a car-free option.

      What is there to do nearby? 

      Summer is all about beaches, water sports, and dining out. Fall brings farm stands and North Fork wine trails. Winter and spring are quieter, ideal for a genuinely restful escape, with many restaurants and shops open year-round.

      Are the homes suitable for families and groups? 

      Absolutely. Our properties are designed for comfortable, unhurried stays. They work equally well for couples, families, and groups of friends who want to mix beach days with relaxed evenings in a well-appointed home.

      What should we pack? 

      Layers are always a good idea, as coastal weather shifts quickly. In summer, bring beach gear and comfortable walking shoes. In fall and winter, add warm layers and a rain jacket. A smart outfit or two is worth packing for dinner out in the villages.