Holiday rentals in Mattituck

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Summer Retreat at the beach , enjoy Wine Country

* We provide a Beach Parking Pass for all Southold Town Beaches * 10 min walk to neighborhood sandy beach! * 5 min walk to vineyard with tasting room. Spacious Contemporary home. Master Bedroom plus 2 more bedrooms and 2 bathrooms on the second floor. Living room & kitchen on main floor. Wake up to beautiful garden view. Large kitchen and dining area for the whole family. Just minutes from Long Island's wineries and wedding venues. This home comes complete with everything you need!

Beachside Bliss

Escape to our charming two-bedroom apartment, just a delight 10 min stroll from golden sands of the beach! Perfect couples of friends this cozy retreat offers everything you need for a memorable getaway. Step inside to discover a bright and airy bedrooms space. Equipped kitchen- ideal for whipping up your favorite meals after a day in the sun. Enjoy your morning coffe, but the fun doesn't stop at the beach! You'll find a fantastic selection of nearby restaurants and wineries to explore.

Comfortable Suite, a walk to the beach

Keep it simple at this spacious and peaceful home. Built in 2019, this home was specially designed for sustainable, green living; ground-source heating, and super insulation allow for minimal environmental impact. Less than five minute walk to McCabe’s Beach. Very near to wineries, farms, and the quaint shops and bakeries of Southold and Greenport. Little Fish restaurant and oyster sales all down the street. Short drive from Sparkling Pointe vineyard, and Love Lane.

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Private Oasis W/Stunning Vinyard and Pool Views

Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.

North Fork Farm House

This home is located on the North Fork of Long Island in the heart of wine country. We have a beautiful winery within close walking distance. We are surrounded by beautiful beaches and a short ferry ride to Shelter Island. There’s great restaurants and shopping just 15 minutes east in the town of Greenport or 5 minutes west to Love Lane in Mattituck. There is also lots to do in the town of Riverhead, including shopping at Tanger Outlets.

Elena’s Beach house

A beautiful and quiet place to get away from all the Hustle and bustle. A quick walk to the beach. Situated minutes away from any of the vineyards. Very close to Mattituck town. So much to do or nothing to do, the choice is yours. Explore nature along the beautiful North fork of Long Island. Find the perfect Northeast wine. Let your soul set sail along the scenic coast. When your done with your daily adventure get cozy in our house.

Incredible Beach Front Bungalow w/ Private Beach!

Experience the very best North Fork has to offer at this beautifully renovated and peaceful private waterfront property. Open sliding doors and step onto a large patio to enjoy panoramic views of the Long Island Sound, and witness the most stunning sunsets! The perfect beach retreat for family and friends or a couple's getaway, one thing for shore is you will absolutely love this charming bungalow!

Mattituck Dream House - Rental Opportunity

The Mattituck Dream House, is high on a hill overlooking the Mattituck Inlet on the North Side of town. Four bedrooms, with queen beds in 2 rooms, a full in one room and a king bed in the master suite. Friends tell me it feels like they are away at a destination vacation! I would like to rent my house for the summer, but I could also do monthly. June, July & August.

Walk to Breakwater Beach in Heart of Wine Country

Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.

Secluded Farmhouse - Studio Apartment Style Unit

Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.