Holiday rentals with a fire pit in Shinnecock Hills

Fair Harbor, Fire Island sunny 3 bedroom

Newly renovated home steps from the beach, the bay and the ferry. Extra high ceilings with sunlight streaming into every room. After a day at the beach, enjoy the large outdoor shower, grill and lounge area. Take a glass of wine and portable speakers to the clawfoot tub or indulge in the rain shower. Get some exercise with four new bikes and beach games or ping pong, foosball, air hockey and darts under the house. Two extra twin mattresses for guests with crisp white linens. Fast Wifi.

Modern Farmhouse Oasis in GP Village

Newly renovated modern farmhouse with the perfect blend of style & comfort. Bask in the serenity of our fully equipped 600 sq ft deck and outdoor oasis. Charming Greenport Village is a 10 min walk with its vibrant mix of restaurants, bars, & shops. Walk to Claudio’s, Jitney, train, & ferry to Shelter Island. 5 min drive: beaches, winery, golf. Embrace the coastal, farm, and winery allure by unwinding in our thoughtfully designed home, where every detail is tailored for a memorable stay.

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

North Fork Farmhouse with Saltwater Pool

Enjoy spectacular sunsets from the great room and deck overviewing your secluded hedged yard and saltwater pool. Located in the heart of the North Fork this 1820s farmhouse with modern amenities is nestled amongst vineyards and farmland with dramatic views in every direction. Quaint villages, premier restaurants, wineries, farms and beaches surround you. A truly magical, peaceful paradise for you and your group. Note pool is open May through mid October.

Private completely fenced in property. Near beach.

This beautiful custom expanded L ranch of 2800sf nested on a very private flat lot has 4 bedrooms, 3 bathrooms, living room, dining room areas with tons of light and privacy, movie theater. Gym and laundry room. The fenced in back yard comes with a lot of great features such as heated pool, two level pergolas over a 20x40 concrete patio, full play set for the kids, fire pit, hammock area, outdoor shower and a cute pool house/lounge area with a loft!

3BR Family Apt, Renovated with Easy Check-In

🌟 Stylish 3BR Getaway – Newly Renovated & Family-Friendly 🏡 Welcome to your perfect escape! Relax in our newly renovated 3BR apartment, designed with modern elegance and comfort. Perfect for family vacations, business trips 💼, or romantic getaways ❤️. Enjoy a cozy and stylish space with all the amenities you need. Ideally located close to dining 🍽️, shopping 🛍️, and local attractions 🌍. Book now for an unforgettable stay!

Dahlia by the bay

This stylish meticulously designed luxury place to stay is perfect for group trips who like the water, with walking distance from the water and a marina thats 3 minutes away driving its the perfect spot to enjoy the summer. Create memories around the firepit with friends and family or put your game face on and vs in pool. Enjoy the amazing views, wildlife and quietness surrounded by nature.

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.

Greenport Village walking distance to all

Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.