Holiday rentals in Middle Island

Little, cozy place near beach for a couple.

It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking free.

Private King Suite in Quiet, Cozy Setting

Separate apartment with private keyless entrance. Cozy one bedroom king suite and sofa with full pull out bed. Full kitchen and dining area. Bathroom with standing shower. Free parking on premise for up to 2 cars. Quiet, family friendly neighborhood. Located in the heart of Long Island. Close to everything! Wineries, Farms, breweries, golf, shopping, great dining. NYC is a only a train ride away! Conveniently located within a mile of groceries and laundromat. High speed WiFi, 55in smart tv

Private newly renovated apt

Newly renovated private apt. 20min to Port Jefferson, Ceder Beach, Smith point. About 30-40 min from the Hamptons bays and 45 min from south hamptons. 1 mile from Walmart. private end of the street home. Property is on 1.5 arch .1 bed room l- a queen size bed and 1 full bath. Funton for extra guest. Heated floors for the winter. 25min from Ronkonkoma train station to ride into the city in an 1 hour and 20 to Penn station. *This property is exempt from receiving service pets** not pets allowed.

Cozy Modern Getaway

Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

Spacious 1Bedroom Apartment By Wineries & Beaches

Relax and unwind in this private, spacious 1-bedroom apartment designed for comfort, convenience, and a peaceful stay. Whether you’re here for a weekend getaway, visiting the North Fork wineries, or need a quiet place to work remotely, this space has everything you need. Enjoy fully private apartment with its own entrance and yard - giving you uninterrupted freedom. Comfortable bedroom, cozy living area & full kitchen Relax in or after a day exploring nearby beaches, wineries, and attractions.

Charming 2 Bedroom apartment

Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.

Studio Apt W/Private Entrance & Patio

Enjoy your stay in this private space offers a bedroom with a Queen size bed . Living room includes a smart TV 43" with twin sofa bed and desk for at-home work, kitchen where to find enough crockery for four people, microwave, refrigerator,coffee maker, Free parking on premises. Convenient location with many necessities nearby (gas station/restaurants). We are located 2 mins from I-495 and 14 mins from Macarthur airport. Keep it simple at this peaceful and centrally-located place.

North Country Cottage

Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

Blue apartment in Long Island, Ny

Welcome to our blue apartment a Peaceful, comfy one bedroom apartment suitable for 4 people. Private bedroom has a Queen size bed with comfy mattress and two small closets to keep your belongs. Living room has two twin comfy beds, tv and desk. Kitchenette is equipped with necessities for a quick meal and coffee maker. You can also enjoy the shared backyard with the fire pit. Keep in mind if you stay past our check out time you will be charge an extra night.

Peaceful 3BR Garden Cottage | Long Island Escape

🌿 Escape to a peaceful 3-bedroom retreat in Coram, perfect for relaxing and exploring Long Island. Enjoy a bright sunroom, cozy living room, fully equipped kitchen, dining area, and private backyard with a charming gazebo. Nestled in a quiet neighborhood, yet just minutes from Stony Brook University & Hospital, Port Jefferson, beaches, parks, shopping, and dining. Perfect for families, healthcare travelers, visiting professionals, and peaceful getaways.

Studio in Stony Brook

We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

Boutique Style Studio

Brand new and beautifully designed, this private boutique studio is warm, peaceful, and thoughtfully curated for a truly comfortable stay. With its own entrance, parking, no-contact check-in, high-speed WiFi, and split A/C, it offers complete privacy and ease. Perfectly located in Wading River the gateway to the North Fork ~ You’re minutes from vineyards, beaches, shopping, and adventure, yet tucked away in your own serene retreat.