Vacation rentals in Head of the Harbor

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

1 bedroom w/ private cold plunge indoor lap pool

Exclusive private use of entire indoor pool and pool room, private driveway, 1 bedroom, 1 private bathroom. 5 minute walk to a picnic beach area. Your space includes a mini fridge, microwave, bar, keurig coffee maker, chaise lounges for chilling in all seasons. The pool is used as a wellness cold plunge in the winter months and lap training pool. It is not heated but the entire pool space is exclusive and private. Private side yard with Adirondack chairs, string lights and fire pit.

Cottage in the heart of Stony Brook Village

Totally renovated 100 year old charming but modern cottage steps from the Three Village Inn, Country House Restaurant, Stony Brook Village, Jazz Club, Sand St. Beach, Avalon Park, Carriage museum and the Long Island Music & Entertainment Hall of Fame. You will have the private upper floor of the cottage with a private entrance. There is a spacious porch and front yard with lounge chairs where you can watch the deer, chipmunks, birds, & rabbits. Short ride to Stony Brook University.

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Modern style Spacious Getaway

This apartment offers a living room, dining area, bathroom, and a bedroom. The apartment is very spacious so you will never feel cramped and is stylish giving it a unique, creative vibe. The apartment is attached to the side of a house with the owners living on one side. The apartment is partitioned from the main house making it private. There is potential for noise sometimes. There are no hidden fees. Construction onsite currently and guests may experience some noise.

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.)

Private charming Studio Cottage in Nesconset

Escape to this cozy studio cottage, perfect for couples or solo travelers. Enjoy a comfortable full sized bed, a well equipped kitchenette, and a welcoming seating area. Located in a peaceful neighborhood, you’re just minutes from local parks, shops, and eateries.

Eco-friendly Private Apartment

We have created another quaint space where you can kick back and relax in this calm, stylish space. This one bedroom apartment has its own entrance, kitchen, bathroom, queen size bed, work area and it’s self check-in. All the amenities of a Super host.

Family Home 3BR King Bed EV SmartTV whole house

Welcome to Michael’s Place 😊 Beautiful family home within walking of park, library, local eateries and more! 2 pack and plays! Tons of parking. Fully fenced yard with high-speed Wifi and smart HDTVs!