
Holiday rentals in Smithtown Bay
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Top-rated holiday rentals in Smithtown Bay
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*NEW LUX Northshore River KING, privacy deck/yard
Welcome to the perfect private space to unwind and relax. This completely remodeled King Suite comes with all the conveniences you'll need for a great stay - plus some little touches that we hope make you feel special. The Northshore Corner Oasis, is a fine retreat where you can recharge your batteries and plan your exciting Long Island adventures. 1 block from the beautiful Riverfront, enjoy a short walk to the pizzeria or the bagel shop, or both! Plus, your well-behaved pet is welcome.

Cozy & Private Village Retreat - Entire Home
Welcome to a little slice of Heaven on Long Island's north shore! Located in the beautiful historic village of Stony Brook, this AirBNB is just a hop, skip, and jump away from quaint local shopping, fantastic restaurants and scenic beaches, coastal villages, and so much more! <10 mins to SUNY Stony Brook and the University Hospital. Relax in this beautiful and quiet living space inside and out! Great couples retreat or work haven. Thoughtfully and creatively decorated for your comfort.

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.

Cottage in the heart of Stony Brook Village
Stay in a fully renovated 100-year-old cottage that blends historic charm with modern comfort. Your private upstairs suite has its own entrance, perfect for couples, families, or small groups. Walk just ¼ mile to Stony Brook Village shops, restaurants, the fishing pier & beach, or watch the wildlife from your screened-in porch. Only an 8-minute drive to Stony Brook University & Hospital. Experience the perfect mix of village charm, modern amenities, and natural beauty.

Port Jefferson Convenient, Cozy and Chic!
Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

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.)

Cozy cottage in a charming historic village!
Our guest suite is perfectly located in the Old Historic District of Stony Brook Village across from the duck pond. We are only a few steps away from Avalon Park and Preserve, Sand Street Beach, the Long Island Museum, restaurants and shops. The village offers numerous places to explore in our quaint town and even more day trips on the outskirts where you can enjoy the simple pleasures during your time at our relaxing cottage.

Harbor Studio - Across from historic Northport doc
Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

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. P.S. Cleanliness is my top priority to make every guest happy all towels and sheets are sanitized and washed every guest checks in before they're arrival.

Cozy Riverside Cottage
This is a private cottage on its own lot with its own driveway and yard located in a quiet residential neighborhood. Several grocery stores and restaurants for delivery/pick up in the area. 400 MBPS Internet connection for those who need a reliable internet connection for work/movie streaming! Please note guest maximum is 4. There are no additional guests or visitors allowed.

Clean Cozy Studio with Private Entrance.
Comfortable Safe Studio With Private Keypad Entrance in Huntington Area. Premium CABLE TV and All Amenities described are Included. There is Keurig coffee maker with cream and sugar so you can enjoy it. Cozy studio also has a toaster, microwave, refrigerator, own bathroom and small kitchenette that you can enjoy your own meals. You have a comfy King size Bed.

Charming “hotel inspired” Retreat
Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy full-size bed, desk and chair for work or study, TV for entertainment, and a coffee station with microwave and mini fridge for quick bites. Enjoy the privacy of your own bathroom and entrance, with easy on-street parking right in front of the house.
Popular amenities for Smithtown Bay holiday rentals
Other great holiday rentals in Smithtown Bay

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Private room by Stella

Home sweet home

Cozy Cottage with all the conveniences.

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Lakeside Hideaway
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Columbia University
- Ohel Chabad-Lubavitch
- Yankee Stadium
- The High Line
- Jones Beach
- Manhattan Bridge
- Rough Trade
- Top of the Rock
- Chabad Lubavitch World Headquarters
- United Nations Headquarters
- Citi Field
- Empire State Building
- Fairfield Beach
- Radio City Music Hall




