Vacation rentals in Smithtown Bay

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Top-rated vacation rentals in Smithtown Bay

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Top guest favorite
The exterior of a private home is framed by vibrant flowering trees, creating a peaceful landscape. A well-maintained lawn extends in front of the house, while the structure features a traditional design with multiple windows and a large entrance porch.
Apartment in Setauket- East Setauket
5 out of 5 average rating, 72 reviews

Large and Beautiful Guest Suite

Large beautiful, bright guest suite in a private home. Separate driveway and private entrance. Cathedral ceiling, open floor plan, queen bed, full sofa bed, kitchenette with mini refrigerator, microwave/convection oven combo, Keurig coffee maker, TV with fire stick, gas fireplace (Nov.1 - April 1). Full bathroom with walk-in shower, towels. Washer/dryer. Beautiful covered back porch. Close to shopping, 2 miles from beach, 1 mile from SUNY Stony Brook, and LIRR. 5 miles from Port Jefferson ferry.

Guest favorite
Apartment in Stony Brook
4.93 out of 5 average rating, 75 reviews

Charming Rustic 1BR with parking

Peaceful cozy 1 bedroom apartment with your own private entrance plus parking. In the best part of Stony Brook surrounded by nature. 5 min drive to beautiful local beach & 10 min walk to SBU. Close to restaurants & shops. Super comfortable king sized bed, 50" smart TV with Netflix, WiFi, amazing kitchen & bathroom. Laundry for 7 nights or longer. You are going to love staying here;) Coffee and green tea included. No: pets, smoking, food in bed, candles. No parties or checking in after 11pm.

Top guest favorite
A serene outdoor seating area is presented, featuring two wicker chairs with cushions adorned in colorful stripes. A small table sits between them, surrounded by lush greenery and flowering plants in terracotta pots, offering a peaceful spot for relaxation.
Guest suite in Kings Park
4.93 out of 5 average rating, 91 reviews

*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.

Guest favorite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Apartment in Central Islip
4.96 out of 5 average rating, 109 reviews

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.

Top guest favorite
A serene bedroom features a spacious bed with white linens, positioned against a wooden floor. Two shutters on adjacent windows allow soft light. A full-length mirror stands beside a dressing table, while a gentle light fixture hangs overhead. A calm art piece is displayed on the wall.
Home in Stony Brook
4.99 out of 5 average rating, 145 reviews

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.

Top guest favorite
A neatly arranged bed is adorned with a heart shape made of rose petals. Two swan towels are folded at the head of the bed, creating a welcoming focal point. A simple message formed with rose petals spells 'LOVE' across the duvet.
Apartment in Kings Park
4.98 out of 5 average rating, 51 reviews

Luxury Apartment

Welcome to our newly built fully furnished apartment in the heart of Kings Park NY. This apartment has 1 Adjustable full bed, 1 bath. Fully functioning kitchen featuring stone countertops and stainless steel appliances. With much more. It's conveniently located just minutes away from the train station St Catherine Medical complex, golf, fine dining, shopping, and beautiful parks. Please note this is Apt 2nd story with STAIRS. Read my description before you book

Top guest favorite
A cozy living area features two dark leather sofas adorned with throw pillows. A light wooden coffee table sits atop a patterned area rug. Natural light enters through the windows, illuminating the room's original beams and inviting atmosphere.
Cottage in Setauket- East Setauket
5 out of 5 average rating, 99 reviews

Charming historic cottage in Setauket, NY

Step back in time in this beautifully restored 1770 historic home nestled in the charming town of Setauket, New York. This unique cottage is walking distance to stores and the gem of the community, the Frank Melville Park/Bates House. A five minute drive to Stony Brook University, Setauket Harbor, West Meadow Beach/Old Field Club, Stony Brook Village/Three Village Inn, with historic attractions like the Culper Spy Ring, Avalon Park, and Port Jefferson Village.

Top guest favorite
A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.
Home in Port Jefferson
4.93 out of 5 average rating, 139 reviews

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.

Top guest favorite
A spacious studio features a queen-sized bed with patterned bedding, flanked by bedside lamps. A small dining table with two chairs is positioned near a window, allowing for natural light. A wooden bench is placed at the foot of the bed, enhancing the room's functionality.
Guest suite in Stony Brook
4.8 out of 5 average rating, 678 reviews

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.)

Guest favorite
The studio suite features a cozy sleeping area with a spacious bed dressed in brown and white linens. A dark sofa is positioned opposite a kitchenette with wooden cabinets. Natural light enters through multiple windows, and a decorative rug adds warmth to the wooden floor.
Apartment in Lake Ronkonkoma
5 out of 5 average rating, 37 reviews

The Rosevale Studio Suite

Located just about 10 minutes from the Long Island Rail Road and Long Island Mac Arthur Airport is The Rosevale Studio Suite which combines modern finishes with a cozy, warm charm. Enjoy a lovely lunch in your private patio where the sun hits so perfectly or have a night out at one of the many surrounding restaurants! With shops, beaches and more all located under 5 miles away, our suite is just perfect for your little get away!

Guest favorite
A wooden dock extends into the water, lined with boats gently bobbing on the surface. Lush green hills rise in the background, while a clear blue sky with scattered clouds frames the scene. People are gathered along the dock, enjoying the views.
Apartment in Northport
4.85 out of 5 average rating, 212 reviews

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.

Guest favorite
The exterior of a private cottage is presented, showcasing a gray wood-paneled facade with a light-colored front door. Well-maintained landscaping includes shrubs and grass, leading to a concrete pathway. A wooden fence and trees provide a natural backdrop.
Cottage in Kings Park
4.81 out of 5 average rating, 186 reviews

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.

Popular amenities for Smithtown Bay vacation rentals

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  4. Suffolk County
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