Holiday rentals in Smithtown Bay

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Top-rated holiday rentals in Smithtown Bay

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Top guest favourite
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
4.94 out of 5 average rating, 94 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.

Top guest favourite
A bright living area features a light blue ceiling and a cozy sofa facing a decorative stone fireplace. A marble coffee table is central to the space, surrounded by a dining area with wooden chairs. Large windows provide views of the outdoors.
Home in Stony Brook
4.99 out of 5 average rating, 80 reviews

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.

Guest favourite
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.
Flat in Central Islip
4.97 out of 5 average rating, 125 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 favourite
A well-appointed sleeping area features a queen bed with crisp white linens, flanked by two illuminated nightstands. Above the bed, an abstract art piece adds a pop of color to the neutral walls. A small plant is positioned near the bed, enhancing the calming atmosphere.
Place to stay in Coram
4.99 out of 5 average rating, 127 reviews

T&T Unique Space

NEW ! Private renovated studio attached to a single family home. Private entrance queen bed w/full bathroom, sofa, 55”smartTV, kitchenette(no stove)free street parking in front of house.This is a drug free, non-smoking, no pets and no party unit. Minutes from Port Jefferson pier, LIRR, Connecticut Ferry, 15 min. to Mac Arthur airport. Shopping in Riverhead at Tanger Outlets a few exits from the LIE. 10min. to John T Mather Hospital & St Charles Hosp. Near Jakes 58 Casino and Top Golf.

Top guest favourite
Flat in Norwalk
4.99 out of 5 average rating, 111 reviews

S. Norwalk Apt near the water!

Newly-built sunny studio apartment with separate eat-in kithchen and spacious bath, across the street from the water in the peaceful waterfront community of Shorefront Park in South Norwalk. 15 min. walk to South Norwalk shops, restaraunts and the train station (65 min train ride to NYC). Private kepypad entrance, washer/dryer, eat-in kitchen, free off-street parking, wifi, central AC. Please note the house next door may be under construction. Please inquire for current status.

Guest favourite
An outdoor seating area is set up with wicker chairs surrounding a gas fire pit, glowing warmly in the evening light. A well-maintained green lawn and white privacy fence create a serene backdrop, with soft string lights enhancing the inviting atmosphere.
Flat in Islip Terrace
4.96 out of 5 average rating, 200 reviews

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!

Come stay at this beautifully renovated 1 bedroom apartment! Well-appointed for long-term stays or quick trips. ~ Propane Fire Pit ~ Private Sun-soaked backyard. ~ Full kitchen ~ Living room with sofa/futon for a 3rd guest ~ Queen bed ~ Full bathroom ~ Off-street parking for 1 car. This is a first-floor, ground-level apartment that gets lots of natural light. It is not a basement! :) Located in a quiet neighborhood and near all major highways. SmartTV. No cable TV. 21+

Top guest favourite
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, 149 reviews

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.

Top guest favourite
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.
Flat in Kings Park
4.98 out of 5 average rating, 57 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

Guest favourite
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
4.81 out of 5 average rating, 696 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.)

Superhost
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.
Flat in Northport
4.84 out of 5 average rating, 222 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 favourite
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
4.82 out of 5 average rating, 192 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.

Top guest favourite
A cozy studio space features a spacious king bed with floral-patterned bedding. A kitchenette and dining table are visible, along with a microwave and refrigerator. A small lamp and a teddy bear add to the homey touch. A wall clock and framed sunset photo enhance the ambiance.
Flat in Huntington Station
4.9 out of 5 average rating, 128 reviews

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.

Popular amenities for Smithtown Bay holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Smithtown Bay