Vacation rentals in Smithtown

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -full sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

*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 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.

Brand New Modern Spacious Apartment

Brand new private 1 BASEMENT bedroom apartment fully furnished. Just bough a brand new comfortable Queen size bed. Full kitchen, bathroom, living room. Bedroom has walk in closet. Apartment is in the BASEMENT of a 2500 sft home. The apartment is at least 800 square feet and has a private entrance. Has Keurig ( which I supply coffee , sugar and creamer for) , full stove, big frig, a microwave, toaster, hair Dryer and iron. Plenty of towels, shampoo, conditioner and soap. NO PETS ALLOWED

The Sunshine House

Enjoy your stay and visit the Bayard Cutting Arboretum, SUSA Orlin & Cohen Sports Complex, Robert Moses Beach; centrally located between The Hamptons Vineyard Wine Tours & Manhattan. This unique home was originally built in 1921 and has since undergone renovations with additions added to the original structure, including the three bedroom / bath guest wing with a private entrance from the main house. We provide beverages and continental breakfast. Please email us for more details!

Stony Brook Sanctuary: Romantic Couples Escape

This enchanting Airbnb is a one-of-a-kind couples’ retreat created for two connected souls. Guests often say it’s more than a stay—it’s an experience. Enjoy a fully equipped kitchen for intimate meals, a spacious living room with plush seating, and a mesmerizing aquarium that invites you to unplug and simply be together. Upstairs, a romantic bedroom sets the mood. Every detail is thoughtfully designed to create meaningful moments and memories you’ll carry long after you leave.

Private Cabin in Multi Acre Park

I have a professional cleaning company come between all guests. The property is the only house on the street abutting several acres of wooded park land. Get the feeling of nature/privacy similar to being up state NY yet centrally located to Sunken Meadow Parkway, Northern State, LIE. Also near food stores and other essentials. 400 MBPS Internet connection for those who need a reliable internet connection for work! Living room has a pull out queen couch if a 3rd bed is needed.

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.

Private, clean, entire upstairs, newly decorated

Please join us in our newly decorated, disinfected, very clean rental. Enjoy the entire 2nd floor of our home w/Priv entrance in the heart of beautiful East Northport. This rental has a Priv. full bath and priv. livingroom withTV, refrigerator, and microwave. Our home is very close walking distance to train and restaurants. Just a short drive or bike ride to beaches, theater, hiking, kayaking, golf course, breweries, and wineries. Smart WiFi TV only.

Charming “hotel inspired” Retreat

Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy QUEEN 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.