
Holiday houses in Smithtown
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Smithtown
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Modern Getaway
Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

*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.

Hotel-Style Studio in Ronkonkoma
Suite 2283 is a hotel-inspired studio apartment in Ronkonkoma. Thoughtfully designed, featuring a private entrance, private fenced-in yard, patio with bistro set, onsite parking, AC, kitchen, Roku TV and free Wi-Fi. This stylish apartment is ideal for traveling medical and business professionals. Just minutes from the airport, hospitals, corporate parks, major roadways, restaurants, parks, the mall, nightlife at the new Station Yards complex at the LIRR hub, and, of course, Lake Ronkonkoma!

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.

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.

Apartment with Separate entrance & parking
"Location, Location, We are located on the very border of Centereach and Lake Grove, 8 minutes away from Stony Brook Hospital & University, 18 minutes away from Port Jefferson Also 2 min away from Smith Haven Mall, 25 Min. to Riverhead Outlets, 12 Min. from LIRR Ronkonkoma Station ( you can catch express train to Manhattan) and so much more, everything is just steps away. We are near nice beaches and wineries. The apartment is located in a quiet residential neighborhood.

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.)

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.

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.

Private New Apartment
Open concept living. Cathedral ceilings. 1 Bedroom, Full Bath. Private parking. Patio. 5 minutes from train, 15 minutes to MacArthur Airport. Close to Stony Brook, South shore ocean beaches, and the north shore of Long Island. Perfect if you are planning on heading out east to the wineries!
Popular amenities for Smithtown holiday rentals
Other great holiday rentals in Smithtown

Cozy/ Private Studio near Community College

Puzzle Room in “The Ugly House” w/ Fridge & Micro

Setauket Room Near SBU & Villages

Charming Unique Suite

Cozy, Chic, Fireplace Studio Getaway Certified!

Home sweet home

Cozy Cottage with all the conveniences.

ProStay - Large Room
When is the best time to visit Smithtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 AUD | $177 AUD | $164 AUD | $167 AUD | $181 AUD | $191 AUD | $191 AUD | $186 AUD | $197 AUD | $181 AUD | $190 AUD | $188 AUD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Frequently Asked Questions
How much does it cost to stay in apartment rentals in Smithtown?
Experience the best of Smithtown with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Smithtown?
Yes! Work meets play with ease at over 20 vacation rentals in Smithtown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Smithtown?
Make yourself at home in Smithtown by choosing from our most frequently booked neighborhoods. We have over 160 vacation rentals in Village of the Branch, over 90 vacation rentals in Kings Park, and over 130 vacation rentals in Nissequogue.
Do apartment rentals in Smithtown have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Smithtown. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Smithtown have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Smithtown. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Smithtown have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Smithtown. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Smithtown have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Smithtown. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Smithtown?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Smithtown

Total holiday rentals
Explore 30 holiday rentals in Smithtown

Nightly prices starting at
Smithtown holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 1,980 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Smithtown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Smithtown rentals

4.9 Average rating
Smithtown stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Grand Central Terminal
- Bronx Zoo
- Old Glory Park
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Fairfield Beach
- New York Public Library Main Branch
- Kingston-Throop Avenue Station




