
Vacation rentals in Smithtown
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Top-rated vacation rentals in Smithtown
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Apartment with King Bed - Separate Entrance
Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Historic Huntington Village Private Retreat
50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

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.

Cozy studio
We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

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.

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+

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.)

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.

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

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.
Popular amenities for Smithtown vacation rentals
Other great vacation rentals in Smithtown

Lovely 1-bedroom rental unit with indoor fireplace

New 1 Bedroom 1 Queen bed Apartment

Studio apt. Great neighborhood

Cabin in the trees

The Suite at North shore LI

*NEW LUX Northshore River KING, privacy deck/yard

Luxury Apartment

Commack Getaway Home 3 Bd Room :Modern w/King Bed
When is the best time to visit Smithtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 CAD | $175 CAD | $162 CAD | $165 CAD | $179 CAD | $189 CAD | $189 CAD | $183 CAD | $194 CAD | $190 CAD | $180 CAD | $175 CAD |
| 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
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 130 vacation rentals in Nissequogue, over 160 vacation rentals in Village of the Branch, and over 80 vacation rentals in Kings Park.
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.
How much does it cost to stay in apartment rentals in Smithtown?
Experience the best of Smithtown with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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.
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 wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
Quick stats about vacation rentals in Smithtown

Total vacation rentals
Explore 30 vacation rentals in Smithtown

Nightly prices starting at
Smithtown vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Smithtown vacation rentals include wifi 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!
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