Holiday houses in Smithtown

The Suite at North shore LI

This unique place has a style all its own. We have created a combination of a peaceful atmosphere with a sophisticated touch. Few minutes away from Stony brook Hospital and University, and other educational and hospital destinations. Few minutes away to many of the best restaurants on the North Shore LI. And of course if you are visiting to just enjoy the Island, this is the perfect location to any desire destination like wineries, beaches and so many places this beautiful Island has to offer.

*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.

Tranquility Getaway, Private Luxe Suite & Backyard

🌿 Welcome to Tranquility Getaway — a luxurious retreat nestled in the heart of Smithtown. Indulge in our Modern Newly Designed 2-bedroom Private Basement Luxe Suite, located on the left side of the property with a short staircase leading to your exclusive entrance on the lower level. Unwind in your private outdoor haven, featuring refined seating for four, a stone-top fire pit, and a solar-lit umbrella. THIS IS NOT THE ENTIRE HOUSE‼️ PLEASE REVIEW 📸 PHOTOS & HOUSE RULES BEFORE BOOKING‼️

Porch overlooking the park.

Relax with the whole family at this peaceful place to stay. With a beautiful covered porch overlooking the village park and just steps from down town you have the quiet you want with access to all the amenities Northport has to offer at your fingertips. This 4 bedroom home is the perfect summer get away in one of the best village in Long Island. Shopping, dining, the theater, and art galleries all within a 5 minute walk. The park, playground, and harbor all viewable from the front porch.

2 Bedroom Luxury Apartment

Welcome to our beautiful luxury 2 bed apt in kings park.This Apt features a full living room. The kitchen is fully functioning with all the amenities it’s well equipped. 1 bed has a fully adjustable bed with its own TV. plenty of storage. 2nd bed features has its own tv as well. Located just minutes away from st Catherine med complex, golf and fine dining, beautiful beaches and parks. P.S this 2nd story Apt see pics for staircase. Pls note the bathroom entrance is in the 1st bedroom.

A Hidden Gem! Cozy Cottage with huge Pool & Garden

A spectacular spot to Relax with the whole family at this peaceful oasis ! it has everything you want; from a place to relax next to the wood fire stove on the sun vestibule and pictorial view of the gardens and the chirping of birds to a fun day at the private pool with your family and friends. If you want to explore your surroundings, you will find waterview/ east Beach 2.4 mi., The Port Jefferson Ferry station 2.4 mi. also 1.1 mi. train station to Manhattan, many options to consider.

Ronkonkoma Residence by the Lake

Discover the enchanting allure of our stunning lake house retreat nestled in the quaint town of Lake Ronkonkoma. A 9 min drive to the Smith Haven Mall and variety of grocery stores within 10 min drives from the house, assortment of restaurants, etc. All close by the house and a 10 min. drive to MacArthur Airport. This charming and modern house is the perfect place in any season for families or groups of friends to indulge in a relaxing getaway.

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!

Harborfront Star Walk to Harbor & Village

** Airbnb Fees are now included in the nightly Rate* **Coastal Retreat** Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

White Cottage East Setauket

Nestled in East Setauket, this charming White Cottage offers a cozy retreat surrounded by landscaped grounds. Inside, bright living areas with hardwood floors and large windows fill the home with natural light. The peaceful backyard is perfect for unwinding. Conveniently located near shops, schools, and scenic trails, this cottage offers the ideal escape on Long Island’s North Shore.

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.

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!