Vacation rentals in Smithtown

4.97 out of 5 average rating, 36 reviews

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.

Apartment in Kings Park

Luxury Apartment

Welcome to our newly built fully furnished apartment in the heart of Kings Park NY. This apartment has 1 bed, 1 bath, full bed. Has a washer/dryer. 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 and waterways, Please note this Apt. is 2nd story with stairs. Pls Note: dishwasher is not functioning

4.86 out of 5 average rating, 7 reviews

A comfortable living area features a dark sofa adorned with decorative cushions, complemented by a wooden side table and a glass table. Soft lighting is provided by lamps on both ends, while a flat-screen TV is mounted on the wall. Natural light filters through a window with blinds.

Apartment 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.

4.75 out of 5 average rating, 4 reviews

A well-maintained two-story house is framed by lush green foliage and a clear blue sky. The property features manicured lawns and hedges, with a winding driveway leading to the entrance. Solar panels are visible on the roof, showcasing modern sustainability.

Home in Nesconset

Tranquility Getaway Long Island Best Vaca-Suite!

Enjoy a stylish experience at this centrally-located home in Long Island where you will experience the best vacation stay! Your stay will be the entire suite located on one side of the property with your own main side entrance and outdoor sitting area, which is beautifully decorated with 4 seating table with a fire pit & an umbrella. There’s also a short staircase leading downwards to your main door. Even though this suite is apart of an house, you’ll have your entire area privacy to yourself!

5 out of 5 average rating, 16 reviews

A studio apartment is presented, featuring a spacious bed, a small kitchenette, and a comfortable seating area. Natural light enters through a window, while a door leads to the outside. The flooring includes a mix of carpet and hardwood, creating a cozy ambiance.

Apartment in Ronkonkoma

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!

4.99 out of 5 average rating, 109 reviews

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

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.

4.68 out of 5 average rating, 362 reviews

The living room features high ceilings and natural light streaming through the double French doors, which lead to an outdoor view. Two comfortable leather sofas are arranged around a glass coffee table atop a vibrant area rug, offering a welcoming space for relaxation.

Apartment in Centereach

Modern style Spacious Getaway

This apartment offers a living room, dining area, bathroom, and a bedroom. The apartment is very spacious so you will never feel cramped and is stylish giving it a unique, creative vibe. The apartment is attached to the side of a house with the owners living on one side. The apartment is partitioned from the main house making it private. There is potential for noise sometimes. There are no hidden fees. Construction onsite currently and guests may experience some noise.

4.83 out of 5 average rating, 233 reviews

A vibrant blue exterior is complemented by a bright yellow door, welcoming guests to the house. A stone pathway leads to the entrance, bordered by well-maintained greenery and flower beds, while trees provide a natural backdrop for privacy.

Cabin in Commack

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! High end air mattress available if a 3rd bed is needed!

Guest suite in Stony Brook

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.

4.8 out of 5 average rating, 650 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.)

Apartment in Lake Ronkonkoma

The studio suite features a cozy sleeping area with a spacious bed dressed in brown and white linens. A dark sofa is positioned opposite a kitchenette with wooden cabinets. Natural light enters through multiple windows, and a decorative rug adds warmth to the wooden floor.

5 out of 5 average rating, 30 reviews

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!

Guest suite in Lake Ronkonkoma

An open concept living area features cathedral ceilings with wooden beams, providing a spacious ambiance. A comfortable seating arrangement is positioned towards a wall-mounted television, with natural light filtering through curtains. A dining table is visible alongside a well-furnished sideboard.

4.99 out of 5 average rating, 277 reviews

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!

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Other great vacation rentals in Smithtown

Private room in Brentwood

An outdoor dining set features a round white table surrounded by four chairs. A colorful umbrella provides shade, while a white fence and blue sky are visible in the background. The space offers a pleasant area for relaxation or dining.

4.89 out of 5 average rating, 214 reviews

Cozy/ Private Studio near Community College

4.86 out of 5 average rating, 57 reviews

A spacious room features a full-sized bed with a neatly arranged comforter. A wicker basket with rolled towels sits at the foot of the bed. A cozy seating area includes a sofa and a chair, complemented by a work station with a desk, chair, and television.

Private room in Holbrook

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

Private room in East Northport

A two-story house is presented with a combination of white siding and brick detailing. Lush green grass surrounds the property, with colorful flower beds and shrubs enhancing the entrance. A paved driveway leads to the house, offering ample parking space.

4.92 out of 5 average rating, 53 reviews

Private Large Cozy Queen size bedroom.

Private room in Lake Ronkonkoma

A bright bedroom features a low queen bed adorned with a decorative blue coverlet. Two bedside lamps provide soft lighting, while a pair of red patterned pillows adds a pop of color. Natural light streams in through a large window, highlighting the room's cozy atmosphere.

4.95 out of 5 average rating, 100 reviews

A cozy & unique 1 - Bedroom in a residential home

Private room in Central Islip

4.96 out of 5 average rating, 23 reviews

Inspired“barn style Hotel suite”

Private room in Ronkonkoma

5 out of 5 average rating, 14 reviews

Home sweet home

5 out of 5 average rating, 21 reviews

Private room in Commack

Lovely Escape, home away from home