Holiday houses in Hauppauge

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Top-rated holiday rentals in Hauppauge

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Guest favourite
Guest suite in Nesconset
4.88 out of 5 average rating, 17 reviews

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‼️

Top Guest favourite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Apartment in Central Islip
4.97 out of 5 average rating, 132 reviews

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.

Guest favourite
A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.
Home in Patchogue
4.93 out of 5 average rating, 144 reviews

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Top Guest favourite
Guesthouse in Islip Terrace
4.99 out of 5 average rating, 132 reviews

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!

Guest favourite
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
4.84 out of 5 average rating, 251 reviews

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.

Guest favourite
Apartment in Central Islip
4.86 out of 5 average rating, 72 reviews

Cozy apartment with private entrance

Cozy apartment for single or couple in the heart of Long Island. This new listing is located on the first floor of a 2 story house with its own entrance. As you walking you are greeted with a nice living room with a pull sofa, a dining table a well equipped kitchen and a nice size bathroom. The bedroom has a queen size with comfortable bed set for a wonderful night.

Top Guest favourite
Guest suite in Ronkonkoma
4.95 out of 5 average rating, 153 reviews

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.

Guest favourite
A cozy living room is presented, featuring a large television mounted above a fireplace. A comfortable reclining chair faces a decorative area rug, surrounded by plants and framed photos on the wall. Soft lighting accentuates the neutral color scheme.
Apartment in Islip Terrace
4.87 out of 5 average rating, 151 reviews

Large 1 bedroom apartment

Relax with the whole family at this peaceful place to stay. This is a one bedroom apartment which includes a kitchen, bathroom w/ tub, living room, refrigerator, stove, oven, large bedroom w/ closet. There is a closet in the living room available as well. Sofá bed queen size in the living room.

Top Guest favourite
A spacious sectional sofa is arranged with decorative pillows, offering a comfortable seating area. A wooden trunk serves as a coffee table, complemented by a small potted plant. Natural light filters through vertical blinds, while a framed artwork adds a touch of character to the wall.
Private room in Smithtown
4.94 out of 5 average rating, 215 reviews

Cozy Studio near LIRR & 5 miles from Stony Brook U

Clean, cozy studio with Private bath and Shower. Includes full size bed, large screen tv. Refrigerator, Microwave, Kuerig Coffee machine, Iron/board, Hairdryer (there is no kitchen in this space.) and Wifi. This is a one room suite with a shared hall leading to private bath located in my home.

Top Guest favourite
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.
Guest suite in Centereach
4.99 out of 5 average rating, 298 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!

Top Guest favourite
The bedroom features a queen bed with a colorful marine-themed bedding set. Light blue walls complement the natural wood flooring. Two windows allow ample natural light, with blinds for privacy. Decorative elements include beach-themed art, a nightstand, and a dresser.
Apartment in Northport
4.99 out of 5 average rating, 156 reviews

Amazing one bdrm flat at the beach!

Located on a quiet secluded private road on the north shore of Long Island, the walk to the beach is less than 5 minutes. Full bath, full kitchen, living room and bedroom with sitting area and walk in closet are at your disposal. Clean, bright and inviting!

Guest favourite
A stylish living area features a comfortable gray sofa and a sleek table with two stools. A TV is situated on a minimalistic stand, complemented by a work desk and chair near the door. Light enters through two windows with blinds, enhancing the calm ambiance.
Apartment in Brentwood
4.9 out of 5 average rating, 320 reviews

Eco-friendly Private Apartment

We have created another quaint space where you can kick back and relax in this calm, stylish space. This one bedroom apartment has its own entrance, kitchen, bathroom, queen size bed, work area and it’s self check-in. All the amenities of a Super host.

Popular amenities for Hauppauge holiday rentals

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