Vacation rentals in Woodbury

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Top-rated vacation rentals in Woodbury

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Top guest favorite

Home in Cold Spring Harbor

4.99 out of 5 average rating, 103 reviews

Captain’s Cottage Water Views -3 Bdrm

Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Top guest favorite

Apartment in Huntington

4.96 out of 5 average rating, 293 reviews

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!

Superhost

Home in Huntington

4.85 out of 5 average rating, 295 reviews

Nautical Farm House on Working Farm with Animals

Completely renovated nautically inspired 3 bedroom home on working farm, complete with wood burning fire place and piano. Lux kitchen features stainless steel appliances, Sub-zero refrigerator, and marble counters Private, fenced backyard with BBQ. Farm has goats, pigs, chickens, bee hives, ducks, and on-site cafe and bakery. Close to Huntington village, bike trails nature walks, restaurants, parks, and the beach. Fast wi-fi, laundry access and pet friendly. New beds and baby grand piano.

Top guest favorite

Guest suite in Bayville

4.92 out of 5 average rating, 536 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Top guest favorite

Guest suite in Huntington Station

4.9 out of 5 average rating, 113 reviews

Spacious Huntington Suite- Private and Central

The guest suite is private, spacious and will accommodate those looking to spend time in the area . The guest suite is attached to the main house by locked French doors . There are no shared spaces . You’ll love my place because it is close to public transportation (LIRR- HUNTINGTON STATION) as well as the Paramount Theater ,Huntington Village and all Huntington has to offer. Those in town for weddings and events in the Woodbury/Syosset area will find this is a great place to tip off from .

Guest favorite

Home in Commack

4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Top guest favorite

Cottage in Weston

4.97 out of 5 average rating, 143 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Guest favorite

Apartment in Bethpage

4.93 out of 5 average rating, 296 reviews

Comfy studio in Bethpage

This upstairs studio is in the heart of Long Island. You will find towels, sheets, a full kitchen with dishes and cutlery. The refrigerator unit has a full sized freezer and fridge. The oven is electric and full sized as well. There is a desk area with Wi-Fi. I have Verizon service. It also has a Vizio smart TV. There is free street parking. Quiet hours are from 10pm until 7am. Loud footsteps and television, running, jumping and conversations disturb my guests below.

Superhost

Home in Amityville

4.83 out of 5 average rating, 250 reviews

Beautiful Long Island Studio-No Cleaning Fee

Whether you want go to the beach,shopping,or head to New York City for a broadway show, this is the perfect place. Our home is conveniently located in Amityville, NY. We are less than 10 mins away by car from Jones Beach, where you can enjoy a concert, or simply soak in the sun and enjoy the waves. We are close to Route 110, where you will find plenty of restaurants, bars and local shops. We are less than 5 mins by car to the mall and/or the train to New York City.

Superhost

Apartment in Huntington Station

4.92 out of 5 average rating, 189 reviews

Lovely brand new apt 2 min away from train station

Have a fun getaway at this stylish beautiful place. In a brand new home, super fast wifi for remote work for business travelers or family. Walking distance from train station and 5 minutes away from Huntington Historic Village or take a 45 min train ride to NYC. Enjoy all the local restaurants, shops, bars and Paramount theater. Do you want to take a flight around NYC on a private plane? Ask host for more details. Central AC/Heat 1GB wifi speed

Guest favorite

Guest suite in Levittown

4.92 out of 5 average rating, 175 reviews

Beautiful Private Studio on LI, easy access to NYC

Close to everything yet very peaceful and relaxing, surrounded by nature. Ideally located in central Nassau with easy access to NYC, the Hamptons and famous Long Island beaches – it’s a perfect base from which to explore the best NY has to offer. For business travelers and medical residents, the apartment is close to all major airports, hospitals (NUMC, Winthrop, Northwell), universities and corporate offices throughout Nassau County.

Superhost

Apartment in Huntington Station

4.84 out of 5 average rating, 116 reviews

The Little Space on Buffet Place

It's a cozy place in which to stay for a work trip or a getaway. The space is accessible via a private entrance. The kitchen is equipped for most cooking needs and the TV has a Roku and an Xbox 360. Guests can use the patio where there is a bench swing, fire pit, and table and chairs for a meal outdoors. The owners live in the house above with their toddlers. You will hear footsteps of the people above and the toddlers playing.