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Holiday rentals in Woodbury

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Top-rated holiday rentals in Woodbury

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A serene waterfront scene captures several boats anchored in calm waters, with a backdrop of trees showcasing autumn foliage. Vintage and modern homes are visible along the shore, creating a picturesque town ambiance along the shoreline.
Home in Cold Spring Harbor
4.98 out of 5 average rating, 142 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 favourite
Flat in Huntington
4.96 out of 5 average rating, 336 reviews

Historic Huntington Village Private Retreat

65 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!

Top guest favourite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 621 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...

Guest favourite
Home in Huntington
5 out of 5 average rating, 25 reviews

Private Huntington Suite | Near Village & Beach

Welcome to the North Suite — a private guest suite in Huntington designed for comfort, convenience, and extended stays. Enjoy self check-in, fast Wi-Fi, hotel-quality bedding, a private entrance, and a cozy space to relax after a day out. Located just minutes from Huntington Village, restaurants, shops, beaches, and major highways, this suite is ideal for couples, professionals, travel nurses, insurance stays, and longer visits. Quiet, clean, and thoughtfully designed for a comfortable stay.

Superhost
Home in Huntington
4.83 out of 5 average rating, 47 reviews

Artist Den!

Great artist den to muse inspiration. Full kitchenette including a Keurig machine. Wonderful get away for solo traveler, couples or a family. Bedroom has a queen sized bed and comes with a full bathroom (Bath tub and shower). Fast WiFi connection. Perfect location for guests attending events at Oheka Castle, The Fox Hollow, Crest Hollow Country Club, The Royal Palm, The Mansion at Oyster Bay, Chateau @ Coindre Hall, Cold Spring Country Club Den is just a 20 minutes drive to Jones Beach

Superhost
A charming home is framed by well-manicured greenery, featuring a welcoming pathway leading to the entrance. The front yard is complemented by trimmed hedges and tall trees, while an American flag adds a touch of brightness against the clear blue sky.
Home in Cold Spring Harbor
4.86 out of 5 average rating, 309 reviews

Nautical Farm House on Working Farm with Animals

Completely renovated 3 bedroom home on working farm with 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. Bedrooms have black out curtains.

Guest favourite
Large glass doors provide a view of the bay at sunset, filling the interior with warm light. A dining table is visible on the deck, surrounded by chairs, with hints of lush greenery framing the tranquil waters beyond.
Home in Centerport
4.95 out of 5 average rating, 171 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Guest favourite
Home in Amityville
4.83 out of 5 average rating, 327 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.

Top guest favourite
Guest suite in Levittown
4.94 out of 5 average rating, 220 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.

Guest favourite
Flat in Huntington Station
4.86 out of 5 average rating, 161 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.

Superhost
A wooden dock extends into the water, lined with boats gently bobbing on the surface. Lush green hills rise in the background, while a clear blue sky with scattered clouds frames the scene. People are gathered along the dock, enjoying the views.
Flat in Northport
4.83 out of 5 average rating, 235 reviews

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.

Top guest favourite
The kitchen features a spacious layout with white cabinetry and stainless-steel appliances, including a refrigerator and a stove. A central island provides additional workspace and seating. Soft lighting from a modern chandelier brightens the area, complemented by warm wood flooring.
Home in Amityville
4.97 out of 5 average rating, 215 reviews

57 Commerce

Only one hour ride to Manhattan. This comfortable new house is equipped with all the amenities to ensure your stay away from home is just as cozy. It's conveniently located, just a 5-minute drive to the LIRR at Copiague station, offering a one-hour train journey to New York City. Plus, there are numerous restaurants, bars, and stores in close proximity for your convenience and enjoyment.

Popular amenities for Woodbury holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Nassau County
  5. Woodbury