Vacation rentals in Woodbury

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Top-rated vacation rentals in Woodbury

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Guest favorite

An open-plan studio space features a spacious bed covered with a striped blanket, laundry appliances prominently located, and a modern kitchen equipped with high-end appliances. Bright lighting and decorative wall art add to the contemporary feel.

Guest suite in Cold Spring Harbor

4.93 out of 5 average rating, 120 reviews

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Located within a friendly, leafy neighborhood is this contemporary-styled studio with everything you could need for a relaxing stay just minutes from all the action. The studio features bright, open-plan living with a fully equipped kitchen, an inviting bedroom space with a comfortable beanbag chair and Smart TV, a modern bathroom and a dedicated workspace with free WiFi. Stay only minutes to hospitals, shopping malls, restaurants and Huntington Village with its chic bars and boutique shops.

Top guest favorite

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, 148 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

A studio space features a spacious bed dressed in neutral linens, complemented by contemporary furniture. A kitchenette with sleek dark cabinets is visible, along with a dining table and chairs. Soft lighting creates a warm ambiance, with modern decor enhancing the cozy layout.

Apartment in Huntington

4.97 out of 5 average rating, 352 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 a 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 favorite

The exterior view presents a charming entrance with a stone pathway leading to a white-railed staircase. Colorful flower arrangements, including roses and pink blooms, adorn the area, enhancing the inviting ambiance of the home surrounded by lush greenery.

Guest suite in Huntington

4.93 out of 5 average rating, 69 reviews

Spacious 2 bedroom, bathroom, eat in kitchen!

A beautiful, clean, quiet place where everyone will be comfortable!!! We welcome up to 4 people to this totally separate upstairs apartment with 2 bedrooms, eat in kitchen, living room and an outdoor deck. Close to the highways, 7 minute drive to Huntington Village, 3 minute drive to Oheka Castle. Located on the beautiful north shore of Long Island. You have free street parking. A/C, cable and internet. Please note the owners have a dog that lives downstairs with the rest of the family.

Guest favorite

Home in Huntington

4.89 out of 5 average rating, 44 reviews

Spacious Retreat w/Jacuzzis -1- Night Stay Welcome

* We are open for One Night Stays-please message for price$ Escape to this beautiful home on 3 private acres close to West Hills County Park. Enjoy the best of both worlds—serene outdoor adventures just minutes from the Walt Whitman Mall and top shopping spots. Designed for entertainment and family gatherings, this home boasts a stunning kitchen, luxurious bathrooms, and two relaxing hot tubs. Whatever your pleasure, this is the perfect getaway for nature lovers and city explorers alike!

Guest favorite

An open living space is depicted, featuring a brown sofa adorned with decorative pillows. A modern kitchenette is visible in the background, equipped with white cabinets and appliances. Natural light streams in, complemented by neutral wall colors and a blend of wooden flooring and tiled areas.

Home in Huntington

4.84 out of 5 average rating, 55 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 and Jones Beach Reach out for availability!

Guest favorite

A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.

Home in Cold Spring Harbor

4.86 out of 5 average rating, 313 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 favorite

A cozy seating area showcases a green velvet chair adorned with decorative cushions, positioned beside a small round table. Natural light filters through partially open blinds, illuminating the space. A decorative rug and artwork on the wall enhance the inviting atmosphere.

Guesthouse in Hicksville

4.89 out of 5 average rating, 114 reviews

modern guest house newly updated

Enjoy a stylish experience at this newly renovated, centrally-located private modern guest house/tiny home. This is a standalone unit with its own private access. Easy check in process. Really close to the Long Island rail Road within five minutes walking distance. very close to great restaurants, shops, and malls ect. Easy street parking right in front of the property And easy access to all major highways. Great Neighborhood and friendly community. Great place to come to unwind !

Guest favorite

Home in Huntington

5.0 out of 5 average rating, 37 reviews

Huntington 1BR Retreat | Near Village & Beach

Enjoy a private 1BR suite in Huntington, perfect for a relaxing getaway or longer stay. Unwind with a comfortable bedroom, inviting living space, fast WiFi, Smart TV, private entrance, and easy self check-in. Just minutes from Huntington Village, restaurants, shops, and beaches . Whether you’re visiting for a weekend, work trip, or extended stay, this place offers a clean, private, and convenient home base for your time in Huntington. This is a private unit in a multi family home

Guest favorite

An inviting waterfront deck is displayed, featuring two lounge chairs with striped fabric and a small table. A fire pit sits nearby, surrounded by a clear view of the bay, where sailboats are gently anchored. Lush greenery lines the horizon, enhancing the serene atmosphere.

Home in Centerport

4.95 out of 5 average rating, 180 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 favorite

An inviting studio space features a spacious bed adorned with decorative pillows and a light-colored quilt. A small ottoman is placed at the foot of the bed. A wooden dining table with four chairs is positioned nearby, illuminated by a contemporary pendant light.

Apartment in Levittown

4.91 out of 5 average rating, 360 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

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.

Apartment in Northport

4.82 out of 5 average rating, 245 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.