Holiday houses 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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Top Guest favourite

Home in Melville

4.95 out of 5 average rating, 21 reviews

Your Family-Friendly Getaway! Vibrant & Relaxing!

Welcome to your home-away-from-home in Melville — a bright, comfortable home ideally located for business travelers, families, and weekend explorers. Enjoy quick access to Long Island’s best dining, shopping, and attractions. Prime location: Just off the Long Island Expressway and near the Northern State Parkway, you’re minutes from corporate hubs in Melville and services in nearby Plainview and Huntington — ideal for business trips and meetings. Easy airport access: Convenient drive to MacArthur Airport (Islip) and about an hour to JFK/LaGuardia for regional and international travelers. Event space available in close proximity to the home - please inquire for more information! Shopping & dining: Close to Walt Whitman Shops and Tanger Outlets for major retail, plus a wide range of restaurants and cafés in Melville, Huntington, and nearby Dix Hills. Parks & recreation: Enjoy nearby Heckscher Park, Caumsett State Historic Park, and local nature preserves for walking, biking, and picnics. Great beaches on the North Shore and the South Shore’s bays are an easy drive. Family-friendly: Attractions like the Long Island Children’s Museum, Adventureland, and Huntington’s waterfront are within reach for family outings. Commuter-friendly: Close to major transit routes and LIRR stations for easy access to Manhattan and other Long Island destinations. Our home also features a Peloton , rollaway twin cot, packNplay, twin air mattress at your request. Things to Know: - Please note this is an animal free zone due to the property owner's severe pet allergies.

LocationFamilyNearby

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, 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.

ValueFamilyBathroom

Superhost

A spacious family room is showcased, featuring a fireplace and two seating areas with elegantly upholstered sofas and armchairs. A large area rug lies on wooden flooring beneath a coffee table. Natural light filters through window treatments, illuminating decorative elements and art pieces throughout the room.

Home in Huntington

4.89 out of 5 average rating, 88 reviews

Cheerful 3 bedroom home in historical district

You will be close to everything when you stay at this centrally-located home in the heart of Historical Huntington Village with over 40 restaurants to dine from, approx 10 minute walk into the village, an AMC movie theater, a 2 minute walk to the Cinema Arts Centre and the Northwell Huntington Hospital. Across the street from the Hecksher Park where concerts and festivals go on through the summer and fall . Also a 5 minute drive to the LIRR Huntington Station. Cold spring Harbor lab 5 mins away.

ValueFamilyOutdoor spaces

Top Guest favourite

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, 354 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!

FamilyLocationLayout

Superhost

The living area features two comfortable gray sofas arranged around a round coffee table with a decorative centerpiece. A large TV is mounted on the wall opposite, while natural light filters in through the window adorned with decorative plants.

Home in Huntington Station

4.91 out of 5 average rating, 278 reviews

THE OASIS @ LONG ISLAND

A true home away from home that sits right in the heart of Huntington NY with shops, cafes and entertainment all within 10 minutes in either direction and Manhattan just a 50 minute drive away. The house is immaculately presented and offers guests all the comforts of home including a stocked fridge filled with complimentary drinks and a fully stocked coffee bar. Watch the world go by out of the two large bay windows or watch the sunset from your own private balcony. Come and enjoy the Oasis.

ValueFamilyNearby

Guest favourite

The entrance features a covered porch with decorative railings, leading up to a set of stairs. Lush evergreen shrubs frame the steps, and large windows are visible on either side of the door, creating an inviting transition into the home.

Home in Northport

4.91 out of 5 average rating, 77 reviews

Porch overlooking the park.

Relax with the whole family at this peaceful place to stay. With a beautiful covered porch overlooking the village park and just steps from down town you have the quiet you want with access to all the amenities Northport has to offer at your fingertips. This 4 bedroom home is the perfect summer get away in one of the best village in Long Island. Shopping, dining, the theater, and art galleries all within a 5 minute walk. The park, playground, and harbor all viewable from the front porch.

LocationValueBackyard

Guest favourite

A cozy bedroom features a spacious bed covered with layered bedding, including patterned throws in navy and orange. A small nightstand is situated beside the bed, and a stylish bench is placed at the foot. Textured blue walls enhance the room's warm and inviting ambiance.

Guesthouse in Huntington Station

4.83 out of 5 average rating, 152 reviews

2 large bedrooms in cozy little neighborhood.

Very spacious -2 bdrms , sleeps 6 + crib on 2nd floor. Bath, Living rm and Snack area on the main floor. The guest suite is private, spacious and will accommodate those looking to spend time in the area . The suite is attached to the main house by locked French doors . There are no shared spaces .Close to public transportation (LIRR- HUNTINGTON STATION) ,Paramount Theater & Huntington Village . In town for weddings & events in Woodbury/ Syosset ? It's a great place to tip off from .

FamilyLocationCheck-in

Top Guest favourite

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, 70 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.

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Guest favourite

Home in Huntington

4.89 out of 5 average rating, 45 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!

FamilyLocationCheck-in

Guest favourite

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!

LocationFamilyOutdoor spaces

Guest favourite

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.

LocationFamilyNearby

Guest favourite

Home in Huntington

4.97 out of 5 average rating, 39 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

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