Vacation rentals in Halesite

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Top-rated vacation rentals in Halesite

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

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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, 351 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
Home in Huntington
5 out of 5 average rating, 25 reviews

Charming House Near Village and Park in Huntington

This charming restored historic house in Huntington Village offers 3 bedrooms with 2 queen, 1 full sized beds, a fully equipped kitchen, comfortable living areas, including a home office. Fresh linens, towels, and toiletries are provided. There are bathrooms both upstairs and downstairs, and guests can enjoy a beautifully landscaped grounds including a private backyard, stone fireplace, multiple patios, outdoor dining table and chairs, loungers, lawn games, golf green with clubs and balls .

Guest favorite
Home in Centerport
4.95 out of 5 average rating, 179 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.

Top guest favorite
A spacious outdoor deck features a wooden dining table surrounded by six woven chairs, with cushions for added comfort. The serene harbor view is visible in the background, framed by lush greenery and distant houses.
Home in Centerport
5 out of 5 average rating, 33 reviews

Charming waterview house

Major interior renovation 4/2025! 🏆🥳. The beauty of this lovely home is the water view. There is a brand new deck overlooking a quaint harbor and the Long Island sound. Bbq’s and sunset cocktails nightly! There is a quaint ‘modern yet nautical’ feel with walking access to a private beach. The Waters Edge Catering Hall is down the road and there are many great restaurants in the area. Central air conditioning recently installed so it’s always a “cool” place to stay in summer

Guest favorite
Home in Huntington
5 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, beaches, and local attractions. Whether you’re visiting for a weekend, work trip, or extended stay, the North Suite offers a clean, private, and convenient home base for your time in Huntington.

Guest favorite
A charming white house is nestled among lush greenery, with a white picket fence framing the front yard. A neatly arranged bed of vibrant red flowers is visible in the foreground, alongside a parked white vehicle.
Home in Centerport
4.9 out of 5 average rating, 21 reviews

Charming Coastal Centerport Home

Welcome to Your Chic Coastal Retreat in Centerport Located just around the corner from some of Long Island’s most popular wedding venues, including Water’s Edge, this beautifully appointed home is the perfect stay for couples, families, or friends. Whether you're attending a wedding, exploring the North Shore, or simply escaping for a peaceful getaway, you’ll love the location, comfort, and charm this home offers. permit number: PSTR-26-110

Guest favorite
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
4.83 out of 5 average rating, 244 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.

Guest favorite
The open kitchen features white cabinetry and modern appliances, complemented by a spacious countertop. A cozy living area includes a brown leather couch and an overhanging chandelier. A library ladder provides access to the small loft, while natural light filters through the windows.
Cabin in Cold Spring Harbor
4.86 out of 5 average rating, 298 reviews

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.

Guest favorite
A serene backyard scene features a sparkling pool adjacent to a stone patio. Colorful chairs surround a fire pit, framed by lush greenery and blooming flowers. The tranquil pond adds to the peaceful atmosphere, creating a relaxing outdoor space for guests.
Tiny home in Halesite
4.97 out of 5 average rating, 32 reviews

Cozy Cottage

The house offers a sense of serenity and a peaceful quiet atmosphere. It's the perfect home away from home and the ideal place to relax and unwind. It sits in the back of the main house in a spectacular backyard. The house is located in the beautiful town of Huntington and is 5 minutes from the village, which has a wide range of offerings for everyone to enjoy.

Top guest favorite
Home in South Farmingdale
5 out of 5 average rating, 28 reviews

One-Bedroom Modern and Luxurious Retreat

One bedroom, one bathroom guest house in Farmingdale. Welcome to “The J’s”, a new construction designed for guests who appreciate modern style, warm comfort, and a touch of luxury. Perfect for getaways, business travelers, extended stays, or special occasions, The J’s offers a private, quiet retreat with all the comforts of home.

Guest favorite
A modern studio space features a large white bed with a tufted headboard, complemented by dark cabinetry and wood flooring. A comfortable seating area and a stylish coffee table are visible, alongside shelves displaying books and decorative items. Natural light enters through large windows.
Guest suite in Huntington Station
4.97 out of 5 average rating, 373 reviews

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Welcome to the perfect private space to unwind. This modern studio is fully equipped with all of the conveniences you’ll need for a great stay - plus little touches that make it feel special. The Secret Hideaway is a comfortable retreat where you can recharge your batteries and plan your exciting Long Island adventures.

Popular amenities for Halesite vacation rentals