Waterfront vacation rentals in Freeport

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Top-rated waterfront accommodations in Freeport

Guests agree: these waterfront accommodations 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, 132 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
The exterior of a historic three-story building is visible, featuring a red brick façade adorned with lush green planters and vibrant flowers. Large windows allow natural light to enter. A welcoming entryway with a green door and potted plants enhances the inviting ambiance.
Loft in Getty Square
4.94 out of 5 average rating, 365 reviews

Blacksmith Bldg Guesthouse Upscale in downtown.

The Blacksmith Building built 1891, Upscale guesthouse since 2015. Enjoy peaceful evenings on this street, second-floor walk-up in the heart of downtown Yonkers. 100 meters away from the Metro North - Hudson River line. Just 30 minutes south to NYC or head north to explore the Hudson River towns, and majestic Hudson Valley. Entire 1000 sq. ft. live/work loft w/ 1 bedroom, 1 bath, sunroom and high-end kitchen. 1 queen + 2 twin beds. Walk to all, including renowned restaurants, museums, & river.

Guest favourite
A spacious living area is highlighted by a large sectional sofa and a television mounted on the wall. Natural light filters through the two windows, illuminating the light tile flooring and a stylish area rug. A doorway leads to another room.
Guest suite in Baldwin Harbor
4.84 out of 5 average rating, 86 reviews

Waterfront 1 Bed 1 Bath Private Apt - Private Ent

Kick back and relax in this calm, stylish space. PRIVATE ENTRANCE PRIVATE APARTMENT Located near the Creek in the prime Baldwin Harbour area of Long Island. Newly renovated apartment. This is the first floor of the house, entrance located at the side of the through the side yard. - Large 1 BED/ BATH - King Sized Bed - Private Apartment - Lovely Kitchen - Eating area - 4 Plates + - 4 Bowls + - Eating utensils - 55” HDTV with Amazon Prime Video + Laundry mat less than half a mile away

Top guest favourite
A spacious bedroom is presented with bold blue walls, complemented by a sleek wooden bed featuring a cozy bedding set. A skylight invites natural light, and a mirror reflects a minimalist dresser. A wooden clothing rack and a work desk enhance the room's functionality.
Guest suite in DUMBO
4.9 out of 5 average rating, 440 reviews

2 BR Private Guest Suite in Brooklyn Bridge Loft

Best location in the heart of Brooklyn's top travel attraction. Gorgeous 2BR GUEST SUITE in large loft home of long-time DUMBO resident. Super private. Dedicated private bathroom and second entry for your exclusive use. 1 subway stop to Manhattan. "Most photographable neighborhood in America" (NYTimes). Next to Brooklyn Bridge Park, most famous sunset view in NY. Chic design decor. Big sunny rooms w/skylights. Comfortable memory foam beds, rain shower. Guests w/good reviews only. 2 guests max.

Superhost
Home in Mamaroneck
4.9 out of 5 average rating, 106 reviews

Entire 2nd floor House: yard, parking, train NYC.

Entire 2nd floor of our house with private entrance. Enjoy this cozy and very newly renovated 2 + bedroom, couch'TV, WIFI, free street or back yard parking. The train is literally 2 blocks away ,Metro North, quick way to NYC to avoid parking. A few blocks from downtown Mamaroneck with dozen of restaurants and the harbor/beach under a 10 minute walk. With a washer & Dryer, Full kitchen, table and chairs, folding couch and love seat. You'll have a great time at this comfortable place to stay.

Guest favourite
A charming red cottage is set among lush greenery, showcasing a manicured lawn leading to the porch. The house features a rustic stone chimney and a welcoming front porch adorned with white railings. Nearby, a small structure complements the main home with a rounded window.
Home in Port Jefferson
4.81 out of 5 average rating, 381 reviews

The Hilltop Harborview

Guests will immediately walk past spacious hot tub into a comfortable sunroom where you’ll watch the most colorful, water view sunsets Long Island has to offer! This one of a kind offers a sprawling layout that has 3 queen size bedrooms and 1 king . We can also provide an air mattress for an additional guest. There is a kitchen equipped with stove, oven, dishwasher and washer and dryer! This beautiful walking Village has so much to offer! We do allow dogs with prior notice with a $65/dog.

Top guest favourite
A modern living room is highlighted by a set of white sofas with tufted detailing, accented by blue cushions. A light fixture with a circular design illuminates the space, while sheer curtains frame the windows. A coffee table and two armchairs complement the room’s layout.
Apartment in Freeport
4.97 out of 5 average rating, 138 reviews

Quiet Waterfront Entire Apartment

Nestled in South Freeport, this 1 Br apt brings it all within your reach. Whether you are hoping to relax/work while drinking coffee on the patio or living room over looking the water, this is a very quiet and relaxing place to be. 5 minutes from the famous Nautical Mile where you can enjoy different restaurants, boat rides and other activities, minutes away from Southern State and Meadowbrook Pkwy, 15 minutes away from Jones Beach. Near different universities. AC in bedroom as well

Guest favourite
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, 169 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 favourite
A cozy bedroom features an antique brass bed with soft bedding adjacent to a wall of bookshelves filled with various literature. A decorative mirror reflects the room's warm light, while a vintage-style fireplace complements the eclectic decor. A colorful area rug enriches the floor space.
Guest suite in Washington Heights
4.94 out of 5 average rating, 157 reviews

Elegant Uptown Historic District Garden Suite

Your pied-à-terre on Sugar Hill in the Jumel Terrace Historic District. Formerly a rare bookshop, the garden suite resounds with Harlem Heights' history from the Founding Fathers thru the Founding Brothers to our vibrant now. Think privacy, quiet, autonomy and a garden in bloom. Short walk, one subway stop, to NY/Columbia-Presbyterian. This is a two family house. Fully compliant with NYC short term rental laws. Hosts discretely present during your stay.

Superhost
The living area features a sleek black media console beneath a mounted flat-screen TV displaying a serene outdoor scene. A cozy black rug adds texture to the space, while a modern decorative ladder is positioned against the wall, contributing to the stylish decor.
Apartment in Edgewater
4.91 out of 5 average rating, 125 reviews

Contemporary Luxury Loft! Apt-20 Min to NYC

Monthly stays! One of A kind luxurious riverfront apartment with NYC views. Seconds away from NYC transportation via ferry and bus! This apartment features beautiful high end finishes, high ceilings, plenty of natural light and more. Prime location where you are greeted with nearby activities such as; spa's, restaurants, nail salons, shopping centers, food markets, etc. If you appreciate detail then look no further this is the place for you.

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
4.84 out of 5 average rating, 223 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
A shaded rooftop terrace offers stunning ocean views with a comfortable hammock and a small table set for relaxation. A soothing coastal ambiance is created by the sound of waves and the sight of sandy shores extending into the distance.
Townhouse in Arverne
4.94 out of 5 average rating, 163 reviews

Incredible Beach House -Spectacular Ocean View!

We do have short-term rent permit from the OSE. Perfect house if you are looking to get away from the city for a few weeks, you are visiting NYC but don't want to stay in the urban chaos, or just want to treat yourself with a perfect vacation. This newly-renovated beach house IS THE NUMBER ONE LOCATION and most luxurious house in the community. RIGHT BEFORE THE WATER WITH THE MILLION DOLLAR VIEW!

Popular amenities for Freeport waterfront rentals

Quick stats about waterfront rentals in Freeport

  • Total vacation rentals

    Explore 10 vacation rentals in Freeport

  • Nightly prices starting at

    Freeport vacation rentals start at $123 CAD per night before taxes and fees

  • Verified guest reviews

    Over 720 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Freeport vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Freeport rentals

  • 4.8 Average rating

    Freeport stays are highly rated by guests—averaging 4.8 out of 5!

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