Waterfront vacation rentals in Fire Island

4.88 out of 5 average rating, 112 reviews

Home in The Hamptons

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

4.97 out of 5 average rating, 609 reviews

An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.

Apartment in Milford

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

4.89 out of 5 average rating, 178 reviews

A riverfront deck is furnished with two lounge chairs and a glass table, surrounded by lush greenery and trees. The view overlooks a calm stretch of the Patchogue River, creating a serene environment for relaxation and enjoyment of nature.

Cottage in Westbrook

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

4.85 out of 5 average rating, 185 reviews

A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.

Cabin in Shirley

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

4.86 out of 5 average rating, 125 reviews

A cozy studio features a comfortable bed adorned with floral bedding and soft pillows. A modern chair and side table complement the space. Light is provided by a bedside lamp, and the room is accented with turquoise curtains and a decorative mirror on the wall.

Apartment in Freeport

Eleg B&B Stu Apt steps frm Nautical Mile

-Pvt Studio -Special Occassion Decor -Bkfst: pcakes, waffles, Jimmy Dean -Mr. Cool A/C & Ht Pmp -Fireplace -Recliner/pull-out bed, -Bkfst bar, -Kitchenette -Kurig Mach -Elec Kettle -Mwave -Refrige -Toaster -Jet Blndr -Iron, Iron Bd, hangers, (Hallway closet) -Hair Dryer (Hlwy clst) -WiFi -Wht Noise Mach -PS4, Fire Stick, -Ergo Chr, Dsk, Mse, Mntr, Keybrd -50 Inch smt tv, -Bosch hot water, -5 min walk to Nautical Mile <40min train to Mhttn/JFK -Jones bch -Wstbry Mall -UBS Stadm -Eshr Pk

4.98 out of 5 average rating, 167 reviews

A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.

Cottage in North Fork

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

4.96 out of 5 average rating, 482 reviews

A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.

Apartment in Ossining

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

4.97 out of 5 average rating, 188 reviews

A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

4.99 out of 5 average rating, 107 reviews

An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.

Cottage in Guilford

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

4.98 out of 5 average rating, 120 reviews

The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.

Guesthouse in Waccabuc

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

4.96 out of 5 average rating, 120 reviews

A two-story oceanfront home features a light gray exterior with large windows and a turquoise front door. A spacious ground level is accessible via white railings, leading to an outdoor sitting area. The serene beach and water views are visible in the background.

Home in Milford

Oceanfront Retreat with Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Guest suite in Washington Heights

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.

4.93 out of 5 average rating, 153 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.

Popular amenities for Fire Island waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Rockaway Beach

A bright living space features a comfortable orange sofa, a sleek coffee table, and a flat-screen television. Decorative artwork adorns the walls, complemented by a dining area with a wooden table and chairs. A Christmas tree adds a festive touch to the corner.

4.81 out of 5 average rating, 288 reviews

Beachfront apartment with ocean view and huge deck

4.94 out of 5 average rating, 314 reviews

A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.

Apartment in Stonington

Mystical Ocean View in Historic Stonington Borough

4.91 out of 5 average rating, 128 reviews

An open studio apartment showcases a combination of exposed brick walls and natural wood flooring. A cozy seating area includes a contemporary chair and a circular chair in the corner. A fireplace is situated beside a queen-size bed, with a small dining table set nearby.

Apartment in Long Branch

Private Waterfront near Ocean Beaches

Apartment in North Bergen

The living room features a modern design with a gray couch and patterned area rug. Two armchairs and matching poufs are arranged around a central coffee table. Floor-to-ceiling windows provide ample natural light, showcasing views of the outside while a mounted TV adds to the entertainment options.

4.98 out of 5 average rating, 102 reviews

Easy NYC Commute|Garage Parking|Spacious Living!

4.93 out of 5 average rating, 115 reviews

A spacious living area features a comfortable sectional sofa facing a sleek coffee table. Natural light floods in through large windows, highlighting the polished wood floor. A modern kitchen with bar stools is visible in the background, creating an inviting open layout.

Apartment in Stonington

Stevedore Landing-#3 · walk Mystic-Train/EV Lvl-2

4.98 out of 5 average rating, 132 reviews

Apartment in Milford

The Pond Mill Retreat w/ 2 Bdrms & Pool

Apartment in Fair Haven Heights

Two Adirondack chairs are positioned by the water's edge, reflecting soft lights from distant boats on a calm evening. The still water mirrors the warm glow, creating a tranquil atmosphere. Nearby, a small fire pit adds warmth to the outdoor space, surrounded by lush greenery.

4.88 out of 5 average rating, 488 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Apartment in East Elmhurst

A contemporary living area is highlighted by rich purple sofas arranged around a central coffee table. A patterned area rug adds texture, while modern artwork adorns the walls. Natural light fills the space, with a smart TV visible in the background.

4.89 out of 5 average rating, 175 reviews

Modern 3 Bed 2 Bath Home With Parking | 2 min LGA

Waterfront house rentals

4.93 out of 5 average rating, 136 reviews

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

Joyful Beach House, viewing The Great South Bay

4.93 out of 5 average rating, 116 reviews

A wide view of a sandy beachfront stretches along the coastline, bordered by calm blue waters under a clear sky. Lush greenery can be seen in the distance, suggesting a nearby park or recreation area. Several individuals are spaced along the shore enjoying the beach.

Home in Waterford

Salty Breeze - Waterfront Cottage on the Cove

4.92 out of 5 average rating, 152 reviews

A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.

Home in North Fork

Modern Farmhouse Steps to Beach & Love Lane

5 out of 5 average rating, 41 reviews

Home in Mastic

Beautiful Home & Near the Hamptons

4.99 out of 5 average rating, 158 reviews

A heated pool is surrounded by a stone deck, featuring several black lounge chairs positioned under black umbrellas. Lush greenery is visible in the background, providing a serene, natural setting.

Home in Putnam Valley

*Large Pool* Garrison Ultra Modern 5B hottub sauna

4.98 out of 5 average rating, 135 reviews

A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.

Home in Milford

3 Bedroom Beach House with Hot Tub!

4.92 out of 5 average rating, 52 reviews

Home in Shirley

*Waterfront Designer Retreat* | Fire Pit & Sunsets

4.99 out of 5 average rating, 69 reviews

A vibrant sunset fills the sky with shades of pink, purple, and orange over the calm waterfront. Silhouettes of trees and nearby boats create a serene backdrop against the colorful horizon, complementing the tranquil scene by the dock.

Home in Bay Shore

Bay Shore Boat House

Waterfront condo rentals

A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.

4.87 out of 5 average rating, 127 reviews

Beautiful condo on Long Islands Northfork

A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.

4.85 out of 5 average rating, 158 reviews

2 BR Waterfront Autumn Escape in Wine Country

5 out of 5 average rating, 242 reviews

Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.

Condo in The Hamptons

Montauk Waterfront Condo w/ Sunset Views

4.9 out of 5 average rating, 10 reviews

A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.

Condo in The Hamptons

Endless Summer Studio Condo w Balcony Bayview

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

4.9 out of 5 average rating, 172 reviews

Beautiful Waterview Condo on the North Fork of LI

5 out of 5 average rating, 9 reviews

A serene sunset illuminates the horizon over calm waters, with soft golden reflections stretching across the surface. The sky displays subtle gradients of orange and blue, creating a tranquil atmosphere as the day transitions to night.

Condo in The Hamptons

Beautiful Waterfront Condo in Montauk!

A spacious sleeping area features a tufted white bed with dark bedding, complemented by two decorative pillows. A tall, framed mirror stands beside a clear side table. The wall behind is adorned with a patterned wallpaper, and warm wooden flooring adds to the inviting space.

Condo in Yonkers

Hudson Valley Cottage Apartment

Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.