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Waterfront vacation rentals in Greenport West

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Greenport West

  • Total vacation rentals

    Explore 50 vacation rentals in Greenport West

  • Nightly prices starting at

    Greenport West vacation rentals start at ﺩ.ﺇ 1,102 per night before taxes and fees

  • Verified guest reviews

    Over 2,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Greenport West vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenport West rentals

  • 4.9 Average rating

    Greenport West stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated waterfront rentals in Greenport West

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

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Top guest favorite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in Niantic

Beachfront Paradise

Beautiful beachfront home available weekly in season third week of June through Labor Day) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

ViewBeachAccess

4.97 out of 5 average rating, 227 reviews
Top guest favorite
A spacious deck features multiple blue Adirondack chairs, all facing the tranquil waters of Long Island Sound. The horizon showcases a gentle gradient of pastel colors, signaling the transition from day to evening, while the calm water reflects the serene atmosphere.
Vacation home in Guilford

Spacious Oceanfront Getaway with Spectacular Views

Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

BeachViewLong stay

4.99 out of 5 average rating, 149 reviews
Top guest favorite
Home in Greenport

Bayview house with salt water pool & private chef

My bay view house is a little slice of paradise! Steps to Front and Main street its perfectly located to explore Greenports many restaurants and activities. With a fully enclosed and private backyard you and your guests will enjoy a heated salt water pool, brand new outdoor furniture, a fire pit, grill and plenty of shade. Inside I've updated furniture, have all new linens and the beds a super comfy. Celebrating something special? My private chef services are available at an additional cost.

ViewHeatingIndoor spaces

4.91 out of 5 average rating, 22 reviews
Guest favorite
A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.
Cottage in Milford

Cheerful 3 Bedroom Cottage with Fire Place

We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

BeachViewNearby

4.88 out of 5 average rating, 109 reviews
Guest favorite
A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.
Cottage in Westbrook

A Beach House Gem

Beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs,1/2 off the kitchen entrance outside key on the key chain The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1

BeachViewQuiet

4.91 out of 5 average rating, 113 reviews
Top guest favorite
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 Riverhead

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.

ViewBeachLocation

4.98 out of 5 average rating, 184 reviews
Top guest favorite
Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

ViewRiverComfort

4.99 out of 5 average rating, 113 reviews
Guest favorite
A spacious backyard is framed by mature trees, featuring a fire pit surrounded by white Adirondack chairs. A children’s playground with swing set is visible nearby, while the home, illuminated by warm lights, stands invitingly in the background.
Villa in Southampton

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

BeachViewBathroom

5.0 out of 5 average rating, 117 reviews
Top guest favorite
A welcoming view of Belle Vue Cottage features a well-kept lawn with a sign indicating its name. The cottage is framed by trees, with a driveway leading to it. A garage is visible in the background, contributing to the serene atmosphere of the neighborhood.
Cottage in Old Saybrook

Belle Vue Cottage

Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.

BeachViewGetting around

4.98 out of 5 average rating, 169 reviews
Guest favorite
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.

BeachViewHospitality

4.87 out of 5 average rating, 144 reviews
Guest favorite
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.
Condo in Greenport

Beautiful Waterview Condo on the North Fork of LI

Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. This location is minutes from town as well as wineries and centrally located to the ferry which can take you to Shelter Island and the South Fork. The resort is well maintained with a pool , BBQ grills and private beach access as well as ample parking for guests.

ViewBeachPool

4.9 out of 5 average rating, 200 reviews
Guest favorite
Home in Clinton

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

INSTANT BOOK: Sept '26 - End Sept '27 SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

BeachViewComfort

4.93 out of 5 average rating, 145 reviews

Popular amenities for Greenport West waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Top guest favorite
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.

BeachViewLong stay

4.97 out of 5 average rating, 651 reviews
Top guest favorite
A view of a tidal marsh is presented, showcasing shallow waters reflecting the clear blue sky. Lush green leaves from a nearby tree frame the scene, while distant structures can be seen along the water's edge, contributing to the tranquil atmosphere.
Apartment in East Haven

Coastal Relaxation Getaway

ViewBeachCondition

4.97 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Montauk

Fo’c’sle on Fort Pond in Montauk, New York

ViewBeachSleep quality

4.8 out of 5 average rating, 233 reviews
Superhost
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.
Apartment in New Haven

Fair Haven Heights Entire 1 Bedroom Apartment

ViewBeachParks

4.88 out of 5 average rating, 497 reviews
Guest favorite
Apartment in Flanders

Hamptons Waterfront Suite | Private Hot Tub

BeachViewAccuracy

4.94 out of 5 average rating, 105 reviews
Top guest favorite
Apartment in Milford

The Pond Mill Retreat w/ 2 Bdrms & Pool

ViewBeachValue

4.98 out of 5 average rating, 165 reviews
Guest favorite
A spacious bedroom is furnished with a large bed featuring a light-colored striped duvet. Soft blue walls complement the natural wood accents, while a chandelier adds elegance. A mounted television is visible, and sliding glass doors lead to a private balcony surrounded by trees.
Apartment in North Fork

Waterfront Greenport Getaway

BeachViewAmenities

4.89 out of 5 average rating, 28 reviews
Guest favorite
Apartment in Greenport

Greenport Condo with Stunning Views & Beach Access

BeachViewAccuracy

4.97 out of 5 average rating, 38 reviews

Waterfront house rentals

Guest favorite
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

BeachViewAccuracy

4.88 out of 5 average rating, 156 reviews
Top guest favorite
An aerial view captures the serene neighborhood, showcasing small homes interspersed with trees and greenery. The bay can be seen in the distance, along with the nearby beach access. The well-maintained grounds of the property highlight a clean, welcoming environment.
Home in Shirley

Waterview Beach House: 3 Kings + Putting Green

BeachViewLayout

4.94 out of 5 average rating, 208 reviews
Guest favorite
A comfortable living area features two light-colored sofas with decorative pillows, arranged around a central glass coffee table. A flat-screen TV is mounted on the wall, and large sliding doors provide scenic views of the outdoor greenery and natural surroundings.
Home in Springs

Ritz-East Hampton Cottage- 5 stars

ViewRiverOutdoor spaces

4.95 out of 5 average rating, 251 reviews
Guest favorite
A charming stone exterior is visible, featuring a private entrance with a sliding glass door. The path is made of stone, surrounded by a well-maintained lawn. In the background, sitting areas and greenery are discernible, enhancing a serene outdoor experience.
Home in Clinton

Amazing 2BR Riverfront Gem

RiverBeachLaundry

4.92 out of 5 average rating, 191 reviews
Top guest favorite
An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.
Home in Shirley

Luxurious Waterfront Beach House On The Bay

ViewBeachBreakfast

4.98 out of 5 average rating, 244 reviews
Guest favorite
Home in Montauk

Montauk Private Beach Bungalow

BeachViewGetting around

4.85 out of 5 average rating, 110 reviews
Guest favorite
A spacious balcony extends along the side of the house, offering unobstructed views of the shimmering water. Weathered wooden benches provide seating, while the gentle waves can be observed lapping against the shore in the distance.
Home in North Fork

North Fork Sound Front Home with Pool

BeachViewPool

4.87 out of 5 average rating, 46 reviews
Guest favorite
A stylish living area showcases a comfortable sofa and accent chairs arranged around a modern coffee table. Warm wood flooring complements the dark walls, and soft lighting is provided by a chandelier. Large windows are dressed with elegant drapes, inviting natural light into the space.
Home in Greenport

Elegant Greenport Victorian-Winter Harbor House-

BeachConditionGetting around

4.98 out of 5 average rating, 42 reviews

Waterfront condo rentals

Top guest favorite
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 Montauk

Montauk Waterfront Condo w/ Sunset Views

ViewBeachLocation

5.0 out of 5 average rating, 261 reviews
Guest favorite
The studio features a queen-sized bed adorned with a floral-patterned blanket. A comfortable sofa and armchair are positioned nearby, along with a small table. Natural light filters through a nearby door, illuminating the warm wood flooring.
Condo in Montauk

Coastline View Studio

BeachViewOutdoor spaces

4.84 out of 5 average rating, 220 reviews
Guest favorite
A spacious green lawn extends towards the ocean, with gentle waves visible in the distance. A multi-story building with defined balconies is situated to the left, surrounded by well-maintained bushes and trees, contributing to a serene coastal atmosphere.
Condo in Montauk

Beautiful Condo on the Ocean Bluffs

ViewBeachCheckout

4.85 out of 5 average rating, 113 reviews
Guest favorite
A spacious private deck overlooks the ocean, featuring wooden railings and loungers positioned for relaxation. The sea and sandy beach are visible beyond the deck, with light clouds scattered across a bright blue sky.
Condo in Montauk

Montauk Oceanfront Condo

BeachViewWalkability

5.0 out of 5 average rating, 16 reviews
Superhost
A bright living room is showcased with wrap-around windows, offering panoramic views of the surrounding neighborhood. A modern coffee table sits at the center, accompanied by a comfortable couch. Natural light enters the space, creating a warm atmosphere, complemented by a potted plant.
Condo in Old Lyme

Forecastle at Soundview · Beach+OceanView+Sunrise

BeachViewHiking

4.78 out of 5 average rating, 86 reviews
Top guest favorite
The living area showcases a comfortable sofa adorned with decorative cushions, complemented by a coffee table. A kitchen area with modern appliances is visible, alongside a dining cart. Art pieces frame the walls, and natural light enters through sliding glass doors.
Condo in North Fork

Waterfront Condo C-204 at The Cliffside Resort

ViewBeachSleep quality

4.89 out of 5 average rating, 113 reviews
Guest favorite
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.
Condo in Greenport

Beachside Waterview 2Br Condo w/ Pool in Greenport

ViewBeachCheck-in

4.9 out of 5 average rating, 159 reviewsThe living area features a comfortable seating arrangement with a dark couch and light-colored accent chairs. A dining table sits nearby, accompanied by additional seating. Large windows offer natural light, with greenery visible outside. A flat-screen TV and decorative mirror add to the space.
Condo in Greenport

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo

BeachViewBathroom

4.8 out of 5 average rating, 10 reviews

When is the best time to visit Greenport West?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,153ﺩ.ﺇ 1,318ﺩ.ﺇ 1,223ﺩ.ﺇ 1,293ﺩ.ﺇ 1,693ﺩ.ﺇ 1,924ﺩ.ﺇ 2,119ﺩ.ﺇ 2,215ﺩ.ﺇ 1,862ﺩ.ﺇ 1,653ﺩ.ﺇ 1,274ﺩ.ﺇ 1,113
Avg. temp0°C1°C4°C10°C16°C21°C24°C24°C20°C14°C8°C3°C

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