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Beachfront holiday rentals in Greenport West

Find and book unique beachfront homes on Airbnb

Quick stats about beachfront rentals in Greenport West

  • Total holiday rentals

    Explore 20 holiday rentals in Greenport West

  • Nightly prices starting at

    Greenport West holiday rentals start at €183 per night before taxes and fees

  • Verified guest reviews

    Over 1,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Greenport West holiday rentals include wifi 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 beachfront rentals in Greenport West

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

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Top guest favourite
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.

4.97 out of 5 average rating, 227 reviews
Top guest favourite
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

Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!

4.94 out of 5 average rating, 208 reviews
Top guest favourite
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

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

4.98 out of 5 average rating, 244 reviews
Superhost
A spacious deck overlooks calm waters, with a view of boats and distant shoreline. The wooden surface provides ample space for relaxation, while white railings frame the serene scene. Soft clouds drift across the sky, reflecting in the water's surface.
Home in Groton

True Ocean Front Vacationing - Groton/Mystic

Bright and airy contemporary beach house with breathtaking views of Long Island Sound. Conveniently located just 15 mins to Mystic/Stonington; 23 to Foxwoods/Mohegan Sun . Relax on the lower deck and drop a fishing line in the ocean as it greets the seawall at high tide. Or retreat to a private roof deck to enjoy your favorite beverage as you take in the most romantic time of the day, the golden hour featuring beautiful sunsets. Parking for 3-4 cars. We hope you enjoy this escape by the sea!

4.93 out of 5 average rating, 230 reviews
Guest favourite
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.

4.88 out of 5 average rating, 109 reviews
Guest favourite
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

4.91 out of 5 average rating, 113 reviews
Top guest favourite
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.

4.98 out of 5 average rating, 184 reviews
Top guest favourite
An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.
Home in Branford

The Lighthouse: Beach Cottage Getaway by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

4.98 out of 5 average rating, 259 reviews
Top guest favourite
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.

4.99 out of 5 average rating, 113 reviews
Guest favourite
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.

5.0 out of 5 average rating, 117 reviews
Guest favourite
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

This Long Island Sound front property on nearly three acres of land with an inground, custom designed, gunite pool is the perfect vacation home. Walk down the ramp to your private beach for a kayak, paddle board or swim in the summer and enjoy a luxurious outdoor shower afterwards. In the fall and winter months, enjoy the extensive book collection and stay cozy by the fireplaces. Spacious and bright, this home has a unique aesthetic and can accommodate 8 guests comfortably.

4.87 out of 5 average rating, 46 reviews
Superhost
A tranquil beach scene captures the shoreline of Niantic Bay, lined with charming homes. The calm water reflects the soft hues of the sky, while gentle waves lap at the sandy beach. A few people can be seen enjoying the serene environment in the distance.
Home in Niantic

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC

INSTANT BOOK: Sept '26 - End Sept '27 = AVAILABLE SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline - back of beach house Amazing Views - Waterfront Outdoor Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums/packages *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

4.92 out of 5 average rating, 174 reviews

Popular amenities for beachfront rentals in Greenport West

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Top guest favourite
A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.
Home in New Haven

Beach Haven - waterfront, near Yale, sunsets

4.96 out of 5 average rating, 147 reviews
Superhost
The balcony offers a relaxing view of the sparkling ocean, bordered by a well-maintained walkway. A bottle of wine and two glasses are positioned on a wooden table, inviting guests to enjoy the serene atmosphere. Lush greenery frames the scene, enhancing the coastal setting.
Cottage in New Haven

Ocean View Cottage: Yale, Beach, Wedding & Golf

4.92 out of 5 average rating, 106 reviews
Top guest favourite
A weathered wooden sign is attached to a large tree, directing visitors towards the beach. The sign is marked with the words 'TO THE BEACH' and is surrounded by a grassy area with additional trees in the background, offering a sense of calm and connection to nature.
Home in North Fork

The North Star: Greenport Waterview Beach Getaway

4.96 out of 5 average rating, 70 reviews
Guest favourite
Home in North Fork

Waterfront 3BR Home w/Private Beach on Peconic Bay

4.89 out of 5 average rating, 44 reviews
Guest favourite
An open living area features a light-colored wooden floor, with a cozy gray sofa adorned with dark blue cushions. A round, wooden coffee table is positioned in front. A mirror and framed art decorate the walls, while a ceiling fan offers a gentle breeze.
Home in Old Saybrook

Seas the Day at the CT Shoreline

4.89 out of 5 average rating, 36 reviews
Guest favourite
Home in Westbrook

Duckling Crossing | Beach House on the Sand

4.87 out of 5 average rating, 60 reviews
Guest favourite
A serene waterside view is presented from the deck, showcasing the calm waters, dotted with small boats. Rocky shorelines and lush greenery line the opposite bank, under a clear blue sky. A patio area with chairs can be seen below the deck.
Cottage in Guilford

Waterfront Cottage With Unforgettable Views

4.96 out of 5 average rating, 54 reviews
Guest favourite
Home in Madison

Coastal getaway with water views in every room

4.9 out of 5 average rating, 70 reviews

Beachfront home rentals with a pool

Guest favourite
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.
Apartment in Montauk

Coastline View Studio

4.84 out of 5 average rating, 220 reviews
Guest favourite
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.
Apartment in Montauk

Beautiful Condo on the Ocean Bluffs

4.85 out of 5 average rating, 113 reviews
Guest favourite
Cottage in Montauk

Montauk Cottage (A)

4.89 out of 5 average rating, 131 reviews
Guest favourite
A cocktail is presented in a tall glass with a vibrant green stem, garnished with red berries. Sunlight glows in the background, reflecting off the water. A white adirondack chair is visible nearby, set against a tranquil evening scene.
Home in Branford

Breathtaking Panoramic Waterfront

4.93 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Montauk

Renovated Oceanfront Montauk Studio Retreat

5.0 out of 5 average rating, 28 reviews
Superhost
An open living space features light-colored flooring and white walls. A dining table with four chairs is visible alongside a television mounted on a wall. Large glass doors lead to an outdoor area, enhancing the airy feel of the room.
Home in Mattituck

NoFo Getaway: Pool, Farm Views, Beach Sunsets

4.83 out of 5 average rating, 23 reviews
Superhost
Home in Waterford

Coastal Escape w/ Pool - Near Niantic & Beaches

4.78 out of 5 average rating, 23 reviews
Guest favourite
A calm waterfront scene captures a vibrant sunset, with clouds reflecting in the still water. Silhouetted boats can be seen along the shore, and a dock extends into the water, enhancing the tranquil ambiance of the landscape.
Guest house in Hampton Bays

1 Bedroom Hamptons Waterfront Cottage Heated Pool

5.0 out of 5 average rating, 37 reviews

Private beachfront home rentals

Top guest favourite
The image captures a sunset over the ocean, with golden rays reflecting on the water's surface. A serene horizon blends warm tones of orange and yellow against a backdrop of clouds, creating a peaceful coastal atmosphere.
Cottage in Southold

Waterfront beach cottage

4.97 out of 5 average rating, 92 reviews
Guest favourite
Two white Adirondack chairs are positioned near a fire pit, offering a scenic view of the calm water and a partially cloudy sky at sunset. Pebbles and grassy areas surround the seating, enhancing the serene beach atmosphere.
Flat in Southold

Incredible 2 Bedroom Waterfront Cottage!

4.82 out of 5 average rating, 83 reviews
Guest favourite
A wooden dock extends over calm bay waters, leading towards a small boat anchored in the distance. Lush greenery lines the shoreline, and a clear blue sky complements the serene landscape. Birds are seen casually swimming near the water’s edge.
Cottage in Shelter Island Heights

Large Waterfront Cottage on Historic Estate

4.82 out of 5 average rating, 84 reviews
Guest favourite
Home in Southold

Coastal Cottage on the Water

4.88 out of 5 average rating, 43 reviews
Guest favourite
Home in Springs

Historic Home + Private Waterfront Access

4.85 out of 5 average rating, 55 reviews
Guest favourite
A serene beach shoreline is depicted, featuring soft sand leading gently to calm waters. The clear blue sky meets the horizon, creating an expansive view. Footprints are visible in the sand, illustrating a sense of tranquility and solitude by the sea.
Bungalow in Westbrook

Adorable single story cottage-by-the-sea

4.87 out of 5 average rating, 62 reviews
Guest favourite
The three-story building is presented with a light-colored exterior, showcasing various architectural features. A sign reading 'Purtill Ave' is visible in front, alongside parked vehicles. The surrounding area is open, with grassy patches and nearby residences, under a soft twilight sky.
Apartment in Old Lyme

The Bridge at Soundview · Beach+OceanView+Sunrise

4.86 out of 5 average rating, 59 reviews
Superhost
A spacious outdoor deck overlooks the tranquil waters of Long Island Sound, featuring comfortable lounge seating and a fire pit. The serene beach is visible in the background, framed by lush greenery, inviting relaxation and outdoor gatherings under the open sky.
Home in East Haven

Oceanfront Couples Retreat | Pvt Beach + Firepit

4.88 out of 5 average rating, 82 reviews

Destinations to explore