Condo holiday rentals in Greenport West

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Top-rated condo rentals in Greenport West

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An aerial view captures the oceanfront condos nestled along the coastline, surrounded by lush greenery and a sandy beach. The serene waters and well-maintained grassy area enhance the natural beauty of the setting.
Condo in North Fork
4.84 out of 5 average rating, 160 reviews

2 BR Waterfront Autumn Escape in Wine Country

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on a private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

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Condo in Greenport
5 out of 5 average rating, 3 reviews

Greenport Getaway at Cliffside Condos

Welcome to our Cliffside condo in Greenport, a comfortable 2-bedroom retreat perfect for families and friends. The home features a queen bed in the primary bedroom, two twin beds in the second bedroom, and a pullout sofa in the living area. Enjoy easy access to the private beach, seasonal pool, BBQ on the great lawn and the most beautiful sunsets over the Long Island Sound. You’re just minutes from Greenport’s shops, restaurants, and vineyards, an ideal North Fork getaway to relax and unwind.

An inviting lounge area features a sleek fireplace at the center, surrounded by stylish seating. Lockers line the walls, providing storage solutions. A large window allows natural light to flow in, illuminating the contrasting dark and light floor tiles, creating a modern atmosphere.
Condo in Dwight
4.74 out of 5 average rating, 113 reviews

Chateau Blanc Yale

Discover the perfect short-term rental designed for comfort and convenience, just a stone's throw away from Yale University. Our highly-rated and guest-favorite studio is a warm and inviting retreat, offering a delightful blend of modern amenities and a prime location. Please note: We love your furry friends, so don't forget to add them into your reservation. There will be a small fee, so kindly inform us about your pets in advance, so we can be fully prepared for their arrival.

Top Guest favourite
A well-maintained heated pool is surrounded by lounge chairs arranged on a paved deck. The pool reflects the evening sky, while nearby tables and grilling areas invite relaxation. The condominium buildings, featuring multiple balconies, are positioned in the background.
Condo in North Fork
4.9 out of 5 average rating, 176 reviews

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.

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Condo in Downtown New Haven
4.74 out of 5 average rating, 108 reviews

Bright Downtown Studio near Yale & East Rock!

Experience the best of New Haven in this sun-drenched, modern studio! Nestled in a charming historic brownstone, this cozy retreat is the ultimate home base for university visits or city adventures. Guests love the spotless interiors and the perfect location that puts top-tier dining and campus landmarks within easy reach. Please note this is a stair-access building with no elevator. Skip the uber and immerse yourself in the vibrant local energy!

Guest favourite
A well-maintained heated pool is surrounded by lounge chairs and shaded tables. Umbrellas provide shelter over the seating areas. A club house is visible in the background, complementing the inviting outdoor space designed for relaxation.
Condo in North Fork
4.86 out of 5 average rating, 130 reviews

Beautiful condo on Long Islands Northfork

This condo is beautifully decorated and has a wonderful stone fire place. Gorgeous shiplap walls with Navy accents. There is also a new deck and wonderful dinning set outside. This unit has capabilities to be handicap accessible. Both bedroom have private bathrooms. The living room sectional opens up to a full sleeper making this condo able to sleep six people. All rooms have flat screen smart tv's.

A spacious swimming pool is surrounded by lounge chairs and umbrellas, situated on a paved area. Lush greenery can be seen in the background, providing a serene environment for relaxation.
Condo in The Hamptons
5 out of 5 average rating, 14 reviews

Newly Renovated Modern Townhouse w/Pool & Tennis

Newly renovated townhouse minutes from main street & the beach. 2 bedroom, brand new kitchen & appliances, living room w/fireplace in beachy grey & cream tones will make you feel right at home. Includes a pool & tennis court steps out the front door. Less than a 10 min drive to Shinnecock Hills Golf Club, you can easily enjoy the upcoming US Open Championship. July:$23,000 August: $25,000

Guest favourite
A clear swimming pool is seen with a shimmering blue surface, reflecting the sky above. Loungers are arranged around the pool area, offering views of Shinnecock Bay beyond the pool, framed by a protective fence and grassy landscaping.
Condo in The Hamptons
4.95 out of 5 average rating, 43 reviews

A Unique Piece of Paradise, Water Front pool

One bedroom Townhouse, sleeps four King Size Bedroom with views of Shinnecock Bay Living room with pull out queen sofa bed Newly renovated tile bathroom and kitchen In unit Washer/Dryer Fully equipped kitchen with new appliances and granite counter tops Flat screen TV's in both L/R and bedroom WIFI Linens and towels included Patio with grill Pool with deck overlooking Shinnecock Bay

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Condo in Old Lyme
4.73 out of 5 average rating, 44 reviews

Freeboard at Soundview · Beach+Ocean+Sunrise

Welcome to Freeboard Studio at Soundview, Old Colony Beach in Old Lyme, Connecticut. Located just 1 block from Old Colony Beach! The ultimate getaway for a couple seeking relaxation and outdoor beach adventures. This 2nd floor location is ideally situated with a queen memory foam bed, kitchenette w/ 50" TV, reading lamp and AC. Walk 1 block south and you are at the beach!

Superhost
A bright and airy living space is highlighted by skylights and white wooden beams. A spacious kitchenette is situated behind a dining table surrounded by light chairs. Large windows invite natural light, and a television sits on a white console between soothing tones of gray and cream.
Condo in The Hamptons
4.8 out of 5 average rating, 25 reviews

Waterfront Elevated Bungalow - Spectacular Views

Bright, skylit, sunny, and clean bay-front apartment with gorgeous water and sunset views. Large private wraparound deck, spacious living room, kitchenette, two full bathrooms, and a California-king size bed. Less than 250 feet from bay and 3.5 miles from ocean beaches! Two week minimum. Large discount for full summer stay.

Guest favourite
Condo in Wooster Square
4.84 out of 5 average rating, 302 reviews

Stunning, Spacious, Spotless. Close to Yale.

This is a gorgeous two bedroom apartment. The main bedroom has two twin beds, a walk-in closet, and its own private bathroom. The second bedroom has a queen size bed and its own private bathroom and closet. Fully equipped open kitchen. Living dining space. In unit washer/dryer.

Top Guest favourite
A well-maintained lawn is visible, extending towards the water's edge. The grassy area is framed by gentle landscaping, with a distant view of the ocean creating a serene backdrop. The exterior of the condominium building can be seen to the left.
Condo in North Fork
4.88 out of 5 average rating, 103 reviews

Waterfront Condo C-204 at The Cliffside Resort

Water's Edge luxury suite with amazing waterfront views, Suite C-204, accommodates up to 6 guests (See The Space below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York.

Popular amenities for Greenport West condo rentals

Quick stats about condo rentals in Greenport West

  • Total holiday rentals

    Explore 20 holiday rentals in Greenport West

  • Nightly prices starting at

    Greenport West holiday rentals start at $240 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Wi-Fi availability

    20 of Greenport West holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenport West rentals

  • 4.8 Average rating

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

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