Apartment holiday rentals in Greenport West

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Top-rated apartment rentals in Greenport West

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Guest favourite
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.
Apartment in Greenport
4.91 out of 5 average rating, 149 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

A cozy bedroom is highlighted by a queen-size bed adorned with a vibrant yellow and black animal print blanket. Decorative pillows add a touch of character. A small workspace is positioned nearby, and natural light enters through a window, enhancing the welcoming atmosphere.
Apartment in Dwight
4.71 out of 5 average rating, 116 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.

Superhost
Apartment 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. 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.

Top guest favourite
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.
Apartment in Greenport
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.

Superhost
A spacious studio is displayed, featuring a comfortable queen-sized bed with a gray upholstered headboard. Two large windows provide natural light, and a flat-screen TV is mounted on the wall. A desk and chair are positioned beside a shelf adorned with decorative items, while neatly stacked towels are placed on a chair.
Apartment in East Rock
4.74 out of 5 average rating, 120 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!

Superhost
A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.
Apartment in Greenport
4.88 out of 5 average rating, 160 reviews

Waterfront Escape | Private Beach, Pool & Views

Overlooking the Long Island Sound, this beautiful waterfront condo is the perfect North Fork coastal escape. Enjoy peaceful mornings with panoramic water views, spend your days soaking up the sun on the private beach, and unwind on the waterfront deck as the sun sets over the Sound. Located just minutes from Greenport Village, you’ll be close to charming boutiques, local farms, award-winning wineries, and gourmet dining.

Guest favourite
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.
Apartment in Greenport
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.

Guest favourite
Two individuals are seen enjoying a swim in a calm body of water, with sunlight reflecting off the surface. Lush greenery is visible in the background, creating a serene natural setting.
Apartment in Mount Sinai
4.82 out of 5 average rating, 82 reviews

1856 Trading House w/ walk to water

Located in quaint, quiet Historic Mount Sinai. 2mi to Cedar Beach, 2mi to Downtown Port Jefferson, and 2mi to Train Station. Converted convent built in 1856 w/winter water view, across the street from Mt. Sinai harbor, low tide clamming and high tide kayaking and fishing. Next to Episcopal Friary. Antique hardwood floors. Parking available on Premises. Yard Access.

Guest favourite
The private room features a queen bed with neatly arranged linens and towels. A wall-mounted TV is positioned above a microwave and refrigerator, enhancing functionality. Natural light filters through a small window, complementing the simple, clean design of the space.
Apartment in Old Lyme
4.85 out of 5 average rating, 79 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

Welcome to The Anchor private room 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, w/ 50" TV, 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.
Apartment in Hampton Bays
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.

Top guest favourite
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.
Apartment 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.

A modern kitchen area features a dark granite island with seating for four. White cabinetry provides ample storage space, and an array of stainless steel appliances is neatly arranged. A colorful wall art piece adds a touch of vibrancy to the neutral color scheme.
Apartment in Napeague
4.63 out of 5 average rating, 30 reviews

Private 3 Bedroom Amagansett on the Ocean with WiF

Enjoy this spacious 3 bedroom private oceanfront oasis, featuring wrap around decking, complimentary wifi, eletronic lock door access, Sonos sound system throughout, flat screen televisions, daily drop offs of Housekeeping supplies, and more!

Popular amenities for Greenport West apartment rentals

Quick stats about apartment rentals in Greenport West

  • Total holiday rentals

    Explore 20 holiday rentals in Greenport West

  • Nightly prices starting at

    Greenport West holiday rentals start at $218 SGD 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 & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • 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

  • 4.8 Average rating

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

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