
Condo vacation rentals in Greenport West
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Top-rated condo rentals in Greenport West
Guests agree: these condos are highly rated for location, cleanliness, and more.

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

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.

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.

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.

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.

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

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

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!

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.

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.

Brownstone Downtown New Haven | Central Yale
Charming Studio Near Yale University Welcome to our cozy and modern studio, just a short walk from Yale University! Perfect for solo travelers, couples, or anyone visiting the area, this well-appointed unit offers a comfortable and convenient home base for your stay.

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
Weekly condo rentals

Greenport Getaway at Cliffside Condos

Stunning, Spacious, Spotless. Close to Yale.

The Anchor at Soundview · Beach+Ocean+Sunrise

Beautiful condo on Long Islands Northfork

2 BR Waterfront Autumn Escape in Wine Country

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Waterfront Autumn Escape in Wine Country: 2BR
Pet-friendly condo rentals

Chateau Blanc Yale

Beautiful condo on Long Islands Northfork

Cute cottage apartment upstairs in Sag

Brownstone Downtown New Haven | Central Yale
Condo rentals with a pool

Cliffside Resort Poolside Condo A205

Cliffside Resort Poolside Condo A204

Watersedge resort time share Westbrook ct

Cliffside Resort Poolside Condo A106

Luxurious Sunset View 2 Bed Condo

Two Bedroom Lawn Side 1st Floor Condo!

Waterfront Autumn Escape in Wine Country: 2BR

Cliffside Resort Poolside Condo A105
Quick stats about condo rentals in Greenport West

Total vacation rentals
Explore 20 vacation rentals in Greenport West

Nightly prices starting at
Greenport West vacation rentals start at ﺩ.ﺇ624 per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Wi-Fi availability
20 of Greenport West vacation 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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- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Sunken Meadow State Park
- Long Island Aquarium
- Mohegan Sun
- Sherwood Island State Park
- Mount Southington Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Mystic Seaport Museum
- Burlingame State Park
- Yale University Art Gallery
- Salty Brine State Beach
- Meschutt Beach
- Orient Beach State Park
- Wesleyan University
- Wölffer Estate Vineyard
- East Hampton Main Beach




