
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.

The Bridge at Soundview · Beach+OceanView+Sunrise
Welcome to The Bridge at Soundview Penthouse at Old Colony Beach! The ultimate getaway for a family seeking relaxation and outdoor adventures. This 3rd floor location is ideally situated with a direct water view, and you will have exclusive access to the entire floor with a private top floor observatory looking over the water. We feature 4 BR, 1.5 bath, a convenient kitchen, and a comfortable living room with a large - private outdoor seating areas. Walk 1 block south and you are at the beach!

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

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.

Water front, sunsets, sail boats, min stay 30 days
Freshly renovated, this sunny 2 bed 2 bath condo features cozy wood burning fireplace, central air, amazing waterfront view with patio, tennis, pool, parking, BBQ and beach launch for water sports. Kitchen is outfitted with all cooking, baking needs. Wine fridge, Kuerig, French press. Includes wide screen TV, Sonos, 1 gig WIFI, HP all-in-one printer. Peaceful tree lined neighborhood 2 blocks from all that Greenport has to offer. Includes boat dock!

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.

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.

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.

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.

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.

Montauk Oceanfront Condo
Relax and Enjoy the sounds of the ocean! This 1 Bedroom 2 bathroom condo offers ocean front accommodations, Private Deck, Beach, Lounge Chairs & Umbrellas. Onsite heated pool, BBQS, Sun deck, Food truck for breakfast & Lunch! 1 King bed & 1 Queen bed. Note a 27. per night resort fee will be included in fees

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.

Seashore getaway - CT shoreline
Kick back and relax in this calm, stylish space. Enjoy the beach only .7 miles from the place or relax at the pool. Direct access to train, gym, lounge area, beach, restaurants. Close to Westbrook + Clinton outlets. 35 minutes to Casino
Popular amenities for Greenport West condo rentals
Weekly condo rentals

Greenport Getaway at Cliffside Condos

Beautiful condo on Long Islands Northfork

Waterfront Escape | Private Beach, Pool & Views

Beautiful Waterview Condo on the North Fork of LI

Waterfront Escape | Private Beach, Pool & Views

Bright Downtown Studio near Yale & East Rock!

Beachside Waterview 2Br Condo w/ Pool in Greenport

Hatch at Soundview · Beach+OceanView+Sunrise
Pet-friendly condo rentals

Chateau Blanc Yale

Beautiful condo on Long Islands Northfork

Cute cottage apartment upstairs in Sag

Bright Downtown Studio near Yale & East Rock!
Condo rentals with a pool

One Bedroom Apartment Nestled in the Dunes

Cliffside Resort Poolside Condo A204

Charming Bayfront Condo

Bright and Airy One Bedroom Apartment in the Dunes

Charming 2 Bedroom Apartment with Beach Amenities!

Waterfront Escape | Private Beach, Pool & Views

A Unique Piece of Paradise, Water Front pool

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo
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 G$27,201 GYD per night before taxes and fees

Verified guest reviews
Over 1,340 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
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Blue Shutters Beach
- Sherwood Island State Park
- Wölffer Estate Vineyard
- Mount Southington Ski Area
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards





