
Condo holiday 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.

Waterfront Autumn Escape in Wine Country: 2BR
Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on your 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

Harper House Heart of DT Mystic Luxury Getaway
Historic Downtown Mystic. This immaculate designed winter retreat is professionally managed and offers an enjoyable winter stay. Just steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. This modern apartment features a fully equipped high-end kitchen with a microwave, blender, toaster, cooking essentials, and a Keurig machine. 1 on-site parking space and a shared common backyard space if available for your enjoyment.

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

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.

Newly Renovated Apartment in Downtown Mystic
Newly renovated apartment in an old house built in 1845. The property is right in the center of Mystic on the Groton side of the draw bridge. Walking distance to restaurants and area attractions including Mystic Seaport Museum. Off-street parking. Short drive to Stonington Borough and Watch Hill RI. Maximum of 2 people allowed. All guests must be at least 27 years of age. No parties allowed on premises. Pets not allowed. No smoking on premises.

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.

1856 Trading House close 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.

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!

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.

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.

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.
Popular amenities for Greenport West condo rentals
Weekly condo rentals

Stunning, Spacious, Spotless. Close to Yale.

The Anchor at Soundview · Beach+Ocean+Sunrise

Harper House Heart of DT Mystic Luxury Getaway

Beautiful condo on Long Islands Northfork

2 BR Waterfront Autumn Escape in Wine Country

Beautiful Waterview Condo on the North Fork of LI

Waterfront Autumn Escape in Wine Country: 2BR

Beachside Waterview 2Br Condo w/ Pool in Greenport
Pet-friendly condo rentals

Beautiful condo on Long Islands Northfork

1856 Trading House w/ walk to water

Chateau Blanc Yale

1856 Trading House close to water

Cute cottage apartment upstairs in Sag

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

2 BR Waterfront Autumn Escape in Wine Country

Seashore getaway - CT shoreline

Newly Renovated Modern Townhouse w/Pool & Tennis

A Unique Piece of Paradise, Water Front pool

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo

Cliffside Resort Poolside Condo A205

Water's Edge Resort and Spa

2 Bedroom Cottage| Montauk, NY
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 $372 NZD per night before taxes and fees

Verified guest reviews
Over 1,280 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
20 of Greenport West holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Napeague Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Jennings Beach
- Sandy Beach
- Wildemere Beach
- Ninigret Beach
- Amagansett Beach
- Seaside Beach