
Apartment holiday rentals in Greenport West
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Top-rated apartment rentals in Greenport West
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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

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.

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.

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.

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!

Elegant five-star retreat. Walk to River & Shops.
A schoolhouse from 1909—now sleek, restored, and redesigned. Two large beds, two luxe-filled baths, brick and archways, timeless paths. A short stroll brings you Mystic’s best: shops and seafood, wine and rest. Perfect for love or friends who roam—with space to breathe, you’ll feel at home. Sip Prosecco, sleep in bliss—no retreat more sweet than this.

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 apartment rentals
Weekly apartment rentals

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

Beautiful Waterview Condo on the North Fork of LI

Waterfront Autumn Escape in Wine Country: 2BR

Brownstone Downtown New Haven | Central Yale

Freeboard at Soundview · Beach+Ocean+Sunrise
Pet-friendly apartment rentals

Chateau Blanc Yale

Beautiful condo on Long Islands Northfork

Cute cottage apartment upstairs in Sag

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

Cliffside Resort Poolside Condo A204

Cliffside Resort Poolside Condo A106

2 BR Waterfront Autumn Escape in Wine Country

Seashore getaway - CT shoreline

Newly Renovated Modern Townhouse w/Pool & Tennis

Luxurious Sunset View 2 Bed Condo

A Unique Piece of Paradise, Water Front pool

Cliffside Resort Poolside Condo A205
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 £127 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!
Destinations to explore
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- Rentals with pools Greenport West
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- Rentals with a firepit Greenport West
- Fitness-friendly rentals Greenport West
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- Rentals with a fireplace Greenport West
- Rentals with a washing machine and dryer Greenport West
- Rentals with a kayak Greenport West
- Family-friendly rentals Greenport West
- Apartment rentals Suffolk County
- Apartment rentals New York
- Apartment rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Blue Shutters Beach
- Sunken Meadow State Park
- Long Island Aquarium
- Sherwood Island State Park
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Mount Southington Ski Area
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Burlingame State Park
- Yale University Art Gallery
- Salty Brine State Beach
- East Matunuck State Beach
- Meschutt Beach
- Orient Beach State Park
- East Hampton Main Beach
- Watch Hill Beach




