Condo vacation rentals in Greenport West

5 out of 5 average rating, 54 reviews

Montauk Retreat - Steps from Beach and Town

This 2nd floor two room suite across the street from the beach is steps to shops, restaurants & more! The bedroom and living room are divided by a galley kitchen. Perfect for a cozy spring stay for families or couples! Includes toiletries, beach towels & chairs, a fully stocked kitchen with a Keurig and tea kettle, and board games! Features a queen-sized bed and pull-out sofabed, a large smart TV, fast WiFi, dining table and a terrace overlooking a heated pool (Memorial Day to Columbus Day).

Superhost

A sandy beach stretches along the Long Island Sound, bordered by greenery. A wooden boardwalk leads to the shore, with lounge chairs positioned for sunbathing. In the background, several buildings are nestled among the trees, completing the tranquil seaside scene.

Condo in North Fork

4.85 out of 5 average rating, 136 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

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

4.87 out of 5 average rating, 120 reviews

A bright living area features a comfortable white sofa and a modern armchair beside a wooden side table. Natural light floods the room through multiple windows, enhancing the neutral color palette and showcasing the sliding barn doors leading to additional spaces.

Condo in Mystic

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.

A wooden boardwalk extends towards the water, lined with colorful kayaks resting on the sand. A large ship is anchored in the distance, while the sky is painted with shades of orange and purple from the sunset, reflecting on the serene water.

5 out of 5 average rating, 229 reviews

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Superhost

An open-concept kitchen and living area features a central island with bar seating, surrounded by modern appliances and white cabinetry. Natural light pours in through large windows, illuminating a cozy seating area with a sofa and dining space, creating a welcoming environment.

4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Beautiful duplex corner townhouse unit completely renovated in 2021 & in the heart of Bridgehampton Village. 2 min walk to shops, restaurants, main street and a bicycle ride to the beach. Situated all the way at the end of the building it provides ample privacy with Pool open July 4 - Labor Day only. Free parking (2 spots) w/ extra guest parking. Central air conditioning, private patio, ring doorbell/cam, self check in, curated kitchen w/ all supplies. Linens, towels, soap & shamp included

4.92 out of 5 average rating, 139 reviews

Condo in North Fork

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

The image depicts a serene waterway with a boat approaching a rocky jetty. In the background, a lighthouse structure stands atop a sturdy metal frame. The water reflects the clear blue sky, while seabirds are perched on the rocks, creating a tranquil coastal scene.

4.83 out of 5 average rating, 178 reviews

Coastline View Studio

This sun drenched studio apartment is perfect for families, couples or friends looking to get away and discover Montauk! Located in Montauk's harbor district. This unit is perfectly located to experience all that Montauk has to offer... Sit back on the balcony and enjoy a glass of wine as the sun sets perfectly over Culloden Point. A short walk to the Harbor, the Dock, Gosmans, TTs, Salivars, Sunday Funday, La Fin, Viking Fleet (fishing, Whale watching & Ferry).

4.89 out of 5 average rating, 35 reviews

A serene beach scene is captured, highlighting a person standing on textured wet rocks reflecting the sky's colors. The calm water stretches toward the horizon, where clouds partially obscure the sun, creating a peaceful atmosphere.

Condo in Old Lyme

Forecastle at Soundview · Beach+OceanView+Sunrise

Welcome to Forecastle at Soundview 1 bedroom at 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 corner location is ideally situated with a panoramic water view, queen memory foam bed, full kitchen with 4-person dining area, separate living room w/ 55" TV, reading lamp and AC. Walk 1 block south and you are at the beach!

4.98 out of 5 average rating, 89 reviews

The kitchen features modern cabinetry with wood accents and a light wood countertop. Stainless steel appliances, including a stove and refrigerator, are present. Decorative wall art enhances the space, complemented by pendant lighting that illuminates the functional area.

Condo in Groton

Steps from Downtown Mystic / Newly Renovated

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.

The exterior of Montauk Manor is displayed, showcasing its distinctive Tudor-style architecture with a combination of brick and white accents. Expansive lawns surround the building, featuring manicured landscaping and a glimpse of outdoor seating. The clear blue sky enhances the vibrant colors of the structure.

4.89 out of 5 average rating, 28 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

This is our 5th season as the owners of Unit #126, which is of the nicest units at Montauk Manor. We are hosting our 925 sq. ft. one BR loft corner unit with a cathedral high ceiling, brand new kitchen and bathrooms plus with a sleeper sofa and TVs on both floors. Montauk Manor is an amazing property that features 3 tennis courts, indoor & outdoor pools, a nice sized fitness center, an on-site restaurant/bar and much more!

4.99 out of 5 average rating, 134 reviews

A sleek Smeg coffee maker is positioned on a polished countertop, accompanied by a bag of Starbucks coffee, single-serve creamers, and a sugar bowl. A small plant adds a touch of greenery, contributing to the inviting coffee station setup.

Condo in Stonington

Stylish Mystic Stay – Walk to Shops & River

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.

A serene beach scene is captured with gentle waves lapping at the sandy shore. Grassy dunes provide texture along the coastline, stretching into the distance. The sky is clear, with soft sunlight illuminating the tranquil setting, creating a peaceful atmosphere.