Apartment holiday rentals in Greenport West

4.84 out of 5 average rating, 129 reviews

Apartment in North Fork

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

4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

Look no further for your perfect holiday in Montauk! This stylishly renovated large waterfront studio condo has everything you need for a truly amazing stay because there’s no place like home, except for the beach. This gated waterfront complex includes tennis courts, a heated swimming pool, hot tub, fishing pier with a gazebo, BBQ by the beach waiting for you to have a lobster bake, walking trails, an on-site laundry room and parking. Get sand on your toes and let the Mtk sun kiss your nose!

4.86 out of 5 average rating, 113 reviews

Apartment 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.

5 out of 5 average rating, 222 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)

Guest favourite

Apartment in North Fork

4.92 out of 5 average rating, 138 reviews

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

Guest favourite

4.83 out of 5 average rating, 176 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, Fisher's, La Fin, Viking Fleet (fishing, Whale watching & Ferry).

4.9 out of 5 average rating, 29 reviews

Apartment 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!

4.81 out of 5 average rating, 32 reviews

Montauk Sunsets

This is a gated condo on the stunning Fort Pond Bay. Enjoy access to pool, jacuzzi, and tennis courts. Catch nightly sunsets on your own deck! Fish off of a private pier. Grill and dine right on Navy Beach. You’re walking distance to the LIRR, Navy Beach, The Surf Lodge, Duryeas, and The Montauket. About a 1/2 mile walk to ocean and main street. Shuttles take you to the harbor, town,& beaches. New flooring, appliances,new QN bed, and new sliding doors.

4.82 out of 5 average rating, 94 reviews

Beautiful Condo on the Ocean Bluffs

Located just outside of town on Old Montauk Highway that runs along the ocean. Just a 10 minute walk to town, enjoy a private beach, beautiful grounds and stunning pool. Located at the Atlantic Bluffs Club, one of the nicest private condo facilities in Montauk, you get to enjoy the peace and tranquility of Montauk yet you’re just a short walk to the village with its restaurants, shops and nightlife.

5 out of 5 average rating, 33 reviews

Apartment in Mount Sinai

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.

4.98 out of 5 average rating, 131 reviews

Apartment in Stonington

Upscale Historic Schoolhouse Retreat- 5 min walk

A schoolhouse from 1909, Now modern, sleek, 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 full-grown— (Age twelve and up are welcome home.) Sip Prosecco, sleep in bliss— There’s no retreat more sweet than this.