Condo holiday rentals in Long Island

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)

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

Modern Brooklyn Retreat: Private Suite Near Subway

Welcome to your modern Clinton Hill retreat on a quiet, tree-lined street in one of Brooklyn’s most charming neighborhoods. This thoughtfully designed private suite offers a calm, comfortable home base with easy access to Manhattan, downtown Brooklyn, and NYC’s cultural highlights. Ideal for couples or a small traveling party seeking neighborhood charm, great dining, and seamless transit while enjoying the best of the city—whether visiting for summer events or everyday exploration.

City stay in Hoboken - spacious

Amazing apartment furnished to a great standard. It’s the ideal retreat for a simple & central stay, located in the absolute heart of Hoboken. We believe it’s the ultimate location for the NYC experience of a lifetime. Get ready to get inspired! Very close to all iconic NYC sites, in a super safe neighborhood. All in all, guaranteed enjoyment and relaxation. All-day long. Settle in by zoning out with the three of you in a professionally cleaned home. Unfiltered fun for everyone!

Serene Japandi Escape | 30 mins to NYC/NWK

Perfect for guests seeking a peaceful winter reset, remote work setup, or a comfortable space while transitioning between homes. Step into calm and comfort at this serene Japandi-style retreat just 30 minutes from Manhattan. Designed with a blend of minimalism & warmth, this peaceful space is right in the heart of Bayonne, enjoy quick access to public transit, local restaurants, & the Hudson waterfront, all while coming home to a clean, thoughtfully curated atmosphere.

⭐Minutes to NYC⭐ Brownstone beauty | FREE PARKING

Urban energy, brownstone charm! Welcome to bustling Journal Square in Jersey City! We renovated our beautiful 19th century brownstone and installed brand-new everything. The front spacious master bedroom has a queen bed and a sitting area; the rear smaller bedroom has a full size bed that looks out onto our quiet and serene backyard. Since we live downstairs we're happy to help make your stay as pleasant as possible. We are fully licensed PERMIT#: STR-002935-2025

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.

Five-star charming getaway blocks to NYC transit.

An urban chic 1st floor(only stairs to enter building) downtown Hoboken condo with unbeatable proximity to public transportation to NYC and airports. Just a 5 minute walk to subways to NYC (15 min commute Hoboken->Manhattan). The unit boasts a mounted TV in living room AND bedroom, great natural light, a fully stocked kitchen and an updated bathroom. Enjoy the hustle & bustle of NYC before coming home to experience everything Hoboken has to offer!

5 min train NYC, vintage Jules Verne theme, quiet

Discover effortless NYC access from our inviting city retreat. Ideal for business or leisure, our condo is a short walk to the PATH train, offering direct routes to NYC's heart. Enjoy the comfort of a Queen bed and a convertible Queen Plus sofa, accommodating up to 4 guests in a cozy setting. Convenient parking and a welcoming, comfortable environment make it perfect for those seeking both adventure and relaxation in the city.

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.

Entirely Private 2BR, Perfectly located & Spacious

Enjoy the prime area of Williamsburg, BK. A perfect blend of unique & effortlessly cool. Surrounded by good times; bike rides, shopping, nightlife, cafes & active lifestyles; Williamsburg is yours! Private 2 Bedrooms apartment! Private bathrooms & Private bedroom(s). A rare find with a nice touch of decor. A 3-minute walk to L train. Perfect to explore Williamsburg. The heart of Manhattan is just 15 minutes away.

Midtown East Condo Near Central Park

Welcome to your Midtown East 1-bedroom condo in the heart of Manhattan, steps from 57th and Park. Carefully curated with world-class designer furniture, we’ve spared no expense in providing you with luxury surroundings while making you feel comfortable and at home. If you crave the authentic, personalized experience of staying in an Airbnb PLUS all the comforts, services and safety of a hotel, then look no more…