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)

Harper House Heart of DT Mystic Luxury Getaway

Historic Downtown Mystic. This immaculate designed 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.

Modern Clinton Hill 2BR/2BA · Sleeps 4 · Brooklyn

Your modern Clinton Hill retreat is a thoughtfully designed 2-bedroom, 2-bath home for up to 4 guests on a quiet, tree-lined street in one of Brooklyn's most charming neighborhoods. This calm, comfortable home base offers seamless transit via the C and G trains, putting Manhattan, Penn Station, Downtown Brooklyn, and NYC's cultural highlights within easy reach. Ideal for couples, families, and small groups visiting for summer events, weekend getaways, or everyday exploration.

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).

⭐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

Easy commute Cozy Studio in Jersey City

Minutes to Manhattan! Guest favorite place since 2018!This cute studio apartment is a completely independent space on the 1st floor with your back yard private entrance, so do not worry about your privacy being invaded. My family and I live on the floor above, if there are any questions or issues concerning your stay, we can provide you assistance immediately. This space Short- term Rental permit has been approved by Jersey City , permit#STR-005154-2024

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!

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. Whole Foods around the corner! A 3-minute walk to L train. Perfect to explore Williamsburg. The heart of Manhattan is just 15 minutes away.

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.

Modern 2BR Near Park | Chef Kitchen + Steam Shower

New, design-led apartment with warmth and character. The space blends modern lines with natural textures for a calm, inviting feel. Amenities include a steam shower, jacuzzi tub, and a well-equipped chef’s kitchen. Abundant natural light makes the apartment feel airy throughout the day. Every detail has been chosen with intention, focusing on craftsmanship, materials, and a thoughtful, well-kept home environment.

Luxury airbnb in Southern Brooklyn

Relax in this stylish, smoke-free Airbnb in the heart of Southern Brooklyn — close to everything you need for a perfect NYC stay. Enjoy quiet, private space - perfect for up to 2 guests looking for comfort and convenience. 🚗 20 mins to JFK 🚇 Walk to subway, restaurants, shops & beach 🗽 30–40 mins to Manhattan 🎶 Enjoy a ceiling sound system 📶 High-speed Wi-Fi 📺 Smart TV 🚙 Free street parking nearby