Condo vacation rentals in Long Island

Top guest favorite

Guest favorite

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)

Location · Family · Biking

Downtown gem w/ parking, Wi-Fi+!

Enjoy a stylish experience at this centrally-located downtown gem! Whether looking to explore NYC or stay local to enjoy our great city of Stamford, we have you covered. Walk into a fully equipped kitchen that makes preparing food or whipping up mixed drinks at the center island a breeze. Come enjoy convenience at it's finest! ✲ Free Parking spot! ✲ 5 Min walk into Downtown! ✲ 20 min walk to Metro to NYC! ✲ Nearby park w/ tennis & basketball courts! ✲ UConn, Stamford Hospital minutes away!

Value · Location · Heating

Top guest favorite

Guest favorite

Cozy Poolside 1 BR in town | Fast WiFi

Enjoy crisp ocean air and stunning pool views from our private terrace, with two heated pools, open for your enjoyment through October 12th! This bright, 5-star coastal retreat features blazing-fast 493 Mbps Wi-Fi and a welcoming dining area that doubles as a comfortable remote workspace. Our railroad-style retreat comfortably fits 4, with queen-sized bed and sofa-bed. Located just steps from the Montauk sand, you can easily walk to both the beach and town for the ultimate autumn escape.

Value · Family · Beach

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.

Family · Location · Amenities

Luxurious midtown stay

One bus stop bus 🚌 stop away from Metlife Stadium. Welcome to our apartment located in Midtown Manhattan , just steps away from Empire State Building ! This one-bedroom apartment offers modern furnishings, a fully equipped kitchen, and easy access to Manhattan’s best restaurants, bars, coffee shops, boutiques. With easy access to public transportation, including the subway and bus lines ( one block away) guests can conveniently explore all that New York City has to offer

Value · Family · Getting around

Lovely XL 3 Bed/1 Bedroom Apt in South Brooklyn!

This spacious 1-bedroom apartment is in the heart of South Brooklyn's Kings Highway. It's incredibly close to MTA train stations and less than a 40min drive from the city! It's a quiet, extra-roomy unit on the 2nd floor with plenty of cafes, kosher restaurants, and shopping within walking distance in an extremely safe neighborhood (one of the safest in Brooklyn). Big windows for lots of natural lighting + Wi-Fi, TV, and ample street parking. Very ideal for your stay!

Value · Family · Check-in

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).

Family · Location · Condition

Top guest favorite

Guest favorite

⭐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

Value · Location · TV

Stylish 3BR Near Subway, Yankee Stadium + Patio

Welcome to Vintage Luxe, a stylish 3BR Manhattan stay inside a beautifully restored 1894 landmark in historic Sugar Hill. Start your morning with coffee on your private patio, then walk just 1 minute to the 145th St subway and head out to experience New York. Explore Central Park, catch a Yankees game, see a Broadway show, or spend the day discovering the city. When you return, you'll have a comfortable home where your group can relax and recharge together.

Value · Family · Getting around

Top guest favorite

Guest favorite

Five-star charming getaway minutes 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!

Value · Location · Wifi

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.

Value · Location · Cleanliness

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.

Value · Family · Parking