Waterfront vacation rentals in Freeport

Captain’s Cottage Water Views -3 Bdrm

Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Top guest favorite

Guest favorite

NYC, MSG & Metlife Stadium Commute|Garage Parking!

Your family will be close to everything when you stay at this NYC & MetLife Stadium Commuter Dream Home! (<20min) Located just steps to the bus stop that takes you to Port Authority Bus terminal near Times Square in NYC, as well as a free Ferry Shuttle that takes you to the Ferry for an even faster commute! Enjoy a nice stroll on the Hudson River walkway with breathtaking views of the NYC skyline or eat at any one of the local restaurants- including a delicious brick oven pizzeria downstairs!

Eleg B&B Stu Apt steps frm Nautical Mile

-Pvt Studio -Special Occassion Decor -Bkfst: pcakes, waffles, Jimmy Dean -Mr. Cool A/C & Ht Pmp -Fireplace -Recliner/pull-out bed, -Bkfst bar, -Kitchenette -Kurig Mach -Elec Kettle -Mwave -Refrige -Toaster -Jet Blndr -Iron, Iron Bd, hangers, (Hallway closet) -Hair Dryer (Hlwy clst) -WiFi -Wht Noise Mach -PS4, Fire Stick, -Ergo Chr, Dsk, Mse, Mntr, Keybrd -50 Inch smt tv, -Bosch hot water, -5 min walk to Nautical Mile <40min train to Mhttn/JFK -Jones bch -Wstbry Mall -UBS Stadm -Eshr Pk

Top guest favorite

Guest favorite

Quiet Waterfront Entire Apartment

Nestled in South Freeport, this 1 Br apt brings it all within your reach. Whether you are hoping to relax/work while drinking coffee on the patio or living room over looking the water, this is a very quiet and relaxing place to be. 5 minutes from the famous Nautical Mile where you can enjoy different restaurants, boat rides and other activities, minutes away from Southern State and Meadowbrook Pkwy, 15 minutes away from Jones Beach. Near different universities. AC in bedroom as well

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Top guest favorite

Guest favorite

Cozy Beach Oasis Studio w/ Parking/Beach Passes

Location, location, location. Steps to the best beach in all of Long Island, powder sand and walking distance to all in the vibrant Westend. Shhhh.. our secret oasis. 500 sqt ft Studio suite with separate entry, private bath, kitchenette (NO Stove), BBQ with all the essentials you need. Just pack your bag and scoot on over to enjoy the ocean breeze, surf the waves, read a book, stroll on the boardwalk or simply enjoy. Dedicated parking spot! Beach access and more!

Spacious 3BR Near NYC | Cozy NYC Stay for Groups

Spacious, fully furnished 3BR apartment perfect for international travelers visiting New York City. Enjoy fast, direct access to Manhattan while staying in a quiet, comfortable home just minutes away. The apartment features high-speed WiFi, three cozy Queen beds with premium linens, a fully equipped kitchen, Smart TV, and bright living and dining spaces—ideal for relaxing after sightseeing. A convenient, comfortable home base for families and groups exploring NYC.

Top guest favorite

Guest favorite

Elegant Uptown Historic District Garden Suite

Your pied-à-terre on Sugar Hill in the Jumel Terrace Historic District. Formerly a rare bookshop, the garden suite resounds with Harlem Heights' history from the Founding Fathers thru the Founding Brothers to our vibrant now. Think privacy, quiet, autonomy and a garden in bloom. Short walk, one subway stop, to NY/Columbia-Presbyterian. This is a two family house. Fully compliant with NYC short term rental laws. Hosts discretely present during your stay.

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Modern Luxury 4BR • Skyline Views • 15 Min To NYC!

High-demand luxury 4BR minutes from Manhattan—#1 choice for families, groups, and business travelers needing space, comfort, and unbeatable NYC access. Features 2 king beds, 1 queen, bunk bed, Smart TVs, fast Wi-Fi, full kitchen, dishwasher, in-unit washer/dryer, and keyless entry. Walk to restaurants, shops, transit, and Hudson River NYC skyline views—your top-performing home base for NYC vacations, work trips, and long stays.

Incredible Beach House -Spectacular Ocean View!

We do have short-term rent permit from the OSE. Perfect house if you are looking to get away from the city for a few weeks, you are visiting NYC but don't want to stay in the urban chaos, or just want to treat yourself with a perfect vacation. This newly-renovated beach house IS THE NUMBER ONE LOCATION and most luxurious house in the community. RIGHT BEFORE THE WATER WITH THE MILLION DOLLAR VIEW!

3rd Floor 3-Bedroom Apt Steps NYC Access

Enjoy a stylish experience at this centrally-located place. Newly Renovated & Furnished. Located in a VERY SAFE NEIGHBORHOOD. Steps from Transportation to NYC. Beautiful view of NYC Skyline. 3rd Floor Walk-Up. Fully heated apartment & Air conditioning as well. Any questions or concerns contact Peter. ABSOLUTELY NO SMOKING 🚭. On Street Parking Only. Cannot Block Garages.