Waterfront holiday 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.

Blacksmith Bldg Guesthouse Upscale in downtown.

The Blacksmith Building built 1891, Upscale guesthouse since 2015. Enjoy peaceful evenings on this street, second-floor walk-up in the heart of downtown Yonkers. 100 meters away from the Metro North - Hudson River line. Just 30 minutes south to NYC or head north to explore the Hudson River towns, and majestic Hudson Valley. Entire 1000 sq. ft. live/work loft w/ 1 bedroom, 1 bath, sunroom and high-end kitchen. 1 queen + 2 twin beds. Walk to all, including renowned restaurants, museums, & river.

WORLD CUP & 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!

Waterfront Round House View

A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

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.

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.

Charming Brownstone Retreat Minutes from NYC

Experience style and comfort at this cozy 1-bedroom brownstone in the heart of Downtown Jersey City! Newly renovated and nestled in a safe, quiet neighborhood, you’ll be just two blocks away from fantastic restaurants, a vibrant farmer’s market, and easy street parking. Plus, with the Grove Street PATH station nearby, you can be in lower Manhattan in just 10 minutes. Perfect for exploring the city while enjoying a relaxing, hip neighborhood vibe!

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.

Elegant Riverfront Getaway with Beautiful Views

Enjoy stunning Hudson River views from your private balcony in this elegant, historic one-bedroom featuring a resort-style spa bath with steam room and jetted tub, and a warm, relaxing ambiance—perfect for a romantic getaway, a peaceful family vacation, or a tranquil weekend. Located just a few blocks from the Greystone Metro-North, you can reach NYC in under 45 minutes. A free designated parking spot is included.

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!

BEACHFRONT 1BR WATERVIEWS WITH DECK PRIVATE BEACH

Escape to The Beachhouse, your perfect beachfront retreat for summer. Enjoy stunning views of Sandy Hook beaches and explore the charming town of Highlands. Savor exceptional dining, vibrant nightlife, and exciting outdoor adventures like fishing, biking on the Henry Hudson Trail, and hiking in Hartshorne Woods Park. Discover the ideal blend of relaxation and adventure at this captivating getaway.