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.

Entire 2nd floor House: yard, parking, train NYC.

Entire 2nd floor of our house with private entrance. Enjoy this cozy and very newly renovated 2 + bedroom, couch'TV, WIFI, free street or back yard parking. The train is literally 2 blocks away ,Metro North, quick way to NYC to avoid parking. A few blocks from downtown Mamaroneck with dozen of restaurants and the harbor/beach under a 10 minute walk. With a washer & Dryer, Full kitchen, table and chairs, folding couch and love seat. You'll have a great time at this comfortable place to stay.

The Hilltop Harborview

Guests will immediately walk past spacious hot tub into a comfortable sunroom where you’ll watch the most colorful, water view sunsets Long Island has to offer! This one of a kind offers a sprawling layout that has 3 queen size bedrooms and 1 king . We can also provide an air mattress for an additional guest. There is a kitchen equipped with stove, oven, dishwasher and washer and dryer! This beautiful walking Village has so much to offer! We do allow dogs with prior notice with a $65/dog.

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.

Miami styled living 30 Min to Times Square!

Monthly stays available! One of A kind luxurious riverfront apartment with NYC views. Seconds away from NYC transportation via ferry and bus! This apartment features beautiful high end finishes, high ceilings, plenty of natural light and more. Prime location where you are greeted with nearby activities such as; spa's, restaurants, nail salons, shopping centers, food markets, etc. If you appreciate detail then look no further this is the place for you.

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!

Beautiful apartment with backyard and BBQ place

Leave problems behind in the calm atmosphere of this unique apartment. Quiet, spacious newly renovated 2-storey apartment in the heart of Coney Island, which is suitable for families, suitable for couples and ideal for a short vacation. The apartment is located in a private community, where residents highly appreciate privacy and security. You will enjoy peace and quiet.