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Waterfront vacation rentals in Northwest Harbor

Find and book unique waterfront accommodations on Airbnb

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Popular amenities for Northwest Harbor waterfront rentals

Waterfront apartment rentals

Top guest favourite
Apartment in Branford
4.95 out of 5 average rating, 20 reviews

Stony Crk Studio ideal for trvl nurses…

CarolRating, 5 stars3 months ago
Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.
Guest favourite
Apartment in Milford
4.9 out of 5 average rating, 10 reviews

The Sun is strong & The days are getting long!

MarkRating, 5 stars4 months ago
Great place; wonderful 2 bed place, clean, cosy and top end, one of the nicer places I've stayed. Alison was super easy to communicate with and the location was great for a Christmas break. Was very happy with everything!
Top guest favourite
Apartment in Southampton
5 out of 5 average rating, 8 reviews

Sugarloaf Annex

DianaRating, 5 stars3 months ago
Really cute and clean place, so happy we stayed here! It was perfect little place for a getaway to relax, even in the winter months. Everything inside was up to date and it had everything we needed. It even looked better in real life than the photos. Highly recommend!
Superhost
Apartment in Amagansett
4.67 out of 5 average rating, 3 reviews

Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View

AmyRating, 5 stars8 months ago
Great stay!! Beautiful ocean view and the complex itself is recently renovated, much more modern and luxe than expected!
Guest favourite
Apartment in East Quogue
5 out of 5 average rating, 8 reviews

Bayside Boho Retreat

KatjaRating, 5 stars6 months ago
This is our first AirBnB experience. Communication with KC in advance was great. The place is very nicely decorated, so we felt very comfortable right away. Our children liked the children's room very much and I liked the veranda. Our kids are very bright and loud and that's certainly a challenge for hosts. We are therefore glad that there were no complaints. The area is very nice and quiet. We will be happy to come back.
Superhost
Apartment in Montauk
4.69 out of 5 average rating, 16 reviews

Oceanside Studio on Old Montauk Highway Incredible

KenRating, 5 stars9 months ago
We had a great week at this unit. Great view of the ocean. The staff was very helpful. The beach is a less than five minute walk across the street from the resort. The resort is about a 15 minute walk to the center of town. Highly recommend the sushi restaurant Bamboo at the Breakers next door. The walls are thin, but it didn’t take away from our week.
Top guest favourite
Apartment in Montauk
5 out of 5 average rating, 8 reviews

Oceanfront Corner Studio Bungalow on the beach

ZackRating, 5 stars6 months ago
My stay here was a perfect respite away from the hustle and bustle of everyday life. Tucked away in the dunes, very short walk to access the beach, quick ride into downtown Montauk, and private. Very beautiful place and I will definitely be back. Thank you again!
Top guest favourite
Apartment in Milford
4.97 out of 5 average rating, 62 reviews

Steps to the Beach. Lovely 2-Bedroom apt

BrennaRating, 5 stars8 months ago
Perfect house for a family/couple visit to the beach. It was great for my kids and I. We loved the space that the house offered and how close it was to the beach. Everyone was very pleasant that we spoke to. The house was clean, safe and felt like a home away from home.

Waterfront house rentals

Guest favourite
Home in Milford
4.82 out of 5 average rating, 97 reviews

Beachfront house on Long Island Sound

DominiqueRating, 5 stars2 weeks ago
We loved our stay! The private beach was perfect for our kiddos - far enough away from the water that they could play independently in the sand while we sat on the beautiful deck. The kitchen had all the items we needed (we even took a virtual cooking class while there). Dmitry was super responsive and helpful. The master bedroom was a beautiful place to watch the sunrise/sunset.
Superhost
Home in East Haven
4.8 out of 5 average rating, 144 reviews

Casa al Mare Beachfront Retreat Oceanview

BarbaraRating, 5 stars5 months ago
Perfect venue for a Thanksgiving getaway with our whole family. Rather than having out of town family staying at hotels, we could all stay together in a comfortable home with a beautiful view.
Guest favourite
Home in Mastic Beach
4.97 out of 5 average rating, 37 reviews

Mastic Beach Surf House

JosselynRating, 5 stars5 months ago
Thank you for Frank. The place was lovely, great view, great sunrise and sunset. Would stay again in this house.
Guest favourite
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars8 months ago
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!
Guest favourite
Home in Shirley
4.98 out of 5 average rating, 199 reviews

Luxurious Waterfront Beach House On The Bay

ShrutiRating, 5 stars3 weeks ago
We had a wonderful stay at Steve and Dorry’s place! The living room and kitchen is surprisingly spacious and feels so open & inviting because of the outdoor deck space and view of water. We hope to be back again!
Guest favourite
Home in North Fork
5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

AlisonRating, 5 stars5 months ago
We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️
Top guest favourite
Home in East Hampton
4.95 out of 5 average rating, 230 reviews

Private beach, fully updated house, on 2 acres.

CaitlynRating, 5 stars2 months ago
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!
Top guest favourite
Home in North Fork
5 out of 5 average rating, 11 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 week ago
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!

Waterfront condo rentals

Condo in Montauk
5 out of 5 average rating, 4 reviews

Montauk Sunset at your fingertip!

NickRating, 5 stars32 months ago
Picture perfect! Newly updated accommodations with all the comforts of home. Extremely clean and very well managed. The view from this place is incredible. The perfect oasis in Montauk. Khrisna was extremely responsive and accommodating in our needs. Will definitely be back again!
Condo in North Fork
5 out of 5 average rating, 6 reviews

Water front, sunsets, sail boats, Wi-fi, birds

CharlesRating, 5 stars8 months ago
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!
Guest favourite
Condo in North Fork
4.84 out of 5 average rating, 106 reviews

Beautiful condo on Long Islands Northfolk

LauraRating, 5 stars1 week ago
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!
Top guest favourite
Condo in Montauk
5 out of 5 average rating, 222 reviews

Montauk Waterfront Condo w/ Sunset Views

MollyRating, 5 stars2 weeks ago
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!
Guest favourite
Condo in North Fork
4.89 out of 5 average rating, 149 reviews

Beautiful Waterview Condo on the North Fork of LI

AnnaRating, 5 stars5 months ago
Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.
Superhost
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars20 months ago
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.
Condo in Montauk
5 out of 5 average rating, 8 reviews

Beautiful Waterfront Condo in Montauk!

JamieRating, 5 stars19 months ago
Our second time renting a condo at Rough Riders in Montauk. Contrary to the name, there is nothing rough about this picturesque location with unobstructed views of the ocean, pier and wonderful wildlife everywhere. The condo we rented Sept 30 -Oct 2, 2023 has a well appointed kitchen with new amenities, including a pot filler faucet over the stove! Pristine/clean condo and lovely deck for lounging w/ book and coffee. The couch is very comfortable and the master bedroom has plenty of closet and bureau space for longer stays. The 2nd bedroom has bunkbeds so not ideal for two couples but perfect for small families. The television was a little tricky (if you bring tv-loving kids). Not walkable to downtown but theres at least one restaurant/bar just outside the entry to this gated community. Short drive to shops/restaurants in downtown Montauk. Horse lovers call Deep Hollow Ranch in advance to book truly memorable trail rides. Enjoy!!
Guest favourite
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

Quick stats about waterfront rentals in Northwest Harbor

  • Total rentals

    30 properties

  • Nightly prices starting at

    $208 CAD before taxes and fees

  • Total number of reviews

    970 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore