Waterfront vacation rentals in Northwest Harbor

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Top-rated waterfront rentals in Northwest Harbor

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Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 203 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Superhost

Tent in East Hampton

4.97 out of 5 average rating, 33 reviews

Safari Tent Glamping, S9-CedarPt, East Hampton, NY

LoveCedarPt - Explore the Hamptons & Montauk, Eat, Provision and Glamp in Comfort at the 607 acre Cedar Point County Park on Northwest Harbor near Sag Harbor & E. Hampton. Lodge overnight in comfort & style in our furnished platform Safari Tents in a perfect tree meadow on the bluffs overlooking the bay and Shelter Island with sunsets 2nd to none. For 2022, we have 12 tents with queen beds and linens. Tents are covered with large rain flies that make a covered porch for the Adirondack Chairs.

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 515 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Guest favorite

Condo in Montauk

4.99 out of 5 average rating, 182 reviews

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 area only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy fishing and 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)

Guest favorite

Condo in Greenport

4.9 out of 5 average rating, 108 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

Guest favorite

Apartment in East Lyme

4.97 out of 5 average rating, 172 reviews

Brand New Direct Lakefront - Panoramic Sunsets

Completely remodeled lakefront apartment offering sweeping views of Pattagansett Lake. Open floor plan, fully equipped kitchen and massive deck make for an ideal gathering place to catch up with family or friends. All three spacious bedrooms offer comfy queen memory foam mattresses, fresh linens and UHD smart TVs. Two full bathrooms, high speed internet and in-unit laundry. Picturesque natural setting yet close to town amenities, restaurants, beaches, casino and area attractions.

Guest favorite

Condo in Greenport

4.92 out of 5 average rating, 125 reviews

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.

Guest favorite

Apartment in Sag Harbor

4.98 out of 5 average rating, 117 reviews

Sag Harbor Retreat

Experience the many wonderful things the Hamptons has to offer in the Summer in centrally-located Sag Harbor. Our place is a professionally-decorated luxury apartment with its own entrance, yard and two parking spaces. This home-away-from-home is an immaculate and well-appointed retreat located in Sag Harbor. Great for couples and solo adventurers. Close to Sag Harbor's Main Street with abundant recreational activities, shopping and restaurants.

Guest favorite

Guesthouse in Shelter Island

5.0 out of 5 average rating, 50 reviews

Bayfront 1BR/2BR detached guesthouse with pool

Perfect relaxing getaway for a couple or family. Bayfront 1BR/2BR fully detached guest house with gorgeous morning views. Property has saltwater pool + hot tub (open May -October) and bay access via private dock. Central to both north & south forks (wineries + Hamptons or Montauk just short drive away). Down the road from famous Shelter Island Sunset Beach + golf course. Come explore the beauty of the Hamptons without the stress!

Guest favorite

Cottage in Montauk

4.87 out of 5 average rating, 217 reviews

Waterfront Cottage, Fort Pond MTK

Perfect cottage perched above Fort Pond with epic views and relaxed bohemian vibes. The cottage is private with a private deck on shared grounds with a fire pit, hammocks, paddle boards, kayak, and lake access. The grounds are expertly landscaped and take full advantage of fort pond views. We do live on the property full time and enjoy making our space a safe and clean environment.

Guest favorite

Home in Southampton

4.95 out of 5 average rating, 132 reviews

Waterview, PoolOpenNow! DogsFree+Kayaks+PingPong

Beachy casual feel-good home easily located entrance The Hamptons. Lovely views of Bay, sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay! Our private pool is heatable and plant-surrounded. Bike less than a mile to Bay / Drive 4 miles to famous Cooper's Beach on the Atlantic!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Northwest Harbor waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favorite

Apartment in Stonington

4.95 out of 5 average rating, 224 reviews

Mystical Ocean View in Historic Stonington Borough

Guest favorite

Apartment in Montauk

4.92 out of 5 average rating, 196 reviews

Port Fort Pond Montauk

Guest favorite

Apartment in Stonington

4.97 out of 5 average rating, 182 reviews

Mystic River Getaway - Walk To Downtown & Seaport!

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Apartment in New London

4.8 out of 5 average rating, 293 reviews

Large Waterfront Luxury Apartment

Guest favorite

Apartment in New Haven

4.89 out of 5 average rating, 468 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Guest favorite

Apartment in Mystic

5.0 out of 5 average rating, 122 reviews

Waterfront gem! Close to everything. Ultraclean.

Guest favorite

Apartment in Branford

4.89 out of 5 average rating, 9 reviews

Stony Crk Studio ideal for trvl nurses…

Guest favorite

Apartment in Groton

4.96 out of 5 average rating, 75 reviews

Rare find beautiful studio on the Mystic River

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Waterfront house rentals

Guest favorite

Home in East Lyme

4.96 out of 5 average rating, 164 reviews

Beachfront Paradise

Guest favorite

Home in Stonington

4.95 out of 5 average rating, 166 reviews

Romantic Seaside Cottage in Mystic

Guest favorite

Home in New Haven

4.99 out of 5 average rating, 193 reviews

Q River House - 2 bdrm, minutes from Yale/Downtown

Guest favorite

Home in Branford

4.91 out of 5 average rating, 372 reviews

Adorable Beach House on the Long Island Sound

Guest favorite

Home in Groton

4.94 out of 5 average rating, 162 reviews

True Ocean Front Vacationing - Groton/Mystic

Guest favorite

Home in Milford

4.98 out of 5 average rating, 154 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Guest favorite

Home in New Suffolk

5.0 out of 5 average rating, 14 reviews

Waterfront Beach Cottage

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Home in East Marion

4.92 out of 5 average rating, 24 reviews

Waterfront Bungalow w/Private Beach on Peconic Bay

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Waterfront condo rentals

Guest favorite

Condo in Montauk

4.82 out of 5 average rating, 158 reviews

Coastline View Studio

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Condo in Greenport

4.87 out of 5 average rating, 82 reviews

Seaside Escape w Pool, Private Beach & Patio

Guest favorite

Condo in Greenport

5.0 out of 5 average rating, 90 reviews

"Breathtaking Waterfront Water's Edge view"

Guest favorite

Condo in Montauk

4.82 out of 5 average rating, 87 reviews

Beautiful Condo on the Ocean Bluffs

Superhost

Condo in Montauk

Sun N Sound Resort, Montauk, NY

Guest favorite

Condo in Greenport

4.87 out of 5 average rating, 90 reviews

Waterfront Condo C-204 at The Cliffside Resort

Condo in Montauk

4.85 out of 5 average rating, 20 reviews

Condo on the ocean in Montauk

Condo in Shelter Island Heights

5.0 out of 5 average rating, 5 reviews

Peaceful and Relaxing Waterfront.

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Quick stats about waterfront rentals in Northwest Harbor

Total rentals
20 properties
Local attractions
Cedar Point County Park, LongHouse Reserve, and Cedar Island Light
Popular amenities
Kitchen, Wifi, and Pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
560 reviews
Nightly prices starting at
$220 before taxes and fees

Waterfront vacation rentals in Northwest Harbor

Top-rated waterfront rentals in Northwest Harbor

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Northwest Harbor waterfront rentals

Waterfront apartment rentals

Apartment in Stonington

Apartment in Montauk

Apartment in Stonington

Apartment in New London

Apartment in New Haven

Apartment in Mystic

Apartment in Branford

Apartment in Groton

Waterfront house rentals

Home in East Lyme

Home in Stonington

Home in New Haven

Home in Branford

Home in Groton

Home in Milford

Home in New Suffolk

Home in East Marion

Waterfront condo rentals

Condo in Montauk

Condo in Greenport

Condo in Greenport

Condo in Montauk

Condo in Montauk

Condo in Greenport

Condo in Montauk

Condo in Shelter Island Heights

Quick stats about waterfront rentals in Northwest Harbor

Total rentals

Local attractions

Popular amenities

Pet-friendly rentals

Total number of reviews

Nightly prices starting at

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