Waterfront holiday rentals in Northwest Harbor

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Top-rated waterfront rentals in Northwest Harbor

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Guest favourite

Cottage in Riverhead

4.97 out of 5 average rating, 129 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 favourite

Home in East Hampton

4.94 out of 5 average rating, 207 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, 36 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 favourite

Cottage in Westbrook

4.85 out of 5 average rating, 102 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Guest favourite

Bungalow in Hampton Bays

5.0 out of 5 average rating, 114 reviews

Hamptons Waterfront- Great Location!

My place is right on the water with your own sandy beach. A quick walk to the restaurant and dining. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Note: If this house does not have availability in June, July or August- please check out my other listing also a 2 bdrm/2 bath waterfront house (https://www.airbnb.com/h/canoebeachhousebh).

Superhost

Home in East Hampton

5.0 out of 5 average rating, 6 reviews

Waterfront Oasis + Pool/Spa & Private Beach

Waterfront in East Hampton! This perfectly renovated 5br | 3.5ba modern home with frontage on 2 bodies of water, offers stunning views year round. Relax by the saltwater heated pool & built-in spa or cozy up by the mid-century fireplace. WALK TO OUR PRIVATE BEACH & enjoy our 7 bikes, 4 paddle-boards & 3 kayaks, or take in the sunset over the water while you prepare dinner in the fully stocked chef's kitchen. Designer furniture promotes indoor-outdoor living w/refined simplicity. Registry#24-14

Guest favourite

Apartment in Montauk

4.99 out of 5 average rating, 185 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 favourite

Apartment in Greenport

4.9 out of 5 average rating, 113 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 favourite

Apartment in Greenport

4.91 out of 5 average rating, 126 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 favourite

Flat 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 favourite

Guest house in Shelter Island

5.0 out of 5 average rating, 51 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 favourite

Cottage in Montauk

4.87 out of 5 average rating, 221 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.

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for waterfront rentals in Northwest Harbor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat in Stonington

4.95 out of 5 average rating, 228 reviews

Mystical Ocean View in Historic Stonington Borough

Guest favourite

Flat in New Haven

4.89 out of 5 average rating, 469 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Guest favourite

Flat in Montauk

4.93 out of 5 average rating, 74 reviews

Peaceful Montauk.

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Flat in Greenport

4.75 out of 5 average rating, 4 reviews

Junior Suite One King + Sofa Bed

Guest favourite

Flat in Branford

4.89 out of 5 average rating, 9 reviews

Stony Crk Studio ideal for trvl nurses…

Guest favourite

Flat in Groton

4.96 out of 5 average rating, 79 reviews

Rare find beautiful studio on the Mystic River

Guest favourite

Flat in East Haven

4.97 out of 5 average rating, 70 reviews

Coastal Relaxation Getaway

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Flat in Westerly

5.0 out of 5 average rating, 3 reviews

Purple Ape Escape: Unit 1-1

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Waterfront house rentals

Guest favourite

Home in East Lyme

4.96 out of 5 average rating, 169 reviews

Beachfront Paradise

Guest favourite

Home in Branford

4.91 out of 5 average rating, 379 reviews

Adorable Beach House on the Long Island Sound

Guest favourite

Home in East Haven

4.95 out of 5 average rating, 103 reviews

The Breakaway - a waterfront gem.

Guest favourite

Home in Stonington

4.95 out of 5 average rating, 168 reviews

Romantic Seaside Cottage in Mystic

Guest favourite

Home in Clinton

4.97 out of 5 average rating, 101 reviews

Amazing 2BR Riverfront Gem

Guest favourite

Home in New Haven

5.0 out of 5 average rating, 203 reviews

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

Superhost

Home in East Lyme

4.94 out of 5 average rating, 103 reviews

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC

Guest favourite

Home in Groton

4.95 out of 5 average rating, 166 reviews

True Ocean Front Vacationing - Groton/Mystic

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Waterfront apartment rentals

Guest favourite

Apartment in Montauk

4.82 out of 5 average rating, 158 reviews

Coastline View Studio

Guest favourite

Apartment in Montauk

5.0 out of 5 average rating, 6 reviews

Sun N Sound Resort, Montauk, NY

Superhost

Apartment in Greenport

4.83 out of 5 average rating, 100 reviews

Seaside Escape w Pool, Private Beach + Patio

Guest favourite

Apartment in Greenport

5.0 out of 5 average rating, 92 reviews

"Breathtaking Waterfront Water's Edge view"

Guest favourite

Apartment in Montauk

4.82 out of 5 average rating, 88 reviews

Beautiful Condo on the Ocean Bluffs

Apartment in Montauk

4.85 out of 5 average rating, 20 reviews

Condo on the ocean in Montauk

Apartment in Shelter Island Heights

5.0 out of 5 average rating, 5 reviews

Peaceful and Relaxing Waterfront.

Guest favourite

Apartment in Greenport

4.87 out of 5 average rating, 90 reviews

Waterfront Condo C-204 at The Cliffside Resort

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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
€ 204 before taxes and fees

Waterfront holiday rentals in Northwest Harbor

Top-rated waterfront rentals in Northwest Harbor

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for waterfront rentals in Northwest Harbor

Waterfront apartment rentals

Flat in Stonington

Flat in New Haven

Flat in Montauk

Flat in Greenport

Flat in Branford

Flat in Groton

Flat in East Haven

Flat in Westerly

Waterfront house rentals

Home in East Lyme

Home in Branford

Home in East Haven

Home in Stonington

Home in Clinton

Home in New Haven

Home in East Lyme

Home in Groton

Waterfront apartment rentals

Apartment in Montauk

Apartment in Montauk

Apartment in Greenport

Apartment in Greenport

Apartment in Montauk

Apartment in Montauk

Apartment in Shelter Island Heights

Apartment in Greenport

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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