Beachfront vacation rentals in Northwest Harbor

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Top-rated beachfront 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.

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, 109 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

Home in Stonington

4.95 out of 5 average rating, 166 reviews

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Guest favorite

Cottage in Chester

4.98 out of 5 average rating, 229 reviews

Updated cottage "Beriozka" on Cedar Lake

Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

Guest favorite

Apartment in East Lyme

4.97 out of 5 average rating, 173 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

Guest suite in Sag Harbor

4.89 out of 5 average rating, 131 reviews

Old World Charm Private Suite with Own Entrance

***PLEASE ASK ME ABOUT LONGER TERM DISCOUNT*** Private separate suite inside historic village home with own private separate entrance with private bath and kitchenette in modernized 1790 sailor’s home featured in House Beautiful Magazine. Charming historic original detail. Two minute walk to Bay for best sunset, Main Street and Jitney stop in Sag Harbor Village also steps away. Please also note: extra room for up to 2 people is also available in the main house, please inquire.

Guest favorite

Guest suite in Groton

4.91 out of 5 average rating, 159 reviews

Shoreline Retreat Groton-Mystic Region

Shoreline area guest suite with private entrance, private bath, private deck and on-site and off-street parking directly across the street. The property is located across from a public golf course, one block from the beach and the University of Connecticut Avery Point campus. It is approx. 5 miles to Mystic, Ct and close proximity to the casinos, the Coast Guard Academy, Pfizer, Electric Boat, the Naval Submarine Base and Tanger Outlets at Foxwoods Casino.

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

Home in Branford

4.91 out of 5 average rating, 373 reviews

Adorable Beach House on the Long Island Sound

Beach House with incredible views of the Thimble Islands - 4 min walk to Restaurants including Lenny’s, Zagat award winner for fresh local seafood - 1 min walk to Bud’s Fish Market - 3 min walk to Indian Neck Liquor - 3 min drive to brewery w/ food trucks & music - 4 min drive to Branford Green w/ specialty stores, coffee & ice cream

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Northwest Harbor beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Guest favorite

Home in East Haven

4.88 out of 5 average rating, 196 reviews

Beach Cottage by the Sea

Guest favorite

Home in Greenport

4.96 out of 5 average rating, 110 reviews

Greenport Beach House

Guest favorite

Cottage in Milford

4.96 out of 5 average rating, 238 reviews

Spring Sale! Cozy Cottage | Walk to Beach | Pet

Guest favorite

Cottage in Charlestown

4.88 out of 5 average rating, 134 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

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Home in East Lyme

4.9 out of 5 average rating, 110 reviews

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC

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Cottage in Branford

4.85 out of 5 average rating, 197 reviews

Cozy Home In Short Beach Community

Guest favorite

Home in Milford

4.99 out of 5 average rating, 103 reviews

Serene Waterfront Retreat - 400 ft Private Beach!

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Tent in East Hampton

4.92 out of 5 average rating, 59 reviews

Safari Tent Glamping,S7-CedarPt, East Hampton, NY

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Beachfront home rentals with a pool

Guest favorite

Condo in Greenport

4.91 out of 5 average rating, 126 reviews

Beautiful Waterview Condo on the North Fork of LI

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Condo in Montauk

4.8 out of 5 average rating, 232 reviews

Montauk Royal Atlantic Beach Resort North

Guest favorite

Condo in Montauk

4.82 out of 5 average rating, 158 reviews

Coastline View Studio

Guest favorite

Home in Southold

5.0 out of 5 average rating, 12 reviews

Gorgeous home with heated gunnite pool!

Guest favorite

Apartment in Montauk

4.86 out of 5 average rating, 95 reviews

Recharge at our Renovated ocean front unit

Guest favorite

Apartment in Montauk

4.9 out of 5 average rating, 10 reviews

Studio Condo Walk to Town with Pool

Guest favorite

Condo in Greenport

5.0 out of 5 average rating, 90 reviews

"Breathtaking Waterfront Water's Edge view"

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Condo in Greenport

4.87 out of 5 average rating, 82 reviews

Seaside Escape w Pool, Private Beach & Patio

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Private beachfront home rentals

Guest favorite

Guesthouse in Sag Harbor

5.0 out of 5 average rating, 6 reviews

Romantic studio cottage; Walk to town

Guest favorite

Home in Greenport

4.98 out of 5 average rating, 86 reviews

Designer's Dream - Charming Boathouse

Superhost

Bungalow in East Hampton

5.0 out of 5 average rating, 3 reviews

Charming Bungalow on the Bay

Guest favorite

Condo in Sag Harbor

4.95 out of 5 average rating, 21 reviews

Charming Sag Harbor Condo right in town/Main St!

Guest favorite

Home in Montauk

4.99 out of 5 average rating, 82 reviews

Sea Roost

Guest favorite

Home in Greenport

5.0 out of 5 average rating, 30 reviews

Historic Stunner in Heart of Village

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Apartment in Amagansett

4.96 out of 5 average rating, 27 reviews

Amagansett apartment close to beach

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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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Quick stats about beachfront 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
510 reviews
Nightly prices starting at
$220 before taxes and fees

Beachfront vacation rentals in Northwest Harbor

Top-rated beachfront rentals in Northwest Harbor

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Northwest Harbor beachfront rentals

Pet-friendly beachfront home rentals

Home in East Haven

Home in Greenport

Cottage in Milford

Cottage in Charlestown

Home in East Lyme

Cottage in Branford

Home in Milford

Tent in East Hampton

Beachfront home rentals with a pool

Condo in Greenport

Condo in Montauk

Condo in Montauk

Home in Southold

Apartment in Montauk

Apartment in Montauk

Condo in Greenport

Condo in Greenport

Private beachfront home rentals

Guesthouse in Sag Harbor

Home in Greenport

Bungalow in East Hampton

Condo in Sag Harbor

Home in Montauk

Home in Greenport

Apartment in Amagansett

Home in East Marion

Quick stats about beachfront rentals in Northwest Harbor

Total rentals

Local attractions

Popular amenities

Pet-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore