Northwest Harbor holiday rentals

We found 2,373 holiday rentals — enter your dates for availability
Discover a selection of 307 homes and other holiday rentals in Northwest Harbor that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Northwest Harbor

Showing deals for:6 Nov - 13 Nov

Living area
Living area
Pool
Exterior
Exceptional
(9 reviews)

Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach

Orient

8% off
AU$17,041
for 7 nights, 1 room
AU$2,434 per night
includes taxes & fees
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
master bedroom with balcony
aerial view
view from living room towards pool, outdoor dining
kitchen with large island and breakfast table
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
AU$82,167
for 7 nights, 1 home
AU$11,738 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Exterior
Private kitchen
Patio
Dining Room
Exceptional
(97 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

16% off
AU$11,947
for 7 nights, 1 home
AU$1,707 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Large Dining/Kitchen Space
Exterior
Spacious Main Floor Living room
Pool
Exceptional
(11 reviews)

New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!

Southold

8% off
AU$14,119
for 7 nights, 1 home
AU$2,017 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Pool
Terrace/patio
Living area
Exterior
Exceptional
(8 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
AU$55,305
for 7 nights, 1 home
AU$7,901 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Main house living room
Pool area viewed from side with teak loungers and umbrellas
Main house dining area with wet bar, 300 bottle wine fridge and ice maker.
Private kitchen
Exceptional
(6 reviews)

Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett

8% off
AU$48,333
for 7 nights, 1 home
AU$6,905 per night
includes taxes & fees
Amagansett Beach Estate with Award Winning Outdoor Amenities
Dining
Pool
Terrace/patio
Private kitchen
Exceptional
(16 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
AU$23,418
for 7 nights, 1 home
AU$3,345 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Thermador chefs kitchen with expansive island open to dining room & family room
Frankel Residence
Open entry foyer with wall of windowed doors to Zen Garden
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
AU$23,454
for 7 nights, 1 home
AU$3,351 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Living area
Outdoor dining
Living area
Private kitchen
Exceptional
(13 reviews)

Explore the Hampton in this Shelter Island Getaway. Weekly Bookings

Shelter Island Heights

31% off
AU$8,230
for 7 nights, 1 home
AU$1,176 per night
includes taxes & fees
Explore the Hampton in this Shelter Island Getaway. Weekly Bookings
Den
Pool
Living room w/ screen porch beyond
Front Porch
Exceptional
(46 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
AU$18,963
for 7 nights, 1 home
AU$2,709 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Property grounds
Outdoor dining
Open both doors for a cool breeze while dining
Dine al fresco while watching the boats and sea planes
Exceptional
(16 reviews)

Relax and Enjoy!

Shelter Island Heights

7% off
AU$9,995
for 7 nights, 1 home
AU$1,428 per night
includes taxes & fees
Relax and Enjoy!
Hall into sitting room
Master bed onto balcony
Dining room onto porch
Kitchen from dining room
Exceptional
(34 reviews)

Bohemian Old Life Saving Station with Beach & Pool

East Marion

8% off
AU$13,834
for 7 nights, 1 home
AU$1,976 per night
includes taxes & fees
Bohemian Old Life Saving Station with Beach & Pool
Pool
Living area
Exterior detail
Exceptional
(10 reviews)

Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL

Sag Harbor

8% off
AU$20,727
for 7 nights, 1 cottage
AU$2,961 per night
includes taxes & fees
Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL
Interior
Terrace/patio
Living area
Living area
Exceptional
(11 reviews)

Large East Hampton house with heated pool and home gym - fully fenced

East Hampton

12% off
AU$17,884
for 7 nights, 1 home
AU$2,555 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Dining
Private kitchen
Property grounds
Private kitchen
Exceptional
(14 reviews)

Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Southold

8% off
AU$6,487
for 7 nights, 1 home
AU$927 per night
includes taxes & fees
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country
Bar area pass-through to kitchen, with bar seating.
Living room, looking out toward Accabonac Harbor, water views.
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Lovely seating in pool area for morning coffee.
Exceptional
(7 reviews)

WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!

East Hampton

8% off
AU$22,757
for 7 nights, 1 home
AU$3,251 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Living area
Private kitchen
Living area
Exterior
Exceptional
(34 reviews)

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cutchogue

8% off
AU$3,803
for 7 nights, 1 cottage
AU$543 per night
includes taxes & fees
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
kitchen backs onto the garden
huge swimming pool and deck surrounded by trees
Queen bedroom leading onto deck.  Ensuite bathroom, walk-in closet and tv.
living area with gas fire leads onto the deck
Exceptional
(53 reviews)

Large heated pool, games room, private bay beach access, gardens, kid-friendly

East Hampton

8% off
AU$7,234
for 7 nights, 1 home
AU$1,033 per night
includes taxes & fees
Large heated pool, games room, private bay beach access, gardens, kid-friendly
Living/dining space
Facade
From the bedroom
Front yard closeup
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
AU$7,638
for 7 nights, 1 cottage
AU$1,091 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Interior
Dining
Night time at the pool
Interior
Exceptional
(27 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off
AU$20,624
for 7 nights, 1 home
AU$2,946 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Outdoor dining
Dining
Private kitchen
Living area
Exceptional
(8 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
AU$42,228
for 7 nights, 1 home
AU$6,033 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Main living area
Large pool heated pool
Exterior
Kitchen
Exceptional
(20 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
AU$7,323
for 7 nights, 1 home
AU$1,046 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Interior
Terrace/patio
Dining
Interior
Exceptional
(19 reviews)

Entire, new, roomy, village beach house close to beach, park, and town center

Greenport

8% off
AU$6,709
for 7 nights, 1 home
AU$958 per night
includes taxes & fees
Entire, new, roomy, village beach house close to beach, park, and town center
Dining
Property grounds
Living area
View towards pool from backyard
Exceptional
(95 reviews)

Private and Immaculate East Hampton Home With Heated Pool

East Hampton

8% off
AU$6,587
for 7 nights, 1 home
AU$941 per night
includes taxes & fees
Private and Immaculate East Hampton Home With Heated Pool
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Arty Northwest Harbor will entice you

Enjoy the art galleries and other features of Northwest Harbor. Renowned for its island views, shark watching and aquarium, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Northwest Harbor

Are you looking for attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Northwest Harbor a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • LongHouse Reserve (2.2 mi / 3.6 km)
  • Wolffer Estates Vineyard (5.4 mi / 8.6 km)
  • Kontokosta Winery (10.4 mi / 16.8 km)
  • Duck Walk Vineyards (10.6 mi / 17 km)
  • Raphael Winery (12.6 mi / 20.3 km)
  • Pindar Vineyards (12.8 mi / 20.6 km)

Exploring the natural landscape of Northwest Harbor

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Northwest Harbor is a great spot to appreciate mother nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • LongHouse Reserve (2.2 mi / 3.6 km)
  • East Hampton Main Beach (4.8 mi / 7.8 km)
  • Georgica Beach (5.2 mi / 8.4 km)
  • Indian Wells Beach (5.4 mi / 8.6 km)
  • Amagansett Beach (6 mi / 9.7 km)
  • The Hamptons Beaches (7.2 mi / 11.6 km)

Travelling to and around Northwest Harbor

The nearest airport is in East Hampton, NY (HTO), located 3.6 mi (5.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Montauk, NY (MTP), which is 16 mi (25.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Northwest Harbour?
Houses are the most popular kind of holiday home in Northwest Harbour, according to our data. Even if you've got something a little different in mind, Stayz has holiday homes in many sizes and shapes. Compare our options to find your perfect fit.
How much does it cost to rent a holiday home in Northwest Harbour?
A range of things can affect what you'll pay for a holiday home in Northwest Harbour, like the type of property, length of stay and season. But, all our holiday homes have one thing in common — incredible value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Northwest Harbour?
Prices for beach houses in Northwest Harbour will vary depending on the size and style of the property and time of year you're travelling. All you have to do is enter your travel dates into Stayz and how many guests to view available options and prices. From there you can use the filters to refine your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly holiday homes in Northwest Harbour?
Pack a travel bag for your pooch because Northwest Harbour has 250 properties that throw out the welcome mat to doggie guests. Let your happy hound have fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your travel dates and destination, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Northwest Harbour?
Check the "pool" box in our filter tool and you can choose from 223 houses with private pools in Northwest Harbour on Stayz. Morning dip, sunset soak or midnight swim? How you spend your free time is up to you when your holiday home has a swimming pool.
What are popular home amenities in Northwest Harbour?
Some of the most popular home amenities guests are looking for in Northwest Harbour include a swimming pool, a sauna and a beach view. Whether you're holidaying with family, friends or even pets, Stayz holiday homes include the best amenities for hanging out with the people who matter most.
Are there large group holiday homes in Northwest Harbour?
With 47 holiday homes that can host 10 or more guests in Northwest Harbour, you won't have to cross anyone off the invite list. From holidays with the extended family to events like Christmas or New Year's Eve parties, Stayz can help you find a large group home to match the occasion.
Are there holiday homes in Northwest Harbour that welcome kids?
Northwest Harbour has 247 family-friendly holiday homes to pick from. And discovering a stay that welcomes children is simple with Stayz's "Properties good for families" filter. As well as having the entire place to yourselves, you can also look forward to conveniences and perks like bunk beds, yards and private pools.
What are the top attractions for families in Northwest Harbour?
Keeping the kids happy during your Northwest Harbour holiday is a cinch with these leading family-friendly attractions:
  • East Hampton Main Beach
  • Georgica Beach
  • Egypt Beach
Are there one-bedroom holiday homes in Northwest Harbour?
Yes, you can choose from two one-bedroom homes in Northwest Harbour. Whether you'd like a cosy cottage or an upmarket condo, our one-bedroom properties are perfect if you don't require lots of room. One of the major perks of having your own pad? You'll never need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Northwest Harbour?
Northwest Harbour has six two-bedroom holiday properties to select from. Experience a holiday home with all the space and comfort you want at a price you'll love on Stayz.
Are there holiday homes with WiFi in Northwest Harbour?
Whether you'd like to keep up with the latest news, reply to emails or surf social networks, there are 91 holiday homes with WiFi in Northwest Harbour. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Northwest Harbour?
You can choose from 238 holiday homes with air conditioning in Northwest Harbour providing that cool, cool breeze and extra comfort level. Simply enter your preferred travel dates and then take advantage of our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a holiday home in Northwest Harbour?
The minimum age is usually 16, 18 or 21. It can differ across properties on Stayz, so look at the rules of your chosen Northwest Harbour stay before booking.
How long can I rent a holiday home in Northwest Harbour for?
It's up to the Northwest Harbour property. To browse available options offering extended stays, just type your dates and number of guests into Stayz. Look forward to having the place to yourself, along with home comforts like a kitchen, air conditioning and outdoor spaces where the kids can run around and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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