Northwest Harbor holiday rentals

We found 2,328 holiday rentals — enter your dates for availability
Discover a selection of 290 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:25 Dec - 1 Jan

Dining
Living area
Living area
Pool
Exceptional
(12 reviews)

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

Orient

8% off
S$15,616
for 7 nights, 1 room
S$2,231 per night
includes taxes & fees
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
Dining Room
Private kitchen
Patio
The Harbor
Exceptional
(103 reviews)

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

Sag Harbor

16% off
S$10,847
for 7 nights, 1 home
S$1,550 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Living area
Terrace/patio
Pool
Exterior
Excellent
(10 reviews)

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

Water Mill

8% off
S$50,688
for 7 nights, 1 home
S$7,241 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
master bedroom with balcony
aerial view
view from living room towards pool, outdoor dining
living room
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
S$75,018
for 7 nights, 1 home
S$10,717 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Dining Room with seating for Ten
Pool
Exterior
Outdoor dining
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
S$11,133
for 7 nights, 1 home
S$1,590 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Pool
Exterior
Exterior
Large Dining/Kitchen Space
Exceptional
(11 reviews)

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

Southold

8% off
S$16,431
for 7 nights, 1 home
S$2,347 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Dining room onto porch
Master bed onto balcony
Dining room from kitchen
Hall into sitting room
Exceptional
(34 reviews)

Bohemian Old Life Saving Station with Beach & Pool

East Marion

8% off
S$17,452
for 7 nights, 1 home
S$2,493 per night
includes taxes & fees
Bohemian Old Life Saving Station with Beach & Pool
Interior
Terrace/patio
Interior
Private kitchen
Exceptional
(20 reviews)

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

Greenport

7% off
S$6,321
for 7 nights, 1 home
S$903 per night
includes taxes & fees
Entire, new, roomy, village beach house close to beach, park, and town center
New Kitchen
Pool
Living room w/ screen porch beyond
Den
Exceptional
(48 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
S$17,055
for 7 nights, 1 home
S$2,436 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Pool
Living area
Outdoor dining
Interior
Exceptional
(15 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

7% off
S$10,000
for 7 nights, 1 home
S$1,429 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Living area
Pool
Interior
Exceptional
(11 reviews)

Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

Sag Harbor

8% off
S$13,232
for 7 nights, 1 cottage
S$1,890 per night
includes taxes & fees
Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house
The front of the house
A view of the house and pool from the creek, looking south
The front walkway
The front porch
Exceptional
(21 reviews)

Unique Southold waterfront luxury home with heated pool on Long Creek

Southold

7% off
S$5,877
for 7 nights, 1 home
S$840 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Morning breakfast room
Every season brings special flower blooms
Attention to details and fine workmanship was a sign of wealth both then and now
Second living room once called the "parlour"
Exceptional
(37 reviews)

Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach

Greenport

12% off
S$10,139
for 7 nights, 1 home
S$1,448 per night
includes taxes & fees
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
Ground Floor
Kitchen
Living Room
Backyard
Exceptional
(108 reviews)

Relax in this light-filled home, steps from the beach and a short walk to town!

Greenport

8% off
S$8,213
for 7 nights, 1 home
S$1,173 per night
includes taxes & fees
Relax in this light-filled home, steps from the beach and a short walk to town!
Frankel Residence
Thermador chefs kitchen with expansive island open to dining room & family room
Dining room seating 12 leading to chef's kitchen and doors leading to pool
View from entry foyer into double height living room, skylights, leading to pool
Exceptional
(6 reviews)

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

Wainscott

8% off
S$21,502
for 7 nights, 1 home
S$3,072 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Front yard closeup
Facade
From the bedroom
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
Exceptional
(23 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
S$7,018
for 7 nights, 1 cottage
S$1,003 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Lovely seating in pool area for morning coffee.
Living room, looking out toward Accabonac Harbor, water views.
Bar area pass-through to kitchen, with bar seating.
Guest house small private
outdoor seating area.
Exceptional
(7 reviews)

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

East Hampton

8% off
S$21,541
for 7 nights, 1 home
S$3,077 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Living area on 1st floor with wood burning fireplace
Featured as one of most beautiful poolsides
Couches on covered porch and outdoor dining table for 8
Hydrangeas blooming all summer.these are the August bloomers
Exceptional
(7 reviews)

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton

8% off
S$24,853
for 7 nights, 1 home
S$3,550 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Property grounds
Private kitchen
Dining
Private kitchen
Exceptional
(14 reviews)

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

Southold

7% off
S$6,076
for 7 nights, 1 home
S$868 per night
includes taxes & fees
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country
Dining
Pool
Living area
Terrace/patio
Wonderful
(18 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

7% off
S$22,179
for 7 nights, 1 home
S$3,168 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Dining
Property grounds
Exterior
Private kitchen
Exceptional
(5 reviews)

Beautiful 4 bedroom house with tranquil gardens close to bay beaches.

East Hampton

8% off
S$9,592
for 7 nights, 1 home
S$1,370 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Pool
Property grounds
Interior
Property grounds
Exceptional
(91 reviews)

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

Greenport

8% off
S$4,520
for 7 nights, 1 apartment
S$646 per night
includes taxes & fees
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Living area
Terrace/patio
Exterior
Living area
Exceptional
(8 reviews)

North Fork Waterfront Gem

East Marion

6% off
S$8,122
for 7 nights, 1 home
S$1,160 per night
includes taxes & fees
North Fork Waterfront Gem
Primary bedroom w/California king, vaulted ceilings, tv, & private bathroom
Dine in style overlooking the pool and grounds
New, professional grade, stainless steel appliances including Bertazzoni range
Lounge by the pool in total privacy
Exceptional
(32 reviews)

Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village

East Hampton

15% off
S$9,093
for 7 nights, 1 home
S$1,299 per night
includes taxes & fees
Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village
  • 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)
  • Indian Wells Beach (5.4 mi / 8.6 km)
  • Atlantic Avenue Beach (5.8 mi / 9.4 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 rental accommodation in Northwest Harbour?
Houses are the most popular kind of holiday rental in Northwest Harbour, according to our data. Even if you've got something a little different in mind, Vrbo 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 rental in Northwest Harbour?
A range of things can affect what you'll pay for a holiday rental 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 Vrbo 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 rentals 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 rentals on Vrbo. 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 Vrbo. 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 rental amenities in Northwest Harbour?
Some of the most popular rental 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, Vrbo holiday rentals include the best amenities for hanging out with the people who matter most.
Are there large group holiday rentals in Northwest Harbour?
With 47 holiday rentals 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, Vrbo can help you find a large group rental to match the occasion.
Are there holiday rentals 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 Vrbo'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 rentals in Northwest Harbour?
Yes, you can choose from two one-bedroom rentals 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 rentals 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 Vrbo.
Are there holiday rentals 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 Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Northwest Harbour?
You can choose from 238 holiday rentals 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 rental in Northwest Harbour?
The minimum age is usually 16, 18 or 21. It can differ across properties on Vrbo, so look at the rules of your chosen Northwest Harbour stay before booking.
How long can I rent a holiday rental 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 Vrbo. 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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