Northwest Harbor holiday rentals

We found 2,335 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

Exterior
Private kitchen
Patio
Dining Room
Exceptional
(103 reviews)

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

Sag Harbor

16% off
S$10,986
for 7 nights, 1 home
S$1,569 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Dining Room with seating for Ten
Pool
Outdoor dining
Exterior
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
S$10,601
for 7 nights, 1 home
S$1,514 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
master bedroom with balcony
aerial view
kitchen with large island and breakfast table
living room
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

16% off
S$77,045
for 7 nights, 1 home
S$11,006 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Front Porch
Pool
Den
Living room w/ screen porch beyond
Exceptional
(48 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
S$17,431
for 7 nights, 1 home
S$2,490 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Pool
Living area
Interior
Outdoor dining
Exceptional
(14 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

7% off
S$9,946
for 7 nights, 1 home
S$1,421 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
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
S$16,459
for 7 nights, 1 home
S$2,351 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Kitchen from dining room
Master bed onto balcony
Dining room onto porch
Hall into sitting room
Exceptional
(34 reviews)

Bohemian Old Life Saving Station with Beach & Pool

East Marion

8% off
S$17,399
for 7 nights, 1 home
S$2,486 per night
includes taxes & fees
Bohemian Old Life Saving Station with Beach & Pool
Dining
Terrace/patio
Private kitchen
Interior
Exceptional
(19 reviews)

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

Greenport

8% off
S$6,123
for 7 nights, 1 home
S$875 per night
includes taxes & fees
Entire, new, roomy, village beach house close to beach, park, and town center
The front walkway
A view of the house and pool from the creek, looking south
The kitchen is all glass with a spectacular view of the pool and creek
The front of the house
Exceptional
(21 reviews)

Unique Southold waterfront luxury home with heated pool on Long Creek

Southold

7% off
S$5,805
for 7 nights, 1 home
S$829 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Terrace/patio
Pool
Living area
Dining
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
S$21,528
for 7 nights, 1 home
S$3,075 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
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$20,920
for 7 nights, 1 home
S$2,989 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Morning breakfast room
Every season brings special flower blooms
Second living room once called the "parlour"
Attention to details and fine workmanship was a sign of wealth both then and now
Exceptional
(37 reviews)

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

Greenport

12% off
S$10,108
for 7 nights, 1 home
S$1,444 per night
includes taxes & fees
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
Open entry foyer with wall of windowed doors to Zen Garden
Thermador chefs kitchen with expansive island open to dining room & family room
Frankel Residence
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$21,560
for 7 nights, 1 home
S$3,080 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Backyard
Kitchen
Shed
Exterior
Exceptional
(108 reviews)

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

Greenport

8% off
S$8,188
for 7 nights, 1 home
S$1,170 per night
includes taxes & fees
Relax in this light-filled home, steps from the beach and a short walk to town!
Front yard closeup
Facade
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
From the bedroom
Exceptional
(23 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
S$7,170
for 7 nights, 1 cottage
S$1,024 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Pool
Terrace/patio
Living area
Living area
Exceptional
(12 reviews)

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

East Hampton

12% off
S$12,344
for 7 nights, 1 home
S$1,763 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Property grounds
Property grounds
Pool
Interior
Exceptional
(89 reviews)

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

Greenport

8% off
S$4,507
for 7 nights, 1 apartment
S$644 per night
includes taxes & fees
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Living area
Living area
Dining
Room
Exceptional
(9 reviews)

Modern Home in East Hampton great for a summer or winter retreat.

East Hampton

7% off
S$7,175
for 7 nights, 1 home
S$1,025 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Private kitchen
Property grounds
Dining
Exterior
Exceptional
(5 reviews)

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

East Hampton

8% off
S$9,563
for 7 nights, 1 home
S$1,366 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Pool
Dining
Living area
Private kitchen
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
S$38,395
for 7 nights, 1 home
S$5,485 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Terrace/patio
Private kitchen
Living area
Room
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

8% off
S$7,521
for 7 nights, 1 home
S$1,074 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!
Main living area
Large pool heated pool
Dining area
Kitchen
Exceptional
(21 reviews)

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

East Hampton

7% off
S$6,713
for 7 nights, 1 home
S$959 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Room
Private kitchen
Private kitchen
Property grounds
Exceptional
(14 reviews)

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

Southold

7% off
S$6,057
for 7 nights, 1 home
S$865 per night
includes taxes & fees
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country
primary bedroom #1main floor
seating area rear deck
dining area, expandable table
Private kitchen
Exceptional
(15 reviews)

Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach

Water Mill

8% off
S$22,025
for 7 nights, 1 home
S$3,146 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
  • 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:

  • 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)
  • Bedell Cellars (12.9 mi / 20.8 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:

  • 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)
  • 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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