Northwest Harbor holiday rentals

We found 2,294 holiday rentals — enter your dates for availability
Discover a selection of 289 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:8 Jan - 15 Jan

master bedroom with balcony
aerial view
living room
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
S$76,377
for 7 nights, 1 home
S$10,911 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Living area
Terrace/patio
Pool
Living area
Excellent
(10 reviews)

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

Water Mill

8% off
S$52,449
for 7 nights, 1 home
S$7,493 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Private kitchen
Dining
Outdoor dining
Pool
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

25% off
S$40,315
for 7 nights, 1 home
S$5,759 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Living room, looking out toward Accabonac Harbor, water views.
Lovely seating in pool area for morning coffee.
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$21,513
for 7 nights, 1 home
S$3,073 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
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
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

7% off
S$22,376
for 7 nights, 1 home
S$3,197 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Living area
Pool
Terrace/patio
Dining
Wonderful
(20 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

7% off
S$22,111
for 7 nights, 1 home
S$3,159 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Pool
Living area
Living area
Outdoor dining
Exceptional
(15 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
S$9,926
for 7 nights, 1 home
S$1,418 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Kitchen walks out to covered porch across length of entire back
Featured as one of most beautiful poolsides
Hydrangeas blooming all summer.these are the August bloomers
Living area on 1st floor with wood burning fireplace
Exceptional
(7 reviews)

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

Southampton

8% off
S$26,710
for 7 nights, 1 home
S$3,816 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Dining Room
Private kitchen
The Harbor
Exterior
Exceptional
(104 reviews)

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

Sag Harbor

16% off
S$11,149
for 7 nights, 1 home
S$1,593 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
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$9,524
for 7 nights, 1 home
S$1,361 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Exterior
Exterior
Pool
Large Dining/Kitchen Space
Exceptional
(12 reviews)

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

Southold

7% off
S$11,191
for 7 nights, 1 home
S$1,599 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Main living room and dining room
Dining
Interior
Night time at the pool
Exceptional
(29 reviews)

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

Sag Harbor

7% off
S$16,428
for 7 nights, 1 home
S$2,347 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
view of pool
seating area rear deck
Private kitchen
primary bedroom #1main floor
Exceptional
(15 reviews)

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

Water Mill

7% off
S$22,454
for 7 nights, 1 home
S$3,208 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
The front walkway
A view of the house and pool from the creek, looking south
The front of the house
The kitchen is all glass with a spectacular view of the pool and creek
Exceptional
(21 reviews)

Unique Southold waterfront luxury home with heated pool on Long Creek

Southold

7% off
S$5,822
for 7 nights, 1 home
S$832 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Exterior
Pool
Dining Room with seating for Ten
Master bedroom with ensuite bathroom
Exceptional
(29 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
S$11,208
for 7 nights, 1 home
S$1,601 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Sunlit living room with wide sliding glass doors that lead out to sundeck.
Swim in the solar heated pool or basque in the sun...
Bright living room with stylish, mid-century modern furnishings
Spacious, stylish, and bright dining room
Exceptional
(10 reviews)

Chic Village Cape w/sparkling pool! Walk to boutiques & eateries, bike to ocean!

East Hampton

27% off
S$6,384
for 7 nights, 1 home
S$912 per night
includes taxes & fees
Chic Village Cape w/sparkling pool! Walk to boutiques & eateries, bike to ocean!
Living room on main floor with mid-century modern sofa
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Three Mile Harbor, glorious sunsets, and waterfront restaurants- 8 minute drive
Sunlit living room w/ coffered ceilings, tv, fireplace, & French doors to pool
Exceptional
(18 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

26% off
S$7,339
for 7 nights, 1 home
S$1,048 per night
includes taxes & fees
Prime East Hampton Village Location. Heated Pool. Walk To All!
Exterior
Wrap around deck
Second living room
Second eating area
Exceptional
(34 reviews)

Our Peaceful, Beach Escape From the City

Sag Harbor

8% off
S$12,263
for 7 nights, 1 home
S$1,752 per night
includes taxes & fees
Our Peaceful, Beach Escape From the City
Interior
Living area
Room
Living area
Exceptional
(9 reviews)

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

East Hampton

7% off
S$6,322
for 7 nights, 1 home
S$903 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Private kitchen
Terrace/patio
Interior
Dining
Exceptional
(21 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
Exterior
Interior
Exterior
Pool
Exceptional
(11 reviews)

Lovely Private Estate In East Hampton

East Hampton

7% off
S$6,664
for 7 nights, 1 home
S$952 per night
includes taxes & fees
Lovely Private Estate In East Hampton
Living area
Private kitchen
Room
Living area
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

7% off
S$7,730
for 7 nights, 1 home
S$1,104 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!
Dining
Private kitchen
Interior
Outdoor dining
Exceptional
(13 reviews)

Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street

Sag Harbor

8% off
S$19,058
for 7 nights, 1 home
S$2,723 per night
includes taxes & fees
Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street
Living Room / Entry / Dining
MINERAL SPRING POOL!
6 Lounge Chairs w/ umbrellas, Covered Cabana
Master Suite - King bed, gas fireplace, en suite lux bath, doors to terrace.
Deck
Exceptional
(61 reviews)

POOL + Beach 1 mi. to Greenport Village! Ask about Winter DEALS for 3+ nights...

East Marion

39% off
S$3,159
for 7 nights, 1 home
S$451 per night
includes taxes & fees
POOL + Beach 1 mi. to Greenport Village! Ask about Winter DEALS for 3+ nights...
  • 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)
  • Mashomack Preserve (6 mi / 9.7 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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