Northwest Harbor holiday rentals

We found 2,305 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

view from living room towards pool, outdoor dining
aerial view
living room
master bedroom with balcony
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
S$76,658
for 7 nights, 1 home
S$10,951 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Exterior
Terrace/patio
Living area
Living area
Excellent
(10 reviews)

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

Water Mill

8% off
S$51,984
for 7 nights, 1 home
S$7,426 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Pool
Dining
Private kitchen
Living area
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

25% off
S$39,518
for 7 nights, 1 home
S$5,645 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
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.
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Exceptional
(7 reviews)

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

East Hampton

8% off
S$21,312
for 7 nights, 1 home
S$3,045 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Open entry foyer with wall of windowed doors to Zen Garden
Thermador chefs kitchen with expansive island open to dining room & family room
View from entry foyer into double height living room, skylights, leading to pool
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Exceptional
(6 reviews)

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

Wainscott

7% off
S$22,209
for 7 nights, 1 home
S$3,173 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Dining
Pool
Private kitchen
Living area
Wonderful
(20 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
S$21,921
for 7 nights, 1 home
S$3,132 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Outdoor dining
Living area
Pool
Interior
Exceptional
(15 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
S$9,915
for 7 nights, 1 home
S$1,416 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Living area on 1st floor with wood burning fireplace
Featured as one of most beautiful poolsides
Kitchen walks out to covered porch across length of entire back
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$26,584
for 7 nights, 1 home
S$3,798 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Exterior
Property grounds
Terrace/patio
Dining
Exceptional
(5 reviews)

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

East Hampton

8% off
S$9,521
for 7 nights, 1 home
S$1,360 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Dining Room
Private kitchen
Exterior
The Harbor
Exceptional
(104 reviews)

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

Sag Harbor

16% off
S$11,092
for 7 nights, 1 home
S$1,585 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Main living room and dining room
Dining
Night time at the pool
Interior
Exceptional
(29 reviews)

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

Sag Harbor

7% off
S$16,311
for 7 nights, 1 home
S$2,330 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Large Dining/Kitchen Space
Exterior
Spacious Main Floor Living room
Exterior
Exceptional
(12 reviews)

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

Southold

7% off
S$11,183
for 7 nights, 1 home
S$1,598 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Private kitchen
seating area rear deck
primary bedroom #1main floor
view of pool
Exceptional
(15 reviews)

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

Water Mill

7% off
S$22,388
for 7 nights, 1 home
S$3,198 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
The front of the house
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 porch
Exceptional
(21 reviews)

Unique Southold waterfront luxury home with heated pool on Long Creek

Southold

7% off
S$5,780
for 7 nights, 1 home
S$826 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Dining Room with seating for Ten
Pool
Master bedroom with ensuite bathroom
Exterior
Exceptional
(29 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
S$11,182
for 7 nights, 1 home
S$1,597 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Spacious, stylish, and bright dining room
Swim in the solar heated pool or basque in the sun...
Sunlit living room with wide sliding glass doors that lead out to sundeck.
Bright living room with stylish, mid-century modern furnishings
Exceptional
(10 reviews)

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

East Hampton

27% off
S$6,338
for 7 nights, 1 home
S$905 per night
includes taxes & fees
Chic Village Cape w/sparkling pool! Walk to boutiques & eateries, bike to ocean!
Second level sunny bedroom with queen bed and views of the pool.
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Living room on main floor with mid-century modern sofa
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

27% off
S$7,286
for 7 nights, 1 home
S$1,041 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$12,225
for 7 nights, 1 home
S$1,746 per night
includes taxes & fees
Our Peaceful, Beach Escape From the City
Interior
Living area
Living area
Room
Exceptional
(9 reviews)

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

East Hampton

7% off
S$6,276
for 7 nights, 1 home
S$897 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Dining
Terrace/patio
Interior
Interior
Exceptional
(21 reviews)

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

Greenport

7% off
S$6,275
for 7 nights, 1 home
S$896 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$6,615
for 7 nights, 1 home
S$945 per night
includes taxes & fees
Lovely Private Estate In East Hampton
Dining
Private kitchen
Outdoor dining
Interior
Exceptional
(13 reviews)

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

Sag Harbor

8% off
S$19,040
for 7 nights, 1 home
S$2,720 per night
includes taxes & fees
Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street
Living area
Private kitchen
Living area
Terrace/patio
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

7% off
S$7,674
for 7 nights, 1 home
S$1,096 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!
Dining Room - seats up to 10
MINERAL SPRING POOL!
6 Lounge Chairs w/ umbrellas, Covered Cabana
Living Room / Entry / Dining
Master Suite - King bed, gas fireplace, en suite lux bath, doors to terrace.
Exceptional
(61 reviews)

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

East Marion

39% off
S$3,173
for 7 nights, 1 home
S$453 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.

More holiday ideas