Northwest Harbor holiday rentals

We found 2,344 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:18 Dec - 25 Dec

Patio
Private kitchen
Dining Room
Exterior
Exceptional
(102 reviews)

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

Sag Harbor

16% off
AU$12,004
for 7 nights, 1 home
AU$1,715 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
kitchen with large island and breakfast table
aerial view
view from living room towards pool, outdoor dining
master bedroom with balcony
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

16% off
AU$85,374
for 7 nights, 1 home
AU$12,196 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Master bedroom with ensuite bathroom
Pool
Outdoor dining
Dining Room with seating for Ten
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
AU$12,129
for 7 nights, 1 home
AU$1,733 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Front Porch
Pool
Living room w/ screen porch beyond
Den
Exceptional
(48 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
AU$18,811
for 7 nights, 1 home
AU$2,687 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Outdoor dining
Living area
Living area
Pool
Exceptional
(14 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
AU$10,717
for 7 nights, 1 home
AU$1,531 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Dining room from kitchen
Master bed onto balcony
Hall into sitting room
Kitchen from dining room
Exceptional
(34 reviews)

Bohemian Old Life Saving Station with Beach & Pool

East Marion

8% off
AU$19,214
for 7 nights, 1 home
AU$2,745 per night
includes taxes & fees
Bohemian Old Life Saving Station with Beach & Pool
Exterior
Exterior
Pool
Large Dining/Kitchen Space
Exceptional
(11 reviews)

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

Southold

8% off
AU$12,774
for 7 nights, 1 home
AU$1,825 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Terrace/patio
Pool
Private kitchen
Living area
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
AU$23,230
for 7 nights, 1 home
AU$3,319 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
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
AU$25,692
for 7 nights, 1 home
AU$3,670 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
The kitchen is all glass with a spectacular view of the pool and creek
A view of the house and pool from the creek, looking south
The front porch
The front walkway
Exceptional
(20 reviews)

Unique Southold waterfront luxury home with heated pool on Long Creek

Southold

7% off
AU$6,281
for 7 nights, 1 home
AU$897 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Lovely seating in pool area for morning coffee.
Living room, looking out toward Accabonac Harbor, water views.
Guest house small private outdoor seating area.
Bar area pass-through to kitchen, with bar seating.
Exceptional
(7 reviews)

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

East Hampton

8% off
AU$22,575
for 7 nights, 1 home
AU$3,225 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
Facade
Front yard closeup
From the bedroom
Exceptional
(23 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
AU$7,684
for 7 nights, 1 cottage
AU$1,098 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Private kitchen
Terrace/patio
Interior
Dining
Exceptional
(19 reviews)

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

Greenport

8% off
AU$6,755
for 7 nights, 1 home
AU$965 per night
includes taxes & fees
Entire, new, roomy, village beach house close to beach, park, and town center
Exterior
Property grounds
Terrace/patio
Private kitchen
Exceptional
(5 reviews)

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

East Hampton

8% off
AU$10,300
for 7 nights, 1 home
AU$1,471 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
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
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$23,266
for 7 nights, 1 home
AU$3,324 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Attention to details and fine workmanship was a sign of wealth both then and now
Every season brings special flower blooms
Second living room once called the "parlour"
Morning breakfast room
Exceptional
(37 reviews)

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

Greenport

12% off
AU$11,008
for 7 nights, 1 home
AU$1,573 per night
includes taxes & fees
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
Living area
Terrace/patio
Interior
Pool
Exceptional
(12 reviews)

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

East Hampton

12% off
AU$12,469
for 7 nights, 1 home
AU$1,781 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Private kitchen
Dining
Living area
Outdoor dining
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
AU$41,890
for 7 nights, 1 home
AU$5,984 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Dining
Private kitchen
Private kitchen
Room
Exceptional
(14 reviews)

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

Southold

8% off
AU$6,447
for 7 nights, 1 home
AU$921 per night
includes taxes & fees
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country
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
AU$7,768
for 7 nights, 1 home
AU$1,110 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Kitchen
Large pool heated pool
Dining area
Main living area
Exceptional
(21 reviews)

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

East Hampton

7% off
AU$7,264
for 7 nights, 1 home
AU$1,038 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Living area
Private kitchen
Terrace/patio
Room
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

8% off
AU$8,144
for 7 nights, 1 home
AU$1,163 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!
Interior
Dining
Main living room and dining room
Interior
Exceptional
(28 reviews)

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

Sag Harbor

8% off
AU$17,861
for 7 nights, 1 home
AU$2,552 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Private kitchen
seating area rear deck
view of pool
primary bedroom #1main floor
Exceptional
(15 reviews)

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

Water Mill

7% off
AU$24,406
for 7 nights, 1 home
AU$3,487 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 best area to stay in Northwest Harbor when booking a holiday rental?
When considering a holiday rental in Northwest Harbor, New York, a fantastic area to stay is near the scenic beaches and tranquil surroundings of the Hamptons. This region offers a delightful mix of natural beauty and local charm. You can find a variety of properties ranging from quaint cottages to luxurious homes, suiting different preferences and group sizes.One of the main attractions in this area is the stunning beaches, where you can enjoy sunbathing, swimming, or long walks along the shore. Additionally, the nearby Montauk Point State Park is a must-visit, featuring breathtaking coastal views and the iconic lighthouse, which provides a great backdrop for memorable photographs.Northwest Harbor is not only known for its picturesque landscapes but also for its proximity to various dining and shopping options. The local eateries offer fresh seafood and farm-to-table cuisine, adding to the overall experience of your stay.
What are the top attractions in Northwest Harbor?
In Northwest Harbor, visitors can enjoy a serene escape with a variety of attractions centred around natural beauty and outdoor activities. The area is known for its picturesque beaches, with Northwest Harbor Beach offering a tranquil spot for sunbathing and swimming. Nearby, the scenic landscapes of the East Hampton Wildlife Refuge provide opportunities for hiking and birdwatching, making it a great destination for nature enthusiasts.Art lovers can also explore the charming local galleries and boutiques showcasing the work of regional artists, reflecting the area's vibrant creative community.
Are all fees included in the Northwest Harbor holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Northwest Harbor holiday homes with parking?
Stayz offers a wide selection of holiday homes in Northwest Harbor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Northwest Harbor holiday homes?
You can find great discounts on holiday homes in Northwest Harbor on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Northwest Harbor holiday home booking on Stayz?
To find Northwest Harbor holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Northwest Harbor?
A long-stay holiday home in Northwest Harbor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Northwest Harbor holiday home?
Book your Northwest Harbor holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Northwest Harbor?
Prices for holiday homes in Northwest Harbor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Northwest Harbor to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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