Elite Household Staffing for High-Net-Worth Families in Nantucket

Nantucket
Household Staffing

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  • "We will absolutely be working with Oceanside Staffing again"

    Rachael has an eye for talent and an innate understanding of what makes a successful placement in a high-profile home. We felt fully supported from start to finish, and it’s clear she genuinely cares about the success of both her clients and candidates. We will absolutely be working with Oceanside Staffing again for our future staffing needs and would recommend them without hesitation.

    M. ANDREWS, CHIEF ADMINISTRATIVE OFFICER

Life on Nantucket is defined by understated luxury, where relaxed coastal living meets a highly curated social season. At Oceanside Staffing, we believe that your household staff should be equally adept at maintaining a sense of ease while delivering exceptional service when it matters most. We provide bespoke household staffing services for private homes and estates on the island, thoughtfully matching you with experienced professionals who bring calm, order, and discretion to your daily life.

ELITE NATIONWIDE STAFFING

Nantucket’s Most Trusted Household Staffing Agency

Each search is guided by a deep understanding of the Nantucket lifestyle, where historic homes, seasonal transitions, and elevated expectations require a thoughtful and adaptable approach. From professional nannies and meticulous housekeepers to talented chefs and experienced household managers, Oceanside Staffing ensures your home is supported by individuals who anticipate needs, respect the character of your residence, and deliver a standard of service that feels both seamless and refined.

Areas We Serve in Nantucket

Cliff | Brant Point | Siasconset (’Sconset) | Town (Historic District) | Cisco | Surfside | Madaket | Tom Nevers | Monomoy

We're Rachael and Nick
the founders of Oceanside Staffing.

With decades of firsthand experience in private service-both on land and at sea-we recognized a clear gap in the industry: families needed more than just resumes. They needed a trusted partner who truly understands the nuances of luxury living and the importance of the right fit. Oceanside was created to meet that need.

Rachael began her career over 20 years ago as a nanny in a private home, later growing into roles as a private educator, chief stewardess, and hiring manager. She's spent her life understanding what makes a household thrive-from the inside out.

Nick's path began in military service with Britain's Airborne Infantry, followed by 20 years as a yacht captain and later, an estate manager overseeing some of the Caribbean's most prestigious properties. His operational expertise and leadership in high-pressure environments bring unmatched value to our clients.

Together, we've built a boutique agency that approaches staffing with the same care and discretion you expect in your home. We don't just fill roles-we build relationships. We take the time to understand your household's rhythm, culture, and long-term goals so we can thoughtfully match you with professionals who elevate your lifestyle. We look forward to earning your trust and helping you build a team that reflects the standards and values of your home.

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The RIGHT Placement Guaranteed

We believe so strongly in our process, we guarantee it.

If for whatever reason you’re unhappy with the match, we will offer a replacement within 90 days. We’re in the business of happy homes, guaranteed.

PALM BEACH • THE HAMPTONS • BEVERLY HILLS • JACKSON HOLE • ASPEN • NASHVILLE • BOSTON • NEW YORK CITY • CHICAGO • MALIBU •

PALM BEACH • THE HAMPTONS • BEVERLY HILLS • JACKSON HOLE • ASPEN • NASHVILLE • BOSTON • NEW YORK CITY • CHICAGO • MALIBU •

Nantucket Roles We Place

Nanny

Providing mindful childcare that aligns with the calm rhythm of Nantucket island living. Our nannies bring gentle structure, emotional intelligence, and attentive care, supporting your children’s routines and family life within households where privacy and consistency are paramount.

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  Domestic Couple

A trusted, understated duo offering complementary household support across maintenance and housekeeping responsibilities. Well-suited to Nantucket’s traditional homes and seasonal residences, your domestic couple will care for your property with quiet diligence, continuity, and respect for its character and rhythm.

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Household Manager

Providing calm, behind-the-scenes oversight of your Nantucket residence. Your household manager coordinates daily operations, seasonal preparation, and trusted vendors with precision, making sure your home runs smoothly while preserving the quiet, unhurried nature of island life.

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Family Assistant

Offering gentle, flexible support for family life shaped by Nantucket’s seasonal flow. Blending childcare, scheduling, and household coordination, your family assistant brings ease and structure to daily routines without disrupting the calm atmosphere of the home.

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Executive Housekeeper

Ensuring your Nantucket home is maintained with exceptional care and respect for its details and heritage. Through structured routines and attentive staff oversight, your executive housekeeper preserves a refined, welcoming environment that reflects the understated standards of island living.

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Private Chef

Creating thoughtful, seasonal dining experiences within your Nantucket residence. Your private chef focuses on refined simplicity and exceptional ingredients, delivering beautifully composed meals suited to both intimate family dining and relaxed summer entertaining.

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Personal Assistant

Providing discreet, highly organized support tailored to the pace of Nantucket life. From managing correspondence to coordinating travel and household needs, your personal assistant handles day-to-day responsibilities smoothly and without intrusion.

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Estate Manager

Overseeing the full operation of distinguished Nantucket estates with a steady, considered approach. Your estate manager ensures property maintenance, staffing, and seasonal planning are executed with care, preserving both function and the quiet integrity of the home.

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Yacht Crew

Providing discreet onboard service for Nantucket-based vessels with a focus on safety, comfort, and ease. Your yacht crew ensures every journey feels seamless and unhurried, complementing the island’s understated coastal lifestyle.

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  • “Rachael delivered, quickly, professionally, and with polish.”

    I had an excellent experience working with Rachael, as we searched for a new private Chef for the family office principals. The job role was specific and required a "perfect" candidate - and Rachael delivered, quickly, professionally, and with polish. I would highly recommend Rachael for any recruiting need. We will absolutely leverage her talents again in the future!

    M. HINDLEY, CHIEF OF STAFF

Change of heart?
No worries!

If for any reason, you decide to stop your search, you have up to one year to re-initiate your search per the conditions of our engagement fee & agreement. There are absolutely no other hidden fees or costs. 

Our 90-DAY guarantee

We believe so strongly in our process, we guarantee it. If for whatever reason you’re unhappy with your match, we will offer a replacement within 90 days. We’re in the business of happy homes, guaranteed.

Our ONE-YEAR gurantee

In the event employment ends before one-year, subject to the terms of our agreement, Oceanside staffing will gladly apply a prorated portion of your placement fee towards your next search.

How LONG does it take?

We work around the clock to find the perfect fit for you and your family - but our rigorous process takes time. On average, our matching process typically takes between 2-4 weeks to find your perfect match; however, during our initial consultation, we will always ask about your timing restraints. Should you find yourself in a bind, we can expedite our 2-4 week process for an additional cost. 

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  • "I credit Oceanside Staffing entirely"

    ​​What stood out most was the level of care and diligence that went into the matching process. This wasn’t just about filling a role — it was about ensuring compatibility, trust, and long-term success. Our new hire has brought such peace of mind and stability to the household, and I credit Oceanside Staffing entirely for making that possible.

    D. SYLVA, PERSONAL ASSISTANT

Places to Discover in Nantucket

Nantucket offers a rare sense of preserved coastal heritage, where cobblestone streets, weathered shingle homes, and understated affluence define daily life. It is a destination where luxury is quiet, intentional, and deeply rooted in tradition, attracting those who value privacy and timeless coastal living.

  • Stroll through Nantucket Town, featuring charming streets, designer boutiques, and discreetly luxurious galleries.

  • Spend time at Sconset Village, beloved for its rose-covered cottages and peaceful, storybook atmosphere.

  • Relax at Jetties Beach, offering calm waters, tranquil views, and a relaxed yet refined beach club feel.

  • Explore Brant Point Lighthouse, a historic landmark symbolising the island’s maritime heritage.

  • Dine at Cru, a waterfront restaurant popular with Nantucket residents who appreciate an exclusive seafood dining experience.

Life on Nantucket is best experienced when every detail at home is effortlessly managed behind the scenes. Oceanside Staffing places exceptional household professionals who understand the island’s rhythm, maintaining your residence with care, discretion, and quiet precision throughout the season.

Small coastal lighthouse on a sandy shoreline with people nearby and boats anchored across the harbor.
 
Harborfront cottages and docks with American flags, small boats, and calm blue water under a clear sky.