Elite Household Staffing for High-Net-Worth Families on Martha's Vineyard
Martha's Vineyard Household Staffing
Life on Martha's Vineyard offers a distinctive blend of coastal ease and refined summer living, where days unfold at a slower pace yet expectations for service remain exceptionally high.
Your household staff should move effortlessly within this rhythm and provide intuitive support, whether you’re enjoying quiet time with family or hosting guests.
At Oceanside Staffing, we match private homes and estates across the island with bespoke household staffing, providing you with experienced professionals who bring discretion, polish, and a sense of calm to your home.
ELITE NATIONWIDE STAFFING
We’ve worked with some of the most discerning families in Martha’s Vineyard, and worldwide.
Each search is shaped by an understanding of the Vineyard’s unique character, where historic properties, seasonal living, and close-knit communities call for household staff who are both adaptable and highly attuned.
From experienced nannies and detail-oriented housekeepers to accomplished chefs and seasoned household managers, Oceanside Staffing guarantees your home is supported by individuals who anticipate your needs, respect your environment, and deliver a level of service that feels both seamless and quietly exceptional.
Areas We Serve in Martha's Vineyard
Edgartown | Katama | Chilmark | Aquinnah | West Tisbury | Oak Bluffs | Vineyard Haven
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.
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 •
Martha’s Vineyard Roles We Place
Nanny
Offering warm, attentive childcare tailored to the relaxed yet refined rhythm of life on Martha's Vineyard. Our nannies provide steady, emotionally attuned support, helping your children thrive within flexible summer schedules and peaceful year-round island living.
Domestic Couple
A highly capable, low-profile duo providing integrated household support across maintenance and housekeeping. Well-suited to Vineyard properties ranging from classic cottages to larger estates, your domestic couple will care for all aspects of your home with consistency, discretion, and ease.
Household Manager
Coordinating the smooth operation of your Martha’s Vineyard residence with calm efficiency. Your household manager oversees staffing, scheduling, and seasonal readiness, making sure your home remains organized, well-prepared, and effortlessly maintained throughout the year.
Family Assistant
Bringing practical, steady support to family life shaped by island living. Your family assistant helps manage childcare, scheduling, and day-to-day organization, creating structure and consistency while preserving the relaxed, grounded feel of a Vineyard household.
Executive Housekeeper
Maintaining a beautifully kept home with careful attention to detail and quiet pride in presentation. Your executive housekeeper ensures every space is consistently well-ordered, welcoming, and prepared for both family life and visiting guests.
Private Chef
Crafting seasonal, ingredient-led cuisine inspired by the relaxed coastal character of Martha’s Vineyard. Your private chef delivers relaxed yet refined dining, suited to both casual family meals and elegant summer entertaining.
Personal Assistant
Providing discreet, reliable support across personal and household needs. From managing travel arrangements to organizing daily logistics, your personal assistant ensures life on the Vineyard runs smoothly, allowing you to focus on time well spent.
Estate Manager
Overseeing Vineyard estates with a balanced approach of structure and calm oversight. Your estate manager manages staff, maintenance, and long-term planning, ensuring your properties are cared for with professionalism and quiet consistency.
Yacht Crew
Delivering professional, discreet service aboard Vineyard-based vessels. Your yacht crew facilitates smooth operations and attentive guest care, supporting a relaxed and enjoyable experience on the water with understated professionalism.
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.
Places to Explore on Martha’s Vineyard
Martha’s Vineyard blends coastal charm with understated affluence, offering a relaxed yet refined island lifestyle. Beloved by locals and visitors for its historic architecture, quiet harbors, and vibrant summer community, it remains a retreat for those who value privacy, space, and unpretentious luxury.
Wander through Edgartown, where white-clapboard mansions, boutique shops, and harbor views define classic Vineyard elegance.
Visit Oak Bluffs, famed for its iconic gingerbread cottages and vibrant yet sophisticated marina scene.
Spend a day at Lucy Vincent Beach, a secluded stretch of coastline favored for its natural beauty and privacy.
Explore Menemsha Village, a working fishing harbor offering fresh seafood and sunset views over the water.
Enjoy elevated seasonal cuisine at Alchemy, an intimate, design-led bistro highly rated for its refined cocktails and discreetly sophisticated atmosphere.
On Martha’s Vineyard, life is best experienced with ease and intention, supported by a household that runs seamlessly in the background. Oceanside Staffing provides discreet, highly capable professionals who care for your home to the highest standard, allowing you to fully enjoy the benefits of island living.
