About Us

A family business, built on hospitality

Zach and Charlotte built Olander & Sons out of a shared passion for hospitality. With twenty years of combined experience managing hotels, restaurants, private homes, and co-ops, we understand what makes both owners and guests feel taken care of. This work is not a side project for us. It is what we love, and we approach every property with the same pride and passion that we felt with our very first investment home.

We live what we promise

We only take on the kinds of properties we would be proud to stay in ourselves, and every choice we make is guided by that approach. From the way a home is photographed to the way a guest is welcomed at the door, we hold ourselves to the same standards we expect when we travel. If a guest messages at midnight, we answer at midnight, because that is what we would want if we were the ones checking in. From the scent in the entryway to the tidiness of pea gravel in the driveway, we treat each detail with care, managing every property as if it were our own.

A black and white photo of a man and a woman standing close together, smiling at the camera inside a building with brick and wooden walls.
Bedroom with a four-poster wooden bed, white bedding, two black bedside lamps, a small wooden bench at the foot of the bed, a nightstand, hardwood floors, and a door leading to a porch with outdoor chairs.

What Our Guests Are Saying About Us

  • “Professional, calm, and two steps ahead. Revenue is up and the experience is better for everyone.”

    Steve, Bridgehampton

  • “They treat our place like it’s theirs. Guests feel it—and so do we.”

    Maureen & Bob, Hunter New York

  • “Clear reports, quick payouts, and spotless turnovers. Couldn’t be easier.”

    David, Amagansett

What we are best at

  • A house outline with a dollar sign inside and arrows pointing outward and upward, symbolizing real estate value and growth.

    Pricing Strategy

    Daily, data-driven rate adjustments tuned to South Fork demand—weekends, events, weather, and pacing—so you earn more and sit empty less.

  • Line drawing of a house, checklist, magnifying glass with a dollar sign, symbolizing real estate search and financial analysis.

    Listing Optimization

    Compelling copy, premium photography, and continuous A/B tweaks across Airbnb, Vrbo, Booking.com, Tripadvisor (and direct) to rank higher and convert views into bookings.

  • Icon of a person with a speech bubble and a smartphone, representing communication or messaging.

    Guest Experience

    Local, 24/7 guest communications & support—clear check-ins, fast responses, thoughtful touches, and on-the-ground help when it matters.

  • Outline of a person, a document, a dollar sign, and a checkmark, representing financial or billing concepts.

    Owner Reporting & Direct Payouts

    Simple, transparent reporting with owner-direct payouts and a single consolidated invoice for fees/expenses. Clean books, no surprises.

  • Line drawing of a building, a dollar sign inside a circle, a human head profile, a checkmark, and a gear, representing finance, technology, and human factors.

    Co-op & Condo Program Management

    We run building-wide rental programs: unified standards, centralized housekeeping & maintenance, coordinated calendars, and board-friendly reporting. One partnership can activate dozens of rentable units while protecting the building’s brand and rules.