For Hosts And Guests Alike

We take care of the homes for their owners and the guests who stay in them, because in our experience both want the same thing.

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Calm turquoise ocean water meeting clear sky at horizon

Our Story

Built For Hosts And Guests

Vacation Hospitality is a short-term rental resource for both hosts and guests. For hosts we manage property listings across every major booking channel and assist you in marketing your homes as efficiently and successfully as possible, including in all cases, directly to whomever you choose. For guests, we offer a venue where you can book your favorite space directly, without fees, and with full communication with the owner; before, during and after, booking.

How We Work

Your Terms, Not Ours

Vacation Hospitality serves both hosts and guests because that's who we are, ourselves. We bring an agnostic perspective to everything we do because, in our experience, vacation hosts and vacationing guests generally have well-aligned interests. This site and our business exist merely to provide hosts and guests with the tools to communicate and transact under whatever terms you choose.

Meet The Team

The People Behind Your Stay

Chief Executive

Brian Pilcher

Brian Pilcher brings decades of leadership to the team, including a Wall Street career as Co-COO at Nomura Securities. A graduate of the Tuck School of Business, he has spent his career focused on operations, execution, and getting the details right. In his 50s he took up distance running and set age-group records still standing. He co-founded the company in 2023.

Director of Operations

Jolie Walker

Jolie Walker worked with Brian at Nomura Securities and reunited with him in 2023 to found Vacation Hospitality. She handles operations and client relations, and is also a Lead Vacation Ambassador. She holds a degree from UC San Diego and an MBA from NYU Stern, and spent two decades in commercial real estate. She has worked at top financial firms around the world.

Vacation Ambassador, New England

Jenny Hulbert

Jenny Hulbert is the Vacation Ambassador for New England, looking after homes in Vermont and Cape Cod. She works with hosts to achieve and exceed their hopes for their homes, maximizing both their returns and guests' satisfaction. Jenny moved to the Vermont office in 2026 from Alabama, bringing extensive management and customer service experience.

Director of Acquisitions

Kaz Thibault

Kaz Thibault runs our new business development and advisory team, working with prospective clients as well as existing ones. She has expertise in mortgage advising, real estate strategy and property management, and a full-spectrum understanding of what drives value, from acquisition and positioning to revenue and guest experience. Kaz shows a property at its best.

What We Do

For Hosts and Guests

Modern wood cabin with illuminated windows and wraparound deck at dusk, surrounded by evergreen trees and landscaping.

For Hosts

We manage your listings across every major booking channel and help you market your homes efficiently.

Direct bookings from guests
Multi-channel listing management
Marketing and revenue optimization

Oceanfront lanai with lounge chairs overlooking sandy beach, palm trees, and blue ocean water

For Guests

Book your favorite space directly, without fees, with full communication with the owner.

Direct booking with owners
No platform fees
Before, during, and after support

Lakeside beach with Adirondack chairs, dock, and forested shoreline at sunset

Our Mission

Give hosts more value from their homes and guests a platform to book directly with owners.

Aligned host and guest interests
Tools to communicate and transact
Long-term partnership approach