“Having everything in one place has been really great for the business. It has been really effective for our team.”
Case Study · Vermont and Maine: Killington, Okemo, Ludlow and Brandon, plus York, Ogunquit and Wells
GetAway Vacations One Inbox for Guests and Owners Across Two States
Fred Cercena, CEO & Founder, GetAway Vacations
4 years
On SendSquared
"We've been with SendSquared for maybe like four years now." Fred Cercena, CEO and Founder, speaking at VRMA 2026.
2 states
Running through one inbox
GetAway is rooted in Killington, Vermont and York, Maine, with homes across both states. "To have one place where all the communications come in has been really effective for our team."
Mobile + desktop
However the team is working
"Whether it's through the mobile app or through our desktop logins." The same threads follow the team off the desk.
Inbound to outbound
Expanded use of the platform
"It's just not a communication tool where inbound communications, we're doing outbound. Outbound emails now to our past guests, we're able to build different kind of workflows for that."
1,101
Condo units mapped for owner prospecting
Enriched owner data for Hartford, Vermont, segmented by building. "I was in the tags area and I love how the condos are broken up." Fred spot-checked the enrichment himself: "I did a spot check on about ten owners and the data enrichment looks great."
10 segments
Maine rebooking campaign
A segmented past-guest rebooking campaign for the Maine properties, with overlapping segments caught before send so no guest received duplicate emails. "I reviewed all of the test emails and they look good, so we're ready to go ... Thanks for catching that."
Quick Facts
- Industry:
- Short-Term Rental Management
- Market:
- Vermont and Maine: Killington, Okemo, Ludlow and Brandon, plus York, Ogunquit and Wells
- Interviewed:
- Fred Cercena, CEO and Founder, at VRMA 2026
- Founded:
- Full time since 2011, after buying a first Vermont rental in 2008
Fred Cercena is the founder and CEO of GetAway Vacations, which manages short-term rentals in Killington, Vermont and York, Maine. Filmed at the SendSquared booth at VRMA 2026, he describes four years on the platform: guest and owner follow-up running through a single inbox, the team working from both the mobile app and desktop, and the shift from using SendSquared purely for inbound messages to building outbound campaign workflows aimed at past guests.
To have one place where all the communications come in has been really effective for our team, whether it is through the mobile app or through our desktop logins.
The communications is super important, that we are getting back to our guests in a timely way, whether it is email or it is text or phone calls. Having everything in one place has been really great for the business.
The Transition
Before vs After SendSquared
Before
Guest and owner messages arriving across separate channels, with email, text and phone each kept in a different place.
After
One place where all of it lands, which is what Fred credits for the team replying quickly: "the communications is super important, that we're getting back to our guests in a timely way."
Before
Communication tooling that only answered what came in, leaving past guests as a list nobody was actively working.
After
Outbound campaign workflows aimed at past guests, built on the same platform that handles the inbound conversations.
Before
A team tied to desktop logins, with anything happening away from the office waiting until someone was back at a computer.
After
The same inbox on the mobile app and the desktop, so a reply does not depend on where the person is standing.
Before
Owner acquisition done by hand, with no reliable picture of who owns what across the condo buildings in a given Vermont town.
After
Enriched owner data mapped building by building and tagged for outreach, which Fred verified against a sample before using: "I did a spot check on about ten owners and the data enrichment looks great."
Before
Configuration work that meant waiting on a vendor to do it for you.
After
Setup instructions Fred ran himself with an AI assistant: "It was really amazing how I went through the setup that you sent me on Saturday. I asked Claude to help me with your instructions and it is all done."
Why It Works
The partnership behind the platform
GetAway Vacations grew out of Fred Cercena buying a single Vermont rental in 2008, adding a second in 2010, and going full time in 2011 once he was already running seven properties on the side. The company is now rooted in Killington, Vermont and York, Maine, with homes spread across Okemo, Ludlow and Brandon on the Vermont side and Ogunquit and Wells on the coast. Two states and a scatter of small mountain and shore towns is exactly where communication tooling either scales or quietly becomes the bottleneck: two sets of owners to keep informed, and guests who expect an answer on whichever channel they happened to use. Consolidating guest and owner communication into one inbox is what lets a lean team cover both states without splitting attention across tools, and once the inbound side was handled, the same platform became the place to run outbound campaigns back to the past-guest list that four years of operating had built up.
Full Transcript
Word-for-word from the conversation
My name is Fred Cercena with GetAway, and we're a vacation rental company that's in Vermont and Maine. And we've been with SendSquared for maybe like four years now.
And primarily, I mean, we've been really using the product for making sure we're following up with our guests, with our owners. And to have one place where all the communications come in has been really effective for our team, whether it's through the mobile app or through our desktop logins.
Outbound emails now to our past guests, we are able to build different kind of workflows for that. It has been really good.
And the communications is super important, that we're getting back to our guests in a timely way, whether it's email or it's text or phone calls. And having everything in one place has been really great for the business. It's been really effective for our team.
And it's just not a communication tool where inbound communications, we're doing outbound. Outbound emails now to our past guests, we're able to build different kind of workflows for that. It's been really good.
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