Your Property. Our Expertise. Exceptional Results.
Simple Stay Property Management takes the complexity out of short-term rentals — so you can enjoy the income without the stress.
We're currently at capacity for full-service, in-person management in the Northeast Kingdom and aren't taking on new owner partners right now. You can join the waiting list for the next opening — and remote management consultation calls are still available today.
Trusted & Certified
We've heard the stories.
Here's how we do things differently.
"I had no idea what I was actually paying for."
One transparent management fee. No hidden markups, no surprise line items. You see exactly what you earn.
"My manager disappeared when bookings slowed down."
We proactively communicate — performance updates, market insights, and honest conversations about what's working and what we're adjusting.
"I felt like property #347 in a spreadsheet."
We work with homes in one region. Every property gets personal attention, not automated workflows.
"Guest complaints about cleanliness kept coming."
Breezeway-certified inspection before every stay. We document property condition and catch issues before guests do.
"My listing looked like every other rental."
We write original listings specific to your property and coordinate photography that captures what makes your property unique.
"They'd never even been to Vermont."
We live in Vermont full-time and can recommend anything from the best seat in the bar to which trail to hike, ensuring your guests feel like a local.
"Maintenance issues piled up until something broke."
We flag and coordinate maintenance proactively. Small fixes now prevent expensive problems later.
"My rates never changed, even during peak season."
Dynamic pricing adjusted for seasonality, local events, and real-time market demand. Your rates work as hard as we do.
Ready to experience the difference?
In-person management is fully booked — add your property to the waiting list, or book a remote consultation call and we'll help you run it like we would.
The Simple Stay Difference
Hands-Off Management
We handle everything from guest inquiries to check-out inspections. You receive your earnings — not the headaches.
Superhost-Level Hospitality
As certified Airbnb Superhosts since 2021, we maintain the standards that earn 5-star reviews — consistently.
Local Knowledge, Personal Touch
We're Vermonters. We know Jay Peak, the region's hidden gems, and what guests are actually looking for.
Professional Property Inspections
As Breezeway Certified Short-Term Rental Inspectors (2026), we ensure your property is always guest-ready and professionally maintained.
Optimized Listing Performance
From photography guidance to pricing strategy, we maximize your occupancy and nightly rate.
Transparent Communication
You're always in the loop. Clear reporting, proactive updates, and a team that treats your property like their own.
Learn more about Vermont Airbnb management or our work around Jay Peak.
Average Airbnb star rating across our entire portfolio
What Our Guests Say
"This place is a real gem! A very cozy home with a breathtaking view... Annie is a wonderful host who is friendly, responsive, and quick to reply. We had a lovely weekend here and would absolutely love to come back."
"Such an incredibly well thought out use of space! The beautiful aesthetic and cozy amenities made for a super restorative stay. Annie was extraordinarily communicative, provided clear instructions, and offered great local recommendations."
"We couldn't have been happier with our choice and would stay there again in a heartbeat. We had one small issue and Annie was there to fix it within the hour of our reaching out — she is truly the best host!"
Ready to make your Vermont property work for you?
Our in-person management roster is full for now — but we'd still love to learn about your property.
Join the waiting list and we'll reach out in order as spots open, or book a remote management consultation call and we'll build you a plan you can run yourself.