About Open Road Stays
Open Road Stays is a vacation rental management company that lists, prices, and runs short-term rentals for property owners across coastal San Diego County, from Oceanside to Coronado.
What We Do
Lite (12%) covers the first four services below, for owners who handle their own cleaning and repairs. Standard (23%) covers all six, plus guest consumables (except towels and linens).
Lite and Standard
We photograph the home, write the listing, and publish it on Airbnb, Vrbo, Booking.com, Google, Expedia, and our own booking site. Calendars stay synced across every platform.
Audit your Airbnb listingLite and Standard
Rates update every day based on demand, season, local trends, and your home's features. We review performance daily and manage for net profit, so a full calendar at a weak rate doesn't count as a win.
See both plansLite and Standard
We screen guests before they book and answer their questions before and during the stay. Guests with an urgent issue hear from us within one hour.
Read our Guest PromiseLite and Standard
Your owner dashboard shows bookings and earnings as they happen, with monthly statements and annual rental-income reporting. Standard adds a dedicated performance advisor.
See the owner portalStandard
Cleaners check the home after every stay, and repairs are scheduled before the next arrival. We coordinate and oversee the local vendors who do the work.
How we run your homeStandard
We prepare your tax reports and handle transient occupancy tax (TOT) filing. We also track the local short-term rental rules that change from city to city.
Read a recent TOT updateWhat Makes Us Different
Across 6,106 reviews on our public Airbnb profile as of November 2026. Compare us to other San Diego managers.
Airbnb awards Superhost status for ratings, response times, and reliability. It can't be bought.
Not satisfied after three months? We refund our management commission and release you from the agreement. Read the terms.
You pay 12% or 23% of booking revenue, depending on your plan.
Around the clock. Calls and texts get a same-day answer during office hours, and email gets a reply within 24 hours.
Bookings and earnings update as they happen, so you can see exactly where your money goes.
Nick Jacobson started this company as a San Diego rental owner, tired of managers who went quiet after signing.
Six coastal cities and 12 San Diego neighborhoods. We take homes where our cleaning and repair network already works and where we have pricing history.
Your listing runs on Airbnb, Vrbo, Booking.com, Google, and Expedia at the same time, plus our own booking site.
Who We Work With
We manage single-family homes, condos, and multi-unit properties that are well kept and in markets with steady guest demand.
You own a second home or vacation rental in coastal San Diego County and want it earning without running it yourself.
Request a free profit analysisYou own a rental or you're buying one, and you care about net return. We'll walk through what the home could earn before you commit.
See if your property qualifiesYou've been running the listing yourself and want help with pricing and guests. Lite keeps your own cleaners and repair people in place.
Compare Lite and StandardCalifornia agents refer clients to us, earn $750 or more per referral, and get the first call if that client ever sells.
See the partner programYou're booking a stay on the San Diego coast. Every home is inspected and prepared before you arrive, and a person answers when you need help.
Browse our homesCleaners, photographers, and tradespeople who want steady, organized work from clients who communicate clearly and pay on time.
Work with usThe People Behind It
In 2016, Nick Jacobson kept running into the same problems, as an owner and as a guest. Managers who disappeared after signing. Listings with beautiful photos and disappointing realities. Maintenance issues that sat for weeks.
He built a company around a simple idea: manage every property like it's your own. In 2022, Nick's wife Amy joined the business. The company is still small on purpose, so we know every home, every owner, and every quirk.
"Afoot and light-hearted I take to the open road."Walt Whitman, Song of the Open Road, the poem behind our name
Nick founded Open Road Stays in 2016 after seven years as a professional basketball player and another seven in the payroll industry. He's also a private pilot.
Nick on LinkedIn
A former Division I athlete and General Motors BDA, Amy joined in 2022 to lead guest experience. She looks after guests from check-in to check-out.
Luka is a rescue dog with a strong background in napping, morale boosting, and field supervision. He handles the occasional bark on Zoom calls.
What Happens When You Hire Us
Most homes go live within two to four weeks of onboarding.
Day one
Fill out the short form, or call or text (858) 299-6775. Someone on our team answers calls and texts the same day during office hours, 9am to 5pm Pacific, Monday through Friday. Form messages get a reply within one business day.
The first call
We walk through the home's numbers with you and show you what it could earn. It's free and there's no commitment. It's an estimate, not a guarantee of income, and we'll tell you if the home isn't a fit.
Signing
The agreement has a 12-month initial term, and ending it takes 60 days' written notice. There's no setup fee.
Weeks one to three
You get the home furnished and rent-ready, then hand over the keys. We arrange photography, write the listing, set up pricing, and sync the calendars across every platform.
Week four and on
Our team handles bookings and guest messages, with guest services led by Amy Jacobson. On the Standard plan, cleaners come after every stay, and our team or a vetted local vendor handles repairs.
Every month
You get a monthly statement, and your dashboard shows bookings and earnings as they happen. Repair costs are itemized. Want the home for yourself? Book personal stays through us on any open dates.
If it isn't working
Not satisfied after three months? Use the 3-Month Risk-Free Guarantee. Whenever an agreement ends, you get a final statement and disbursement.
Key Facts
FAQ
Since 2016. Nick Jacobson founded the company in San Diego. Amy Jacobson joined in 2022, and Nick and Amy run it today.
Open Road Stays maintains the policies required to do business where it operates. Owners carry their own vacation rental homeowner's policy.
Coastal San Diego County: Oceanside, Carlsbad, Encinitas, Solana Beach, Del Mar, Coronado, and 12 neighborhoods in the city of San Diego. We're also opening to Palm Springs and the desert region. See all the areas we manage.
Yes. Guests with an urgent issue during a stay get priority support around the clock, with a response within one hour. Owners on the Standard plan also have 24/7 support. If a repair can't wait, we can act right away to prevent further damage.
Lite is 12% of booking revenue and Standard is 23%, which includes guest consumables except towels and linens. There is no setup fee. Compare the plans.
Yes. If you're not satisfied after your first three months, we refund the management commission from that period and release you from the agreement. You don't need to give a reason. Requests are made 90 to 120 days after your listing goes live, and guest-paid fees aren't refunded. Read the full terms. We don't guarantee income or occupancy.
Nick Jacobson, the company's founder and CEO, owns Open Road Stays. It's the trade name of Endeavor2, LLC, a San Diego company. Amy Jacobson leads guest services.
A person on our San Diego team. We're small on purpose, so there's no call center or phone tree. Owners on the Standard plan also have a dedicated performance advisor.
Single-family homes, condos, and multi-unit properties that are clean, well maintained, and in markets with consistent guest demand. We review each home before we take it on, and we'll tell you if it isn't a fit.
Whether you own a property or you're buying one, let's figure out if we're the right fit.
See if You Qualify