Frequently Asked Questions


How do your subscription plans work?

The Lookout offers flexible monthly subscription plans designed to keep your second home cared for even when you're not around. These plans are ideal for homeowners who don’t need full management, but still want regular, reliable check-ins and light-touch upkeep. Subscriptions are billed monthly and can be paused or customized seasonally. Choose weekly, bi-weekly, or monthly visits depending on how frequently your property needs attention. All services are provided by a local, trusted North Fork-based team member, so you always know who’s walking through your door.

How does Airbnb co-hosting work?

Airbnb co-hosting with The Lookout means your property is professionally managed while you retain full ownership and control of your listing. We handle the day-to-day responsibilities so you don’t have to from guest communication to cleaner coordination. Whether you live out of town or simply don’t have time to manage guests, The Lookout acts as your on-the-ground partner to ensure your home stays guest-ready and your hosting stays stress-free.

Can you help me set up an Airbnb from scratch?

Absolutely. The Lookout offers end-to-end support for homeowners looking to enter the short-term rental market on the North Fork. Whether it's your first time hosting or you're converting a second home into a rental, The Lookout can guide you through the entire process.From start to launch, The Lookout makes sure your property is guest-ready and positioned to perform well from day one.

Need full hosting services after setup? That’s available too.