Hey, it's Anastasia.

In today’s issue:

• Hilton’s AI concierge test – what “AI trip planning” could mean for discovery + comparisons
• Deals – 78 acres in Maine, artistic property in Arizona, Farm winery in Virginia
• Drone photography & videography – my host-friendly checklist (FAA basics, hiring, deliverables)

and more...

🌿 Unique Stays

​Treehotel (Mirrorcube/UFO rooms) in Harads, Sweden

​Skylodge Adventure Suites (hanging glass capsules) in Peru’s Sacred Valley

📰 Industry News

​Hilton is testing a generative-AI concierge to help guests compare properties and plan trips with a generative AI agent

​AutoCamp Asheville opens (and is bookable via Hilton) as big brands race into boutique outdoor lodging

​Lighthouse launched “Review Agent” to pull OTA reviews into one dashboard and automate responses

💼 Deals

​Beliveau Farm Winery in Virginia coming soon

78 acres in Maine​

2 STRs on the lake in Virginia​

Property in Montana with several cabins and a lodge

Artistic retreat in Arizona​

25.68-acre wooded tract headed to sealed-bid auction in Maryland​

Disclaimer: The content of this newsletter, including any mentions of tools, features, updates, news, deals, or personal experiences shared, is provided solely for informational and entertainment purposes. It does not constitute investment, financial, legal, professional, or any other form of advice, and should not be relied upon as such. Always conduct your own research and consult qualified professionals before making any decisions related to property management, software tools, business operations, or investments.

What vacation rental hosts need to know about drone photography and videography

A couple years ago I got my FAA Part 107 remote pilot certification, and it’s been one of those useful skills to have as a host.

It is helpful when it comes to content, but hosts can also use a drone to scout big properties fast (finding hidden gems, mapping views, even imagining where future cabins could fit).

Drones can do something regular listing photos can’t: they show context. Think about a micro-resort you are looking to book that lists 10 cabins, some amenities, and a lake.

Without proper drone footage and additional context, you will have more questions than answers.

The context pieces could be the curve of the driveway, the lake access, the way your cabins sit in the trees.

Used well, drone footage helps guests instantly “get it”… and used poorly (or illegally), it can create a headache you didn’t sign up for.

Know the FAA line: “Recreational” vs “Commercial/Part 107”

Here’s the beginner-friendly rule of thumb: if the flight supports a business in any way (marketing your rental, creating content for your listing, promoting your brand, and even YouTube videos), it’s generally not recreational.

That typically means the pilot needs to be operating under FAA Part 107 (the “commercial” remote pilot rules).

If you are hiring someone for your property, a few implications to keep in mind:

• A videographer can’t “just fly” because they own a drone and make pretty videos. (Even if they tell you they are certified, request proof and ensure their Part 107 certification is current. In the U.S., the certificate itself does not expire, but the pilot must complete recurrent training every 24 calendar months to stay current.)
• You may also run into airspace restrictions near airports (sometimes this can be solved through LAANC authorization).
• Many drones used for business purposes must comply with Remote ID requirements, especially drones that must be registered.
• Location: some areas (like certain parks or sensitive zones) have additional restrictions.

One additional layer on top of this: many drone operators or agencies who provide content services use DJI drones.

However, U.S. rules and restrictions affecting some foreign-made drones have been evolving, so it’s worth confirming that your operator’s equipment and workflow remain compliant.

I’m not a lawyer, but I am telling you: don’t treat this like a casual add-on. Treat it like hiring any other licensed professional.

When hiring, insist on a real pilot: Part 107 + safety

Beautiful content doesn’t mean they’re flying legally.

When you’re vetting someone, ask in writing for:

• Part 107 certificate (and the certificate number)
• Proof of insurance (ideally a COI you can keep on file)
• How they handle airspace/permissions (LAANC, local rules, takeoff/landing spots)
• Their safety boundaries (people, cars, roads, neighbors)

Get specific about deliverables + licensing

Don’t just buy “a video.” Buy a set of assets you can actually use for months.

In writing, ask for:

• Final edits: length(s) (15s/30s/60s), plus a 1–2 minute listing cut
​ • Formats: horizontal (YouTube/website) + vertical (Reels/TikTok)
​ • Resolution: 4K if possible
​ • File types: finished files (MP4 H.264/H.265) + ask if they can provide ProRes if you want higher-quality masters
​ • Raw footage: yes/no, and if yes, how it’s delivered (drive link, SSD) and how long they store backups
​ • Usage rights: website, social, email, paid ads, OTAs. I would avoid “portfolio-only” limitations. Also, even if you are not using paid ads now, it might change in the future.
​ • Music licensing: who’s responsible, and whether you can legally run it in ads

If you want maximum flexibility, request perpetual, worldwide marketing usage for your business (and clarify whether they can still use clips in their portfolio).

Treat drone media like an asset library, not a one-time splurge

Once you have the footage, use it everywhere: your direct booking site, welcome email flows, social proof posts, and even “coming soon” updates if you’re expanding.

Drone footage can become one of the most powerful visual tools for showing the full story of your property.

When done correctly, it helps guests understand the layout, the surroundings, and the experience before they even arrive.

I hope it was helpful.

That’s all for today.

Till next week, dear readers.

p.s. Please consider forwarding this letter to a friend who will find it useful.