AI email marketing

AIemailmarketingthatknowsyourguests

Haven writes the emails itself — from your listings, your photos, your open dates and each guest’s stay history — and times every send to a real decision moment. You review, it sends, guests book direct again.

It reads the same calendar, listings and guest records as the rest of Haven — so a gap in your calendar becomes an offer to the guests who fit it, and an Airbnb guest who opened your guidebook becomes someone you can actually reach.

Repeat guests playbook

No credit card required

Haven email editor drafting a win-back campaign
The loop

From first direct booking to the next one.

Lists, follow-up, QR touchpoints, and a second booking — all connected to your property and your direct channel.

Guests

Build your guest database

Import past guests from your PMS or a CSV. Haven tracks stay history and enables retargeting for every guest automatically.

PMS sync
Guest list
S

Sarah M.

3 stays

PMS
J

James K.

1 stay

CSV
E

Emily R.

5 stays

PMS
D

David L.

2 stays

PMS
4 guests imported · retargeting enabled

Past guests are easy to lose.

Guests may love the stay, but if nothing reaches them at the right moment, their next search starts on Airbnb, Vrbo, or Google — and you pay the commission again for a guest you already earned.

OTAs hide guest emails

Airbnb relays like @guest.airbnb.com mean you cannot reach the guest after checkout — unless you captured a real address during the stay.

Generic tools don’t know stays

A newsletter platform cannot see your calendar, your prices, or which guest stayed in which season — so every send is a blast.

Timing is everything, and manual

The moment a guest decides on next summer passes quietly. Doing anniversary math by hand for every guest does not scale.

Stay connected

  • Emails written by AI from your listings and photos
  • Smart offers: gap-fill, price drops, seasonal, local events
  • Audience built from every channel — even OTA stays
  • Deliverability protection and send caps built in

Follow-up that points back to your booking page.

Draft a returning-guest message with a direct link — not a generic newsletter blast.

Follow-up to past guests

Subject

bookwithhaven.com/your-property → direct checkout
Send follow-up

What the AI runs for you

Audience from every channel

Direct bookings, PMS syncs, CSV imports — and the in-home guidebook that collects real emails from guests who booked on an OTA.

Smart offers

Gap-fill for open calendar dates, price-drop alerts, seasonal windows and anniversary invitations — personal, well-timed, host-approved.

AI local events

Haven scans weekly for real, verifiable events near each property and drafts the invitation — with a source link, never an invented event.

One-line campaign drafts

Give it a brief like “fill Nov 14–17” and it writes the campaign from your listings and photos, audience included.

Deliverability protection

Engagement tiers, per-guest send caps, automatic suppression and no double-booking noise — your sender reputation is guarded by default.

How AI email marketing works

Every step ties the guest back to your Haven property page and guide — not a lost thread.

  1. 1

    Haven captures every guest

    Direct bookings, PMS-synced reservations, CSV imports — and real emails from OTA guests who sign in to your in-home guidebook.
  2. 2

    It learns the stay

    Property, dates, season, what they paid, and what they told your guidebook — every contact carries its stay history.
  3. 3

    AI writes the email

    Win-back invitations, gap-fill offers and event emails are drafted from your own listings, photos and open dates — not a template.
  4. 4

    It sends at the right moment

    Same-stay-next-year after checkout, anniversary lock-in 90 days out, price-drop alerts, seasonal invites — each timed to a real decision.
  5. 5

    They book direct again

    Every email points at your own booking site — with a discount code or loyalty points if you attach them.

Because it’s one platform.

Email marketing is not bolted on — it reads the same calendar, guest records and listings as everything else in Haven, which is what makes each send personal.

The guidebook feeds the list

Guests who booked on Airbnb sign in to your in-home guidebook with a real email — and land in your audience automatically, tied to the stay.

The calendar triggers the send

An open week next month becomes a gap-fill offer to the guests who fit it. A price drop below what a guest paid becomes an alert.

Loyalty closes the loop

Attach a discount code to any send, or let Loyalty Points remind guests of a balance they can only spend on your own site.

Who it's built for

Hosts with repeatable stays

Beach houses, cabins, lake homes, ski rentals, and seasonal properties guests may want to revisit.

Hosts with past guests

Give returning guests a direct way to find and book your place again.

Multi-property hosts

Point past guests to one property or your full portfolio.

Hosts building owned bookings

Use guest follow-up to support your branded booking channel over time.

Built for hospitality rebooking.

Haven’s email marketing is stay-aware: it reads your calendar, your prices, and each guest’s history — things a generic tool cannot see.

Generic email tools

Good for newsletters, but blind to stays, seasons, open dates, and what each guest paid — so every send is a blast.

Manual follow-up

Better than nothing, but anniversary math for every guest does not scale, and the right moment passes quietly.

OTA messaging

Ends when the thread goes stale, and it never creates your own rebooking path — the next booking starts on their search page.

Haven

Haven

AI-written, stay-timed email from your own data, pointing at your own booking site — with deliverability protection built in.

Frequently asked questions

Guest retargeting means staying connected with past guests and giving them a clear path to book again, usually through rebooking links, follow-up messages, guest guides, or returning-guest offers.

Haven can support follow-up when you have guest contact information and permission to use it. It should not be described as automatically retargeting OTA guests unless that is supported by your workflow and allowed by the channel.

Haven includes a built-in guest CRM with segments, lifecycle email flows, smart retargeting, and one-off broadcasts — purpose-built for vacation rental hosts. It is not a generic B2B email tool like Mailchimp, but it gives you guest records, automations, and rebooking campaigns connected to each stay.

Yes. You can attach a returning-guest code to a win-back email, and you can turn on Loyalty Points so every direct booking earns a host-funded balance guests spend automatically at the next checkout.

No. Guests can access the guide and rebooking links from a normal web link.

No. Haven does not guarantee repeat bookings. It gives guests a clearer path back when they already want to return.

Rebooking links can point guests back to your listing page or portfolio site, so the next booking can happen through your own channel.

Follow-up should be permission-based and comply with applicable email, SMS, and privacy rules.

Next step

Own the relationship after checkout.

Haven’s AI writes the win-back emails from your own listings and guest history, times them to real decision moments, and points every one at your booking site — not a fresh OTA search.

Book a demo