Email Marketing Holiday Guide to Black Friday

Sep 3, 2026 | Trail Markers

Trail Notes

  • Start planning Black Friday at least 6 weeks early.
  • Build the campaign around a real booking goal..
  • Your best offer does not have to be the biggest.
  • Give guests more than one chance to book..
  • Make the offer easy to understand.
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The Vacation Rental Email Marketing Holiday Guide: Black Friday

Start Planning Black Friday Early

Black Friday has a way of sneaking up on marketing teams.

One minute, you are working through fall vacation rental email marketing campaigns. The next, someone is asking:

“What are we doing for Black Friday?”

For vacation rental companies, the strongest campaigns are not built the week of Thanksgiving. Ideally, planning starts at least six weeks out.

Countdown to Black Friday

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If you're already a Switchback client, eight weeks is even better. That gives our team enough time to coordinate Black Friday schedules across our clients while giving your campaign the attention it needs for strategy, copy, design, approvals, and scheduling.

A good Black Friday email marketing strategy is more than one discount email on Friday morning. It is a campaign—and the earlier you plan it, the better positioned you are to make it work.

Decide Whether Black Friday Makes Sense for You

You do not need to run a Black Friday promotion just because everyone else is.

Before choosing an offer, decide what you actually want the campaign to accomplish.

Maybe you want to:

  • Fill softer winter dates.
  • Generate early bookings for spring.
  • Get summer travelers to commit earlier.
  • Bring past guests back.
  • Create demand for a specific destination.
  • Drive more direct bookings.

Those are much stronger starting points than simply deciding, “We should probably offer 20% off.”

Your Black Friday email marketing campaign should support a real booking goal.

The promotion is the incentive. The strategy comes first.

Your Offer Does Not Have to Be Your Biggest Discount

Black Friday immediately makes marketers think about percentages.

20% off. 25% off. 30% off.

But vacation rentals are not sweaters.

Inventory, nightly rates, minimum stays, owner restrictions, seasonality, and booking windows all complicate discounting.

Before automatically choosing a large percentage-off promotion, think about what would actually motivate your guests while still making sense for your business.

That could be:

  • A percentage discount: Save a set percentage on qualifying stays booked during the promotional window.
  • A dollar-value discount: Take $100, $200, or another fixed amount off stays that meet a minimum booking value.
  • A stay-based offer: Book a qualifying number of nights and receive an additional night or another stay-related benefit.
  • A destination- or date-specific offer: Use the campaign to drive bookings into the periods where you actually need demand.
  • An added-value offer: Depending on your operation, you may be able to add a perk rather than reduce the nightly rate.

The best offer is not automatically the biggest one.

It is the one that creates a compelling reason to book without giving away more margin than you need to.

**Before launching the promotion, decide whether guests with future reservations—or reservations within certain travel dates—should be excluded based on your business goals.

Start Planning at Least Six Weeks Before Black Friday

If your Black Friday planning starts in November, you are already behind.

Ideally, start at least six weeks before Black Friday so your team has enough time to turn the idea into a finished campaign without rushing.

That gives you time to:

  • Finalize the offer and promotional dates.
  • Confirm restrictions, exclusions, and promo details.
  • Build any audience segments you need.
  • Map the email sequence and send schedule.
  • Complete copy, design, reviews, and approvals.
  • Get everything scheduled before Thanksgiving week gets busy.

The goal is to have the campaign built and ready before November becomes a scramble.

Black Friday may happen at the end of November, but the work should start much sooner.

Give Black Friday More Than One Email

One of the easiest Black Friday mistakes is putting everything into a single send.

Travel decisions take more consideration than a typical Black Friday purchase. Guests may need time to choose dates, coordinate with other travelers, and decide whether the trip fits.

That is why your campaign can—and often should—start before Black Friday itself.

A simple sequence could look like:

  • Early access: Give subscribers or VIP guests a first look before Black Friday.
  • Black Friday launch: Make the offer live and keep the message clear.
  • Reminder: Reinforce the offer during the weekend.
  • Final call: Send one last reminder before the promotion ends.

Give guests more than one opportunity to act without making every email feel like a repeat of the last.

 

Email 1: Early Heads-Up

Timing: About one week before Black Friday

Let subscribers know something is coming and give them a reason to watch their inbox. You can tease the offer, travel window, or early-access opportunity without revealing every detail. 

Email 2: The Offer Is Live

Timing: Black Friday

Make the promotion immediately clear: what the offer is, when it ends, which stays qualify, and what the guest should do next. 

Email 3: The Reminder

Timing: During the promotional window

Reinforce the same offer from a slightly different angle. Highlight the destination, type of getaway, eligible travel dates, or overall experience rather than repeating the launch email. 

Email 4: Final Call

Timing: Near the deadline

Keep this one simple. Remind guests when the offer ends and give them one last clear path to book.

Make the Fine Print Easy to Find

Keep the offer exciting, but make the important details easy to find.

Include key terms like eligible booking and stay dates, minimum stays, exclusions, promo codes, and any other restrictions.

A short disclaimer below the CTA is usually enough.

Clarity makes it easier for guests to book with confidence.

Your Subject Line Still Has to Earn the Open

Black Friday inboxes are crowded.

That makes a clear, specific subject line even more important. Instead of relying on all caps, excessive urgency, or generic phrases like “Our Black Friday Sale Is Here,” give guests a reason to care about your particular offer.

Think about combining:

  • The offer or benefit.
  • The trip or destination.
  • A meaningful deadline.
  • Early-access or VIP language when relevant.

For example:

  1. Early Access: Black Friday Deals for Returning Guests
  2. Black Friday Begins Now for Past Guests!
  3. Black Friday savings for your 2027 trip
  4. Your beach getaway just got a Black Friday deal

The goal is not to sound louder than every other Black Friday email.

It is to make the value of opening yours clear.

Plan Before November Gets Crowded

Black Friday can create a strong booking moment, but the best campaigns are not built at the last minute.

Start early, choose an offer that supports your actual booking goals, and give guests more than one opportunity to act.

If you are planning a Black Friday campaign this year, now is the time to get it on the calendar.

Don’t Let Black Friday Sneak Up on You

If you’re planning a Black Friday campaign, now is the time to map out the offer, send schedule, and creative. Switchback can help you get the plan in place before the holiday rush.

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