Vacation rental points trick

Good morning from Dublin, Ireland - the land of stunning landscapes, top-tier Guinness, and questionable pub-related life decisions. 🍻🇮🇪

I’m about to hop over the Atlantic, so let’s get down to business:

• 🏡 The secret way to book vacation rentals with points

• ✈️ 20% award sale on this world-class airline

• 💪 How to use Google Flights like a pro

🏡 The secret way to book vacation rentals with points

Humankind can be divided into two unique types of people: hotel people, and vacation rental people.

Humanity is no more complex than that (I’m just joking, chill out).

Y’all know me - I’m all about hotel loyalty… It’s kind of my thing.

But if you travel with a family, need more room to spread out, or just want a place that feels more like home, there’s a little-known way to use points for vacation rentals - and it’s actually good.

And today, I’m letting you in on a little secret…

It involves Wyndham points.

*Cue dramatic gasp.* 😱

Yep. You heard that right.

There is a SECRET sweet spot that turns Wyndham points into some of the most valuable out there.

I’m talking about the special partnership between Wyndham and Vacasa Vacation Rentals.

If you haven’t heard of this company before, It’s basically like Airbnb. The main difference is that the homes are… well… nice.

…Oh, and you can book them with Wyndham points for EXCELLENT value.

Here’s how it works (please read carefully):

• Rentals that are priced lower than $250 per night per room will cost 15,000 Wyndham points per night per room.

• Rentals priced between $250 and $500 per night per room will cost 30,000 Wyndham points per night per room.

• If you own a Wyndham credit card, you’ll get a 10% discount.

• Bookings are freely cancelable up to 30 days prior to check-in. Otherwise, you must forfeit your points if you cancel (please don’t do this).

So yeah. 15,000 points per night (per room) is a solid deal, considering a one-bedroom vacation rental can fit quite a few people given the extra space compared to a hotel room.

Let me give you a quick example of how sweet this is and how to calculate the price…

This rental in Lake Tahoe runs for a cool $237 per night. All in all, this rental would cost $1,186 for a five-night stay later this month.

But because it’s technically listed as a one-bedroom rental (even though it fits five people), it qualifies for the 15,000 Wyndham points per night rate.

That means that instead of $1,186, you could simply use 75,000 Wyndham points!

In this scenario, you’d be getting a value of 1.6 cents per point. For reference, Wyndham points are generally worth just over one cent per point when redeemed at Wyndham hotels…

The best part about this proposition is that you can transfer points to Wyndham at a 1:1 ratio from Capital One Miles and ThankYou Points.

Now, you can’t book these online with points (because that would be too easy, right? 🙃), but here’s how you actually do it:

• 1️⃣ Find a property you like on Vacasa’s website.

• 2️⃣ Call Wyndham’s dedicated booking line at 1-800-441-1034.

• 3️⃣ Politely inform the agent that yes, this is a real thing and yes, they can book it for you. 😉

Look, I know most of you probably ignore Wyndham news.

And honestly? Fair.

But next time I drop a Wyndham-related deal in your inbox, maybe don’t write it off entirely.

Because when you can turn Wyndham points into luxury vacation rentals worth 1.5–2 cents per point… suddenly, this program looks a whole lot more exciting. 🤩

✈️ 20% award sale on this world-class airline

Every month, Singapore Airlines drops their exciting “Spontaneous Escapes” offers. It’s cool, but it’s not for everyone.

This is NOT that.

Nope, folks. This time, Singapore is celebrating 10 million frequent flier members by offering a 20% award sale across their entire network.

Here are the details you actually care about:

• Book by: March 23, 2025

• Travel between: May 1 – November 15, 2025

• Classes included:

  • Economy class (worldwide)

  • Economy and premium economy (to/from the U.S.)

• Blackout dates apply (Singapore obviously had to Singapore this up—check the full list here)

• Only applies to KrisFlyer miles redemptions (not cash fares)

• You’ll see discounted rates in the normal search results on the website or app

And honestly? Singapore, you did good with this one. 👍

This promo gives you plenty of time to plan ahead, meaning you can lock in summer and fall travel now and save a ton of points in the process.

For example, you can fly between New York (JFK) or Newark (EWR) and Singapore (SIN) in premium economy for just 64,400 KrisFlyer miles with this sale:

64k points for almost 20 hours in premium economy is an excellent deal and a perfect way to jumpstart an adventure around Asia.

As for availability on these routes, the summer is looking pretty rough… but in August, availability is wide open still.

Even short-haul routes have some solid rates.

For example, I frequently fly between Jakarta (CGK) and Singapore (SIN), which is bookable for just 6,800 KrisFlyer miles in economy:

Singapore KrisFlyer miles are some of the easiest to earn since you can transfer points from four major bank programs at a 1:1 ratio:

• UR Points

• MR Points

• Capital One Miles

• ThankYou Points

Basically, if you’ve got any one of the best travel credit cards, you probably have the ability to earn KrisFlyer miles.

Singapore is one of my favorite airlines to fly whether it’s in economy, premium economy, or business class.

Cheap award rates, premium airline, nonstop long-haul routes, good availability. This one checks all of the boxes, folks. ✅

As you probably know from the last two minutes of reading, points and miles can be a game changer for saving money on flights.

But one of the other ways to save money on flights is… well… finding cheap-ass flights.

And Google Flights is by FAR the best tool for doing that. But Google Flights is also packed full of other features, some of which can even help in the award search process.

So, in this week’s Daily Drop YouTube video, Brendan will teach you how to use Google Flights like a pro. 💪

That’s all for today, my friends! Let’s finish off with something fun:

Cast your vote, and I’ll share the results tomorrow!

Now, if you’ll excuse me, I have an airport lounge to judge. 😘

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