Whimstay – Owning Spontaneity in a Crowded Travel Market

The Problem: 

Whimstay had a clear niche, its last-minute vacation rentals at unbeatable prices, but struggled to stand out in a market saturated with OTAs and travel platforms. The brand needed to move beyond awareness and drive bookings from high-intent travelers, fast.

The Remedy: 

Remedy 365 stepped in to help Whimstay claim its category through sharp brand positioning and performance media powered by Tentra. We built behaviorally triggered campaigns that spoke directly to spontaneous bookers and activated them across the right channels in real time.

What We Did:

• Refined brand messaging around “book now, go now” urgency.

• Unified intent signals across search, social, and display using Tentra’s CDP.

• Activated dynamic creatives across Meta, Google, and CTV optimized to booking behavior.

• Integrated retargeting loops to recapture near-bookers and drive conversions.

  
  

The Outcome:

• ✈️ 80% increase in app installs over the campaign period

• 💰 3x return on ad spend (ROAS)

• ⏱️ Average time from ad view to booking: under 3 days

• 🔁 Tentra’s learning loop identified top-converting traveler personas for ongoing optimization

Why It Worked: 

We turned Whimstay’s urgency into an asset. By using Tentra’s intelligence engine, we didn’t just find travelers, we found bookers. In real time, at scale, with full-funnel clarity.