In the world of short-term rentals, upsells are the sweet spot where guest satisfaction meets profitability. Travellers already arrive with high expectations, and by anticipating their needs, you can turn a standard stay into a memorable experience while unlocking new revenue streams.
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At RentalReady, we’ve tested and identified the most effective partnerships for property managers and concierge services. These aren’t just “extras”, they’re profit-driving add-ons that integrate seamlessly into your guest space and automated communication flows.

Which upsells should you prioritise?
Travellers value simplicity and convenience above all else. The most successful upsells are those that meet universal needs with minimal friction and a high perceived value. Here are the four that consistently deliver the strongest margins:
1. Airport transfers with welcome pickups

Why it works: Transfers are the number one request. Many guests need to get from the airport or train station to their accommodation. With Welcome Pickups, you cover this essential service while earning a commission on every booking. High frequency + low friction = recurring income.
When to suggest it:
- 3–5 days before arrival: Send an automated AI reminder when pre-travel anxiety is at its peak.
- On the morning of departure: Automated WhatsApp or unified messaging notification: “Your driver can meet you at arrivals.”
Pro tip: Position this as a stress-free, reliable option. Guests are happy to pay a little extra for peace of mind.
2. Activities, tickets & insurance with TravelPayouts

Why it works: Through TravelPayouts, you gain access to high-margin categories:
- Excursions & experiences (via GetYourGuide)
- Transport tickets (via Omio)
- Travel insurance
These cover a wide range of traveller profiles, generating commissions with every click and booking.
When to suggest it:
- 1 week before arrival: “Hand-picked activities for your stay.”
- During the trip: “Free tomorrow? Check out these last-minute tours.”
Pro tip: Personalise suggestions: families = kid-friendly activities, couples = wine tastings, business travellers = city passes.
3. Car hire with discover cars
Why it works: Car rental is one of the most profitable upsells. With Discover Cars, the average booking value is high, and so are the commissions. In destinations where mobility is key, this is a revenue powerhouse.
When to suggest it:
- 1–2 weeks before arrival: “Fancy exploring beyond the city centre?”
- Check-in day: “Ready for a road trip tomorrow? Cars available now.”
Pro tip: Highlight attractions only accessible by car. The promise of exploration drives conversions.
4. Luggage storage with Stasher
Why it works: A simple but highly adopted upsell. With Stasher, you solve a common pain point: guests with early check-outs and late flights don’t want to drag bags around all day. Lower commission margins are offset by sheer volume.

When to suggest it:
- Day before departure: “Enjoy your last day luggage-free.”
- Check-out morning: “Nearby storage available, explore without the bags.”
Pro tip: Frame this as comfort and freedom for guests, not just practicality.
Why these upsells are the most profitable
All four share key traits:
- High adoption rates – They meet universal needs.
- Recurring demand – Nearly every booking can benefit.
- Strong commissions – Transfers, activities, and car hire deliver excellent margins.
- Zero operational effort – Services are fulfilled entirely by partners.
And with RentalReady’s features, unified messaging, guest portals, AI, and automation, you can schedule reminders at the perfect moment, without lifting a finger.
How RentalReady makes upsells effortless
RentalReady integrates upsells directly into its PMS. You can:
- Automate reminders at the right times.
- Personalise messages by traveller profile.
- Create tailored offers with instant payment links.
In practice, this means more revenue with no added complexity.
Want to go further? Explore our guides on:
- Growing your Airbnb concierge business
- Creative welcome basket ideas
- Smart automation in short-term rentals
FAQs on short-term rental upsells
When’s the best time to suggest upsells?
Plan around the guest journey: before arrival (transfers, car hire), during the stay (activities), and right before departure (luggage storage).
Do upsells require extra management?
Not at all. With partners like Welcome Pickups and TravelPayouts, operations are outsourced, you just trigger reminders via your PMS.
How do upsells impact guest satisfaction?
They boost it. By solving real needs, you enhance the guest experience. Happy travellers are more likely to leave positive reviews and book again.
Conclusion
Upsells in short-term rentals aren’t just extras, they’re proven profit centres. From airport transfers to car hire, activities, and luggage storage, each one meets a recurring guest need.
With RentalReady’s automation tools, these upsells become a scalable, reliable revenue stream that strengthens both guest experience and business growth.
Don’t miss out. Request a RentalReady demo today and start turning services into revenue.

