Photos are often the first thing people notice when scrolling through vacation rentals. If yours look dated, dark, or just uninspiring, you’re losing valuable clicks. The truth is, even if your property is beautiful in person, poor photos can make potential guests move on before they read a single detail.
Good images do more than show a room. They tell a story about the guest experience. Whether it’s sipping coffee on a deck at sunrise or settling in with streaming services after a day at the beach, photos create an emotional connection. And if you want repeat bookings, keeping those visuals fresh matters. Here are five clear signs it’s time to give your rental listing photos a reset.
1. Your Bookings Have Slowed Down
If you’re seeing fewer bookings compared to last year, it might not be the property—it could be the pictures. Vacation rentals with sharp, modern visuals stand out, especially during peak seasonal demand. Outdated images can make your listing look tired, even if your place is in great shape.
Property managers often notice a dip in inquiries when their photos don’t match what travelers expect from a modern website. Guests are savvy. They compare multiple listings before choosing. If yours doesn’t pop, they’ll keep scrolling. Refreshing your photos can spark more interest and help bring in more bookings.
2. Your Photos Don’t Match the Real Experience
If guest reviews mention missing amenities, dark rooms, or differences between the photos and reality, that’s a red flag. Clear and honest photos build trust, and trust leads to glowing reviews. On the flip side, outdated or inaccurate images can leave guests disappointed, no matter how good your hosting is.
Think about small updates too. Maybe you’ve added a private patio, upgraded to energy-efficient appliances, or improved the outdoor space. If those details aren’t in your listing, you’re underselling yourself. Professional photos that capture upgrades in the best light make a huge difference.

3. Your Property Looks Different by Season
Seasonal demand affects how vacation rentals are booked. A snowy cabin shot in summer or a sunny pool photo taken in winter won’t always reflect what guests can expect when they arrive. Rotating photos throughout the year keeps your listing accurate and helps set the right expectations.
For example, if local events bring guests to your town in the fall, swap in photos of cozy indoor spaces or autumn views. In the summer, highlight outdoor amenities like grills, hammocks, or the pool. Updating with the seasons shows potential guests you’re active and thoughtful about the guest experience.
4. Your Competition Looks Sharper
One of the clearest signs it’s time to update your photos is when you scroll through other listings nearby and realize yours don’t compare. Many property managers now invest in professional photos, which means expectations are higher than ever. Grainy, dimly lit images can make even a great property fade into the background.
Don’t panic—you don’t always need a full reshoot. Sometimes it’s as simple as adding new angles, showing off updates, or capturing the details that make your property unique. The goal is to make your listing stand out and give potential guests a reason to click through.

5. You’re Not Telling a Full Story
Vacation rentals aren’t just about beds and square footage. Guests want to see how they’ll actually spend time in the space. If your photos don’t highlight the living room setup, the outdoor deck, or little extras like streaming services, you’re missing chances to connect.
Think of photos as part of your guest communication. A clear call to book comes naturally when your listing shows every corner in its best light. Highlight what makes your place feel like home, whether it’s a cozy fire pit, a big dining table for family gatherings, or a hot tub under the stars. The better you capture the whole experience, the easier it is to earn direct bookings and glowing reviews.
6. Guests Keep Asking the Same Questions
If future tenants or potential guests keep messaging you with the same questions, like “Do you have a hot tub?” or “How far is the beach?”, your listing photos probably aren’t clear enough. Strong visuals should answer those basics before anyone reaches out.
Good property managers use photos as part of guest communication, saving time for both sides. Show the layout of the living room, highlight ample storage space in bedrooms, and don’t forget outdoor shots. When guests can see it all upfront, they book with confidence, and you deal with fewer back-and-forth messages.

Refreshing Photos is About Long-term Success
Great photos don’t just attract quality guests, they set you up for long-term success. If you’ve noticed any of these signs, it’s time for a refresh. Hire a professional, or at the very least, take new photos yourself with better lighting and staging. Your rental deserves to be shown in the best light possible.
And once you’ve updated those images? Share your vacation rental on Houfy. With direct bookings and no extra fees, you’ll get more eyes on your property and more chances to turn those new photos into real reservations.




