Upgrades That Boost Winter Bookings

The lifts may be closed, but the summer off-season is the ideal time for short-term rental owners in Colorado’s ski towns to get ahead of the winter rush. While maintenance is essential, the smartest property owners use this downtime to make strategic upgrades that attract top-dollar bookings during ski season.

Whether you're a seasoned host or just getting started, these summer projects will help you stand out in a crowded market and deliver five-star guest experiences all winter long:


1. Add Smart Home Features

Today’s travelers expect convenience—and property owners benefit from the added control.

  • Smart Locks: Enable remote check-in/check-out, limit key loss issues, and boost security.

  • Smart Thermostats: Keep guests comfortable while saving on energy between stays.

  • Noise & Occupancy Sensors: Help protect your property and maintain good relationships with neighbors.

Bonus: Smart home upgrades can also be a selling point in your listing descriptions.

2. Upgrade Insulation & Windows

Comfort is key during sub-zero ski season nights, and energy bills can soar without proper insulation.

  • Add Weatherstripping: Simple and inexpensive, this can reduce drafts and heat loss.

  • Check Attic & Wall Insulation: Upgrading insulation now pays off all winter.

  • Install Energy-Efficient Windows or Storm Windows: Reduce heat loss and boost guest comfort.

3. Refresh Interior Finishes

Now’s the time to give your rental a facelift without disrupting bookings.

  • New Paint or Accent Walls: Brighten up tired interiors with modern mountain-style tones.

  • Upgrade Furniture: Replace anything worn out, uncomfortable, or outdated.

  • Modernize Lighting: Add dimmers, accent lights, or statement fixtures to elevate the ambiance.

4. Create or Enhance Mudroom/Ski Storage

Winter gear takes up space and can create a mess fast.

  • Add Boot & Glove Dryers: A luxury touch that skiers and snowboarders love.

  • Install Benches, Hooks & Cubbies: Keep snow gear organized and out of high-traffic areas.

  • Protect Flooring: Add durable mats or tile where wet boots land.

5. Improve Your Outdoor Spaces for Winter Use

Winter outdoor experiences can be a huge selling point.

  • Install a Hot Tub or Sauna: If your rental doesn’t already have one, this is a top winter amenity.

  • Add a Covered Patio or Windbreak: Allow guests to enjoy the outdoors even when the snow falls.

  • Upgrade Outdoor Lighting: Make snowy walkways and driveways safer and more inviting.

6. Professional Photography & Listing Updates

After you’ve made upgrades, show them off.

  • Hire a Pro Photographer: Highlight cozy corners, winter-ready features, and guest-favorite amenities.

  • Update Descriptions: Mention all new features in your listings, and emphasize winter convenience, comfort, and safety.

7. Schedule a Full Property Audit

Don’t wait for problems to pop up mid-season. Bring in a local handyman for a top-to-bottom property review.

  • Check Smoke & CO Detectors

  • Test All Appliances

  • Ensure Guest Safety Features Are Up to Code

You can also use this opportunity to create a recurring maintenance schedule tailored to the demands of a high-turnover ski rental.


In a competitive winter rental market, the difference between a good stay and a great one often comes down to the prep work you do now. Investing in thoughtful upgrades during the quiet months can lead to better reviews, higher occupancy, and fewer mid-season headaches.

Need help with upgrades or maintenance? Our handyman team specializes in short-term rentals in Colorado’s ski towns. Book your off-season consult today!

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Summer Maintenance Checklist