How to Schedule Seasonal Maintenance (So You Don’t Forget Anything)

6/9/20252 min read

man in red shirt standing on green hammock near body of water during daytime
man in red shirt standing on green hammock near body of water during daytime

How to Schedule Seasonal Maintenance (So You Don’t Forget Anything)

Let’s be honest: glamping isn’t “set it and forget it.”


You’ve got tents, domes, hot tubs, trails, toilets—and a guest experience that depends on all of it working well.

But here’s the truth: most glamp-site owners wait until something breaks before they take action.
The smarter move? Build a seasonal maintenance system that keeps your site running smoothly before things go wrong.

Here’s how to schedule (and simplify) your seasonal maintenance—so nothing slips through the cracks, and you’re never stuck scrambling the night before a booking.

Why Seasonal Maintenance Matters

  • Extends the life of your structures and gear

  • Keeps your space safe, beautiful, and five-star ready

  • Saves you money by catching issues early

  • Reduces stress and surprise emergencies

  • Sets your site up for smooth transitions between seasons

A well-maintained site isn’t just nice—it’s profitable.

Start With a Seasonal Calendar

Break your year into 4 maintenance sprints: spring, summer, fall, and winter.

You can use:

  • A simple Google Calendar

  • A project manager like ClickUp or Trello

  • A printable checklist taped to your office wall

The goal: know exactly what to do and when to do it—before the season hits.

Spring Maintenance Musts

  • Inspect for winter damage (mold, water, pests, wind)

  • Deep clean interiors + exteriors

  • Re-seal decks, touch up paint, clean windows

  • Test plumbing, electricity, hot water, and Wi-Fi

  • Restock linens, supplies, and welcome kits

  • Refresh photos and listings with spring visuals

Spring is your “prep and polish” season—set the tone for a strong year.


Summer Maintenance Musts

  • Clean cooling systems (fans, AC, solar vents)

  • Stay ahead of bugs, critters, and wildlife prevention

  • Check for sun damage or wear on outdoor furniture + signage

  • Replenish outdoor amenities (grill supplies, s’mores kits, ice trays)

  • Do a mid-season review: guest feedback, reviews, operational hiccups

Summer is busy. Use your system to avoid burnout.

Fall Maintenance Musts

  • Prep heating systems, hot tubs, firepits, and insulation

  • Clear gutters, trim trees, and storm-proof structures

  • Secure outdoor plumbing or exposed lines

  • Deep clean fabrics and soft goods before winter

  • Begin winterizing closed-down units (if seasonal)

Fall is your prep-for-the-cold season—don’t let it sneak up.

Winter Maintenance Musts

  • Deep clean unused or closed units

  • Repair, rotate, or refresh linens and gear

  • Audit and replace any broken, outdated, or weathered items

  • Review the year (what worked, what didn’t)

  • Order upgrades and prepare for spring installs

  • Create or update SOPs and guest experience systems

Winter is strategy season. Set up 2025 with systems that support your sanity.

Bonus: Pro Tips for Staying Organized

  • Use recurring digital calendar reminders

  • Keep a checklist binder or Google Sheet by season

  • Take “before and after” photos to track site changes

  • Create a task-sharing system (if you’ve got a team)

  • Schedule 2-day buffer blocks between seasons to focus on maintenance—not guests

Final Takeaway

You built this dream to feel calm, connected, and profitable—not chaotic.

Your seasonal maintenance plan is the behind-the-scenes rhythm that keeps everything looking, functioning, and feeling exactly right.

Because a well-cared-for site doesn’t just attract guests—it creates loyalty, reduces burnout, and supports you.