Travel with ease this holiday season — like the JETSETTER you are.

Holiday travel is supposed to be joyful… yet for most people, it’s a swirl of airport crowds, traffic, forgotten chargers, and last minute chaos. But it doesn’t have to be.

At JETSETTER, we help our guests travel better every single day — and these are the exact tips we recommend to make your holiday getaway smoother, calmer, and a whole lot more fun.

Here are 15 ways to make your holiday travel truly stress free this year.

1. Book Early — Earlier Than You Think

Holiday dates fill up fast. Popular destinations like Nashville and the Smokies can sell out months ahead. Secure your stay early so you’re choosing from the best properties… not what’s left.

2. Avoid Peak Travel Days If You Can

The busiest days of the season?
The Saturday before Christmas and December 26th.
Travel a day earlier or later and you’ll skip crowds, delays, and sky-high prices.

3. Know Your Amenities

When you stay JETSETTER, there’s peace of mind knowing the details are covered, but it’s still smart to check what’s included before you arrive.

Be sure to ask your host:

• Are toiletries, towels, and linens provided?
• Is the kitchen stocked with the essentials like salt, pepper, and cooking oil?
• Is there parking available for multiple vehicles?
• Is your wi-fi acceptable for streaming movies or working remotely?

Many of our homes are well amenitized featuring outdoor kitchens, fire pits, hot tubs, and lake access, so once you know what’s included, you can pack lighter and stress less.

3. Pack With a Plan, Not Panic

Holiday travel doesn’t require overpacking. Create a checklist, stick to basics, and build outfits around layers. Winter travel can be unpredictable — simplify where you can.

4. Ship Gifts Ahead of Time

Don’t haul presents through TSA or stuff them into the trunk. Ship them straight to your rental or your host. (Pro tip: Don’t wrap them until you arrive.)

5. Organize All Travel Docs in One Place

Boarding passes, rental car reservations, parking instructions, Airbnb check-in info — screenshot everything and save it in one album on your phone.

6. Double Check Weather at Your Destination

Holiday weather is… moody. Pack for the highs, lows, and surprises in between. And if you’re heading to the mountains, prep for possible snow, icy roads, and early nightfall.

7. Prep Your Home Before You Leave

The best feeling in the world? Coming home to a clean, calm space after holiday chaos. Do dishes, take out trash, wash sheets, and unplug non-essentials before heading out.

8. Give Yourself More Time Than Usual

Holiday lines are longer everywhere — airports, gas stations, Starbucks, you name it. Add extra buffer time into every leg of your travel day.

9. Download Everything Ahead of Time

Holiday travel equals unpredictable WiFi. Download movies, playlists, podcasts, show tickets, maps, and check-in instructions before you leave home.

10. Keep a “Holiday Essentials Pouch”

Fill a small pouch with:

• chargers
• lip balm
• Advil
• hand sanitizer
• tissues
• hand warmers
• snacks
• bandaids
• small gifts

You’ll use it more than you think.

11. Snack Like a Pro

Airport food lines double during the holidays, and road trip options are limited. Pack protein forward snacks that won’t melt or get crushed.

12. Make Reservations Before You Arrive

Holiday shows, restaurants, light tours, sleigh rides, and Dollywood tickets all sell out quickly. Book in advance so you’re not scrambling once you arrive. Our guests get access to our curated local guides to make the most of their stay— from private chefs to boutique shopping, fishing guides, winery recs, and more.

13. Don’t Overload Your Itinerary

You don’t have to do everything. Leave space to be spontaneous — grab hot cocoa, admire lights, book a last-minute experience, or simply relax in your rental.

14. Communicate With Your Host

If you’re running early, arriving late, or need something when you land, communicate ahead of time. A good host will do everything possible to make your stay seamless.

JETSETTER always does.

15. Choose a Stay That Makes Everything Easier

The location, layout, amenities, and atmosphere of your rental can either make or break your getaway. Choose spaces that feel relaxing, well designed, and convenient to what you want to do.

Ready for a Stress Free Holiday Getaway?

The holidays should feel extraordinary — not exhausting. With the right prep and the right place to land, you’re not just traveling… you’re stepping into a season you actually get to enjoy. At JETSETTER, we believe in rewriting the rules of holiday travel. No chaos. No bland stays. Just curated comfort, elevated experiences, and the freedom to explore without the stress.

Whether you’re chasing skyline views, mountain mornings, or coastal calm, your holiday escape deserves to feel intentional, luxurious, and unmistakably you.

Travel like you mean it.
Break up with basic, book the boutique experience, and reserve your JETSETTER stay before the best holiday dates disappear.