Kicking off the new year with my annual posts all starts with 19 Airbnb rentals to stay at in 2019. This is one of my favorite posts to share as each year the list changes and grows.
The past few years, like the 2018 list, showcased incredible rentals across the globe. Airbnb’s that were wildly unique, set in remote destinations, and perhaps a bit quirky. The kind that peaked interest for our senses.

This year I’m focusing on something entirely different. I did a poll on what you value when it comes to booking accommodations and you’ve asked for more meaningful stays. Accommodations that transcend beyond the stay, and move us to make changes within our lives at home. So what does that mean for the this top Airbnb list for 2019?
It means Airbnb rentals that are discerning in design, elevating of the local area, and provide a compelling story for why we choose to travel.
So without a further ado, here is your list for 2019. Some rentals that will be close to home for our mostly California and New York readers, and other Airbnb rentals that will require an effort well worth it. These 19 Airbnb rentals to stay at in 2019 will surely create memories to talk about for decades to come.
19 Airbnb Rentals to Stay At in 2019
Highlighted: The Warrington House
Location: Santa Rosa Hills, California
What to Love: A sense of space that blends the outdoor setting inside in a wabi-sabi way. No doubt an outdoor escape, the Warrington House represents exactly what we envision of a weekend break.
*All Warrington House images take by Andrea Posadas Creative
2. Captain’s Rest in Tasmania.
3. The Little Black Shack in New South Wales, Australia.
4. Casa Mami in Pioneertown, California.
5. Riad Yasmine in Marrakech, Morocco.
6. The Joshua Treehouse in Joshua Tree, California.
7. Villa Ondine in Cape Town, South Africa.
8. Casa de Diseño in Mar del Plata, Argentina.
9. The Treehouse in Colombia Falls, Montana.
10. Villa Palmier in St. Barths
11. Yoshina Cedar House in Yoshino-gun, Japan
12. The Boulder Lodge in Idyllwild-Pine Cove, California.
13. The Cabin in Bozeman, Montana.
14. Paddock Hall in Tintenbar, Australia.
15. Architectural house in Sant Cugat del Valles, Spain.
16. The Treehouse in Hawaii.
17. The A-Frame in Inverness, California.
18. Studio on Salt Spring Island, Canada.
19. Casa Arbol in Rincon de Milberg, Argentina
*All images are courtesy of Airbnb unless stated otherwise.
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PS — Are You Booking a Trip Soon? Use My Booking Checklist!
These are the sites I use most to book my own trips. Using the links below is a great way to support Bon Traveler’s travel journalism at no extra cost to you. If you need help organizing your itinerary, get my free travel itinerary template here.
1. Book Your Accommodations
I use Booking.com for hotels and Airbnb for vacation rentals. They have the biggest inventory and consistently offer the best rates.
2. Book Your Rental Car
Self-driving is the best way to explore most destinations. I use Discover Cars for our rental cars, select full coverage insurance, and opt for a reputable company like Alamo, Hertz, or Sixt.
3. Book Your Tours & Experiences
I use Viator, Airbnb, and Get Your Guide to find the best tours and experiences. They are my favorite tour search engines. I always check all three as their inventory varies depending on the destination.
4. Book Your Private Transfers
For easy, reliable private transfers, I use Welcome Pickups. It’s my go-to for arranging a driver in advance — whether it’s an airport pickup, a hotel-to-hotel transfer, or a day trip. The experience is seamless, with English-speaking drivers and upfront pricing, so you can travel stress-free at every stage of your trip.
5. Get Cell Data for Your Trip
I use Holafly for international cell data. Their unlimited data eSIMs are easy to install, activate instantly on arrival, and let you skip local SIM cards and expensive roaming fees.
6. Don’t Forget Travel Insurance
I never leave the country without travel insurance. It provides comprehensive protection in case anything goes wrong (ie. illness, injury, theft, or cancellations).
My favorite companies that offer the best coverage and rates are:
- World Nomads (best for all-around)
- Safety Wing (best for frequent travelers)
Xx,
Jessica




1 Comment
Hi there
This is a really nice post! I liked looking at all these rentals. Airbnb kind of has been a revelation for me this past year. I used to be a hostel kind of guy.
My favorites on this list are the Treehouse in Colombia Falls and the Aframe in California.
The treehouse because it looks like a lot of fun and adventure. A booking I would do to satisfy the inner child in me. Also just the shamelessly childish adult in me.
The A-frame because it is more nostalgic. My family and I used to sleep in those houses in Denmark when I was a kid. In Dutch, I had a word for them my parents still use against me.
Thank you for sharing this blog!
Fred