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(Last Updated On: April 27, 2022)

A group of girlfriends and I had the pleasure of staying at one of these incredible treehouses in Cave Junction Oregon. And now that it is Spring time, we were able to go to multiple wineries close to where we were staying (including a winery in a treehouse!!). This was the ultimate getaway and I’m going to tell you everything you need to know to book one of these Treehouse Rentals in Oregon.

Stay at these 4 incredible Treehouse Rentals in Oregon! Wineries are nearby as well as hiking in the Oregon Caves National Monument.

Land Acknowledgement: Takelma, Tolowa Dee-ni’Cow Creek Umpqua Lands.  Find what Native Land you are visiting by using the app Native Land! I encourage you to read the history and culture of the Indigenous people who’s land you are visiting and donate to their foundation if you are able!

All photos in Collaboration with Logan Reavis from @Itsloganmarie on Instagram!

Wine Country Treehouse Rentals Oregon
Shitake Treehouse

Where is the Oregon Treehouse Rental?

Cave Junction, Oregon is quickly developing a reputation for treehouse stays. Cave Junction, Oregon is located 4.5 hours south of Portland, Oregon and 7 hours north of San Francisco.

If you are flying in, you will need to rent a vehicle to get here! A standard vehicle is adequate to enjoy the treehouses and the surrounding activities.

Getting to the Treehouse Rentals Oregon

The closest airport that has regular flights from major cities is Rogue Valley International Medford Airport located 1 hour away from the treehouses. You would probably save money by flying into Portland instead and making the longer drive.

Directions are provided through Airbnb and are easy to following using GPS and posted signs on the road.

Extraordinary Excalifir Treehouse

Oregon Treehouse Rental Details:

1. Extraordinary Excalifir

This is the treehouse that me and my girlfriends stayed at. It is the largest treehouse on the property with the most amenities.

  • 6 guests
  • 3 beds
  • Full Bathroom with Shower and hot water
  • 2 lookout decks
  • Spiral staircase
  • Kitchenette (Fridge, microwave, hot water kettle, sink)

Price: without service fees and tax the owner charges $293 a night

2. Shitake

This treehouse was my favorite from the exterior and sits off in the forest a little bit more. If you’re going as a photographer, this would be my first choice for photographs!

  • 4 guests
  • 3 beds
  • 1.5 baths
  • lookout deck
  • Kitchenette

Price: $200 per night

Treehouse Cabins Oregon Cave Junction
Calypso Treehouse

3. Magical Calypso Oregon Treehouse

The Calypso Treehouse feels the most like a medieval castle of all the treehouse rentals in Oregon. It definitely has the most unique look. It is also the smallest treehouse on the property, only sleeping 2 people.

  • 2 guests
  • 1 bed
  • toilet
  • fridge
  • lookout deck

Price: $200 per night

4. Cozy Cottage Treehouse

This treehouse seems to have the best views, as it looks over the owners home into the field and distant mountains. It has very large windows that are similar to an A Frame Cabin.

  • 4 guests
  • 2 beds (1 loft bed)
  • 1.5 baths
  • Kitchenette
  • Lookout Deck

Price: $200 per night

Cozy Cottage Treehouse

Shop My Outfit HERE

Treehouse Rentals Oregon Property Details:

All 4 treehouses are a short walking distance away from one another, but you definitely feel you have your private space. Each treehouse sits tucked away in the woods off of the owner’s large farm. Each Treehouse has what you need as far as bedding, heat and light sources.

For the treehouses that do not have a shower, there is a bath house located in the middle of all the rentals.

No pets are allowed in the treehouses.

Check in was very easy with a code for the keypad entry. The owners are very friendly and prepare a large bonfire for the guests at night. There is also a season pool, but it wasn’t quite warm enough for us in April!

NOTE: WIFI is available, but it did not work for us in the treehouse.

Photo in collaboration with @emilie.hofferber

Things to Do During Your Stay:


We were thrilled to learn that the wineries were open for tastings. A map of all the wineries is provided in the guest binder in each treehouse. Just be sure to check their hours and call ahead to make sure they are open.

Augustino Vineyard O’Brien Tasting Room:

This tasting room IS a treehouse itself. Seems fitting if you’re going for a treehouse themed weekend. The tasting is $10 and you can enjoy it outside on their treehouse deck with views of the Illinois river and the vineyard.

Winery Address: 400 Brown Rd. O’Brien, OR 97534

Bridgeview Vineyards Winery

This winery was lovely. It sits on a pond area with swans, and we watched them from the deck in the sun. We split a bottle of Rose that was delightful.

Winery Address: 4210 Holland Loop Rd, Cave Junction, OR 97523

Foris Winery

We attempted to go here but it was not yet open! The setting is lovely, so if you can get ahold of them for a tasting, I highly recommend it. (800) 843-6747.

Photo in collaboration with @emilie.hofferber

Taylor’s Sausage

Taylor’s Sausage is a MUST stop in Cave Junction if you consume meat. There is an absurd amount of premium fresh sausages and pickled items. The sriracha meat sticks are my personal favorite. They serve breakfast, lunch, and dinner and sometimes have live music!

Oregon Caves National Monument

Just 30 minutes from the treehouses is the Oregon Caves National Monument, hence the city name Cave Junction Oregon. You can reserve a guided tour of the caves (which is he only way to view inside the caves) HERE.

There are also many easy to moderate hikes in this area that offer sweeping views of the forest.

  • Cliff Nature Trail .9 miles
  • Elijah Mountain Trail 5 miles

Other Unique Rentals in the Area:

I’ve been lucky to visit Cave Junction multiple times for treehouse getaways.

Check out my guide on the Out N’ About Treehouses:

Another Southern Oregon Treehouse Gem is the Heartland Treehouse:

Looking for more outdoor adventures in Oregon?

Treehouse Stays Oregon Forest
Shitake Treehouse


Any of these 4 treehouse Rentals in Oregon would be an epic getaway with friends or a significant other. View all four Treehouses on Airbnb HERE. Staying here will be a great basecamp for whatever adventure you choose, whether that’s wineries or hiking or both!

I’d love to hear which treehouse you’d want to stay at in the comments section below!

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Stay at these 4 incredible Treehouse Rentals in Oregon! Wineries are nearby as well as hiking in the Oregon Caves National Monument.

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  2. Kelly on May 9, 2022 at 12:22 pm

    I LOVE them all! I’ve always wanted to stay in a treehouse. It would be fun to visit the tree house with the wine tasting!

  3. Lasma on May 9, 2022 at 12:36 pm

    Original, romantic and cool places where to spend a different weekend! I would love to stay in one of those! Obviously enjoying a glass of wine!

  4. Ildiko on May 9, 2022 at 1:57 pm

    Wow! So, so cool! I was just in Oregon last fall and would have loved to stay in one of these treehouses. How unique and romantic.

  5. Lisa on May 9, 2022 at 2:46 pm

    I have always wanted to do this! I can’t wait till we get to go it looks so fun!

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