The Oaktagon Tree House is what happens when you decide to live with the forest instead of just visiting it. Built around a living red oak (her name is Annie), this octagonal tree house invites you up into the canopy, where birds provide the soundtrack and the lake glimmers below. Perched on a 14-acre island just a half-mile from shore, it’s a place to slow down, look outward through leaves and branches, and remember what it feels like to be held by trees.
Helpful Guides
Canopy life, a little higher up.
Still water. Long summer light.
A better angle on the island.
Arriving is easy. Leaving is hard.
Connected if you want to be. Pretending to be unplugged is also allowed.*INT
Her name is Annie - the 90 year old island oak tree that lives through the Oaktagon.
Fishing stories need no exaggeration here.
The Oaktagon Treehouse: Annie the Oak tree has been here longer.
Napping urgency? Emergency hammocks to the rescue.
Wood stove warmth, dog-approved. Firewood included. *WST
Room to linger among the trees.
Meals among the trees.
Arriving and departing are part of the adventure.*CHO
Island life is dog heaven.*NOP
A spacious deck among the trees.
Arrive by floatplane. Island bragging rights included.
Smooth water. Paddle freedom. Sunshine included.*EXP
A table for two, with room to gather.
The Oaktagon's private dock. Smooth water included.
Sleep settles in quietly.*SLP
Private indoor composting toilet — (This is not an outhouse - Clean, sanitary, nose-friendly, and on the 1st floor).*TLT
Arrive by boat or paddle in. The dock awaits.*BTG
Perspective lives here. Worth looking up.
Because you'll never want to go back to four-sided rooms.
Sunset Proposal Rock says what it is.
Hot sauna. Cold plunge. Repeat.*CPS
Compare all of our eco-island stays.
This stay works beautifully on its own — and it also plays well with others, combining with nearby island stays through our event console to create an easy basecamp for medium-sized gatherings. 🌲
Berry the Bass was temporarily unavailable.
S'mores are found here.
Island adventure treasure map.*IMP
You are here. Adventure nearby.*LMP
The fish bite at sunset.
Worth the rain. Silver linings included.*RBW
The stars like to show up here.*MTR
Everything you need to cook. Bring food, not gear.*KIT
Paddling gear included. Dogs welcome. Involuntary swimming possible.*BTG
A small navy of canoes, kayaks, and SUPs.
Clean, hot showahs — eco-friendly.*HSH
Fishing with your bestie.*FSH
Peter Tuttle the Painted Turtle.*TRT
Grill, stove, or fire: Outdoor and indor cooking, covered. Just add a coolerful of your favorite foods*GRL
Island visitor.
The private hammock does the work. You do the lingering. *HAM
Larry's family. Loons often outnumber humans on this lake,
Couch by day. Bed by night. Sleep comes standard.
The sky occasionally has something to say.*NTL
Gather ‘round. The fire’s on us with free firewood.*PIT
Nature rewards patience.
The Loon Point Public beach. Seating for humans. Commentary by loons.
Guest Reviews from Revyoos — Showing 10 of 156 Reviews
Great stay and great host! We will definitely be back! Beautiful surroundings and a lot of activities. Very responsive and caring host.
Second time out to the island but first time staying at oaktagon. We loved every moment. We enjoyed the bigger space and everything the island has to offer. As always we cannot wait to return. Thank you Kent and team!
Kent was very friendly and made sure we had everything we needed. We will definitely be back again!
Words cannot describe how amazing our weekend was. Kent was extremely helpful from start to finish. He was always making sure we had everything we needed to make our stay as enjoyable as possible. You can tell how much thought and effort is put into all of the details of your stay. The property itself was very unique and even more amazing in person. This was just what we needed for a peaceful and relaxing weekend trip away from our busy everyday lives. We enjoyed every aspect from fishing, sitting by the fire, taking a sunset canoe ride, and just exploring the island. Although this was definitely one of our favorite getaways, somehow the dogs enjoyed it even more! There are truly too many good things to say about this place. No need to waste your time reading this long review, just pack up your dogs and book it!
Kent was an absolute gem. One of the kindest most welcoming hosts I've ever had on airbnb. My partner and I spent our anniversary at 1BSI and it was the perfect destination. We definitely plan on coming back in the future! Thanks for everything Kent.
Kent has thought of everything! He is an incredibly thoughtful host and we learned so much from him in our short stay. A one of a kind experience for sure!
We had a great time. Wonderful place. The host was very helpful and responsive.<br/>We will be back , for sure.
fantastic, exactly as advertised, and we fully intend to return. the kids would like to go in summer to take advantage of the pristine lake, Lynn and I want to return in the fall as the lake is quiet and the foliage is outstanding. the island really does represent a complete, invasive plant free, southern Maine forest ecotype and its a delight to experience that without having to hike miles into a national forest
We had a wonderful experience at the Oaktagon. Kent made our stay as comfortable and smooth as imaginable. The Oaktagon is so beautiful and stocked with everything you need. Kent provided great info prior to the trip and made arrival and departure really easy. We loved walking around the trails, kayaking, canoeing and relaxing by the fire pit. An amazing place! Hope we can come back soon!!
We wanted a peaceful getaway out in the woods and near a body of water. That is just what we got. We stayed in the Oaktagon tree house which is on an island in the middle of Lake Annabessacook. We didn't have to bring anything other than food and clothing. Canoes and kayaks were readily available along with fishing poles and our own dock. There is free WIFI. Ice packs are brought out to the island everyday. There is plenty of free firewood. This was worry free camping. Just relax and enjoy.
Oaktagon Treehouse FAQs
What's special about this treehouse stay?
Sleeping in the canopy offers a new perspective - birds at eye level, lake breezes through the trees, and a quiet sense of being tucked into the forest.
Is this stay suitable for kids or pets?
Who doesn't love a tree house! Kids and pets are welcome, and there's lots of space for them.
What's included in the stay?
Comfortable sleeping arrangements, private bathroom, firewood, cooking essentials, canoe/kayak access, and full use of island trails, a hammock swim dock, boat dock, swimming spots, and shared beach and shower.
How do I access this stay?
Arrive at the island by paddle, ferry, or boat, then follow marked trails to your Oaktagon Treehouse.
Ready to plan your overnight island stay?
Bookings go fast in peak season. We'll help you pick the right spot.
