Treehouse holiday rentals in Hudson Valley

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Top-rated treehouse rentals in Hudson Valley

Guests agree: these treehouse rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Chalet in Olivebridge
4.99 out of 5 average rating, 180 reviews

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

**Dates blocked? Send us a message. We haven't opened most of our 2026 calendar yet & many days are actually available.** Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+ brand new hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Guest favourite
The A-frame cabin stands elevated on wooden supports amidst a lush forest. Natural wood and corrugated metal comprise the roof. A wooden deck with seating offers a space to enjoy the surrounding greenery, with stones lining the path leading to the structure.
Place to stay in Accord
4.96 out of 5 average rating, 295 reviews

Native Soul Stays, a wooded sauna retreat

We seek to cultivate an idea to create a space aligned with nature.Remote and enchanting, our hidden forest has been kept and cared for by generations of our family. Fully off grid and created from clear thought intention to preserve, protect and respect our earth, in a simplistic, yet dream like reality. witness raw beauty; be a part of the preservation of this forest; feed your soul and not society. We ask guests to fully read the listing details, and don’t hesitate to reach out with any Q’s!

Top guest favourite
A charming one-bedroom cabin is nestled among tall trees in a forested area. The wooden exterior is complemented by a porch with a railing and flower pots, creating a rustic appeal. Natural light filters through the windows, enhancing the cabin's tranquil setting.
Tiny home in Castleton
4.99 out of 5 average rating, 119 reviews

Cabin-by-the-falls

One-bedroom cabin, one double bed, for those who want tranquility. Parking at the main house and then a short walk downhill, then a level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

Top guest favourite
A charming treehouse, supported by sturdy posts, is nestled among tall trees. The wooden structure features a small balcony overlooked by bright green foliage, allowing sunlight to filter through. A path leads up to the entrance, surrounded by natural ground cover.
Treehouse in Hawley
4.96 out of 5 average rating, 154 reviews

Romantic Tiny Home Couples Cabin

Welcome to Treetop Getaways. We are a Luxury Treehouse vacation destination. These absolutely gorgeous little cabins have all of the amenities you could want from a comfortable stay, such as running water, showers, toilets, heat and ac...not to mention a nice cozy environment with beautiful Scenic views of the Wildlife Reserve behind us. With all of the lake activities, hiking, wineries, breweries amazing food and resorts/spas just minutes from your door, you will never run out of things to do!

Top guest favourite
A spacious interior of the tree house features wooden walls and a sloped glass roof, inviting natural light. A round table with two wooden chairs is set against a backdrop of large windows, providing a clear view of the surrounding greenery and the river.
Treehouse in Boonville
4.97 out of 5 average rating, 157 reviews

Amazing Tree House on Black River Near Old Forge

Perched in privacy on the Black River is a rustic Tree House designed for adults only who are looking to be off the grid and connect with Mother Nature. Glamping at its best! The very private Tree House is perched on a hill overlooking the peaceful river. The quaint treehouse has five sides of glass and screens to view the river. This is built around trees but you enter from ground level. A power pack is available to charge cell phones and make coffee. Relax by a campfire at river's edge.

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 169 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favourite
Treehouse in Pattersonville
4.99 out of 5 average rating, 292 reviews

Mariaville Goat Farm Tree House

Embrace nature and savor the adventure in our rustic - yet elegant- treehouse! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, s’mores around a campfire, a great night’s sleep under the stars, a country breakfast delivered to your door - and goats! Take a walk in the woods...enjoy the unique landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

Guest favourite
The treehouse sits elevated among lush greenery, supported by a wooden structure made from local materials. Its rustic exterior blends with the surrounding trees, while a sloped green metal roof adds a distinctive touch. A natural pathway leads up to the entrance.
Treehouse in West Pawlet
4.96 out of 5 average rating, 132 reviews

Treehouse compound, no cleaning fee

The rental includes both treehouses (toilet in each), cooking/eating pavilion (only cold water at sink) (outhouse nearby), outside shower (cold), firepit. Additional guests above the 2 included in per night stay are $30 per person per night up to a maximum of 11 guests during the warmer months and 5 guests total during the cooler ends of the season (June and mid Sept to mid Oct). Beds: 3 doubles, 5 singles. No pets allowed. Not ideal for very young children or people with mobility issues.

Guest favourite
A rope bridge connects two treehouse buildings, surrounded by trees. The wooden deck is visible ahead, featuring two red chairs. Natural light filters through the foliage, creating a serene pathway leading to the entrance of the primary structure.
Treehouse in Lake George
4.93 out of 5 average rating, 187 reviews

North Tree House Retreat of Lake George

Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

Superhost
The treehouse is elevated among lush green trees, showcasing a blend of wood and natural surroundings. A spacious deck extends from the structure, while a nearby wooden railing provides safety. The entrance features a single door with a window above, enhancing natural light.
Treehouse in Palenville
4.92 out of 5 average rating, 181 reviews

Cozy Treehouse in Catskill Mountains.

The treehouse resides on the locally famous Fernwood property. Our family ran a restaurant here since the 1970's. We no longer operate the restaurant, but the property is gorgeous. The treehouse is at the end of a road with a private swimming hole. Right out of the treehouse is the entrance to the famous long trail, plenty of hiking here. Also in town is the entrance to The Catskill Wild Forest. Hiking into Kaaterskill Falls is one of the main attractions here in town.

Top guest favourite
A treehouse structure is observed elevated among lush greenery, supported by a prominent tree. The exterior features dark siding, a distinct gable roof, and vibrant orange doors. A spiral staircase leads to the entrance, while a natural clearing surrounds the base.
Treehouse in Wallkill
4.99 out of 5 average rating, 368 reviews

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Guest favourite
A serene view of the cottage perched on a hillside is captured across the reflective waters of the creek. Lush greenery surrounds the area, with trees providing shade and the deck offering an inviting space for relaxation.
Cottage in Bloomington
4.97 out of 5 average rating, 573 reviews

'The Blue Jay Cottage' - Privacy With A View!

Come, get away from the craziness of life, calm your body, clear your mind and channel your energy by staying at a very special little gem. Once you arrive you won't want to leave. A newly renovated cozy cottage, where you won't believe your view when you wake up in the morning with your first cup of tea or coffee overlooking the best spot in this area from the deck. A perfect getaway on almost 5 acres of creek frontage to find your inner peace.

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