The Coolest Airbnbs within the Catskills • The Blonde Overseas

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As an Airbnb Associate, I’m excited to curate incredible properties around the world. At no extra cost to you, I earn a small commission when you book through these links which helps me run this blog.

Hey there! I’m Angelina, a travel advisor (AKA travel agent!) and the founder of Collective Travel, a curated collection of vacation home rentals in dreamy destinations.

I’m a born and raised New Yorker and have been visiting The Catskills region pretty much my whole life! From summer glamping trips and fall getaways for leaf-peeping to snowy ski mountain escapes, you can pretty much call me the Queen of the Catskills 😉

Just two hours north of New York City, The Catskill region is filled with mountains, lakes, waterfalls, an abundance of wooded hiking trails (great for all levels!), beautiful foliage, ski mountains, and lots of wildlife. This is an all-season, year-round destination that you will fall in love with.

If you’re looking for a unique experience, here are some of the coolest Airbnbs to stay at in The Catskills!

Sleep in a caboose train from 1922 for a unique and historical experience! This “home” is actually a restored caboose from nearly 100 years ago, now outfitted with a queen bed, tiny kitchen and full bathroom for comfortable living arrangements.

There’s also an outdoor deck with a nice view of the nearby stream!

BOOK HERE

Yurt Glamping New York Catskills Airbnb

Enjoy an off-the-grid escape in this architect-designed tiny home deep in the woods of the Catskills.

Located on 20 acres of land with private trails and mountain views, this bespoke cabin feels blissfully far away from everything, yet is still close to popular Catskill towns. There’s no electricity or running water, but there is a hand-crank Victrola!

BOOK HERE

Glass House Cabin Airbnb Catskills

The goal of this glass cabin was to live in the woods, protected from the elements but as close to nature as possible. Mission accomplished at this perfect Hudson Valley retreat! Only windows separate you from the Catskill mountains, trees, and forest.

BOOK HERE

This converted 20-foot shipping container cabin is unlike anything else! It’s completely off-grid, with solar power, a compost toilet, and gravity-feed water, but includes a wood stove, kitchenette, fire ring, yoga platform, and a hammock for all your needs.

The container opens up to put you directly into nature, and a 30-foot waterfall is just a short walk away!

BOOK HERE

Enveloped by 7.5 acres of woodland, private pond, and grassy pasture, the Bali House will lull you into its haven and transport you to…Bali!

The house consists of 4 pods as in Bali tradition and is filled with modern amenities such as a luxurious bathtub, fireplace, and chef’s kitchen. After just a few hours here your body clock will settle into a restful pace and you’ll forget you’re even in New York.

BOOK HERE

Stay in a true treehouse and reconnect with nature. Nestled in the foothills of the mountains, climb the winding staircase to your house in the trees for lots of quiet solitude.

Nearby there are mountains to climb, lakes for swimming, boating, and fishing, and a fire pit located just over the footbridge surrounded by a stream.

BOOK HERE

Fern Valley Eco-Cabin Catskills

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock, NY.

This cozy escape is perfect for couples or solo adventurers. Sit back on the couch and enjoy the Catskills from the giant viewing window.

BOOK HERE

Tiny House Boho Catskills

This dreamy yurt features eclectic and boho decor inspired by the architecture of the property. Enjoy the open floor plan of this magical 8-sided structure, providing plenty of nooks to relax, read, meditate, write, daydream, and enjoy the fresh air.

BOOK HERE

Black A-Frame Catskills Cabin

This 1961 cabin was named the “Coolest A-frame in NY” by the New York Post in 2020! The A-frame is a newly renovated, solar-powered, and modified home set on sprawling two acres of deeply wooded Catskill forests.

BOOK HERE

Sleep in a silo! This three-story silo is unique yet cozy and charming, with beautiful mountain views. Secluded in the woods for a perfect relaxation retreat but close enough to everything.

BOOK HERE

Are there any super cool Airbnbs in the Catskills that you’ve stayed at?

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