Cabin vacation rentals in Windham

4.92 out of 5 average rating, 111 reviews

Cabin in East Jewett

The Garden House - Private, Secluded, & Mt Views!

The Garden House is a cedar cabin on a mountaintop in the Great Northern Catskills. Our house is setback by a long path, on a wooded lot, and very private. It’s a place to slow down, to recharge the mind & body, and indulge in the immense beauty of the mountains. It’s cozy, made for late night cocktails by a real wood burning fireplace, and for slow mornings at the kitchen table. Our area is all-seasons with skiing, hiking, waterfalls, dipping in lakes & rivers, and plenty of fresh mountain air.

4.95 out of 5 average rating, 245 reviews

Cabin in Maplecrest

The Cabin - Ski House near Windham

The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

4.99 out of 5 average rating, 175 reviews

Cabin in Prattsville

Alpine Ridge - Mtn. Views, Fire Pit, Pizza Oven

Alpine Ridge is set on 3 acres of land, high up on a private road. From the house, you'll see the Bearpen Mountain Range across the valley. We designed and curated our home to be a perfect escape. Though remote, we are close to town for all the essentials: 5 mins to Prattsville, 15 mins from Windham and 25 mins from Hunter. The Catskills are abundant with hiking trails, ski slopes, quaint towns, local events, wedding venues, and farm-to-table restaurants. Follow us on IG: @alpineridgeny

4.93 out of 5 average rating, 102 reviews

Cabin in Hunter

Kashmir on the lake Catskills Hunter, NY

Why Kashmir on the lake? in 2004 the house was built by a local husband and wife who were dedicated to having their grandchildren enjoy this special place in the Catskills. The family decided to move south and listed the home to rent occasionally - especially for the music festival Mountain Jam in Hunter . Robert Plant stayed in the house while performing at Mountain Jam! Enjoy Kashmir on the lake only 1 mile from the mountain and close to restaurants/shopping. *Photos by Chris & Pam Daniele*

4.93 out of 5 average rating, 199 reviews

Cabin in Maplecrest

Fraxinus House - Ideal for Windham & Hunter

Scenic country cabin located between Hunter Mountain and Windham Mountain, in the charming hamlet of Maplecrest. Surrounded by trees and the wilderness, it creates an idyllic mountainside escape, private and secluded grounds with only night stars and the sounds of wildlife. The decor is a mix of modern, color, and comfort, with lots of natural wood details. Both ski mountains are only a short 10 mins drive away. This is a great place for a romantic getaway or an outdoor trip in the Catskills.

4.94 out of 5 average rating, 267 reviews

Cabin in Freehold

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

4.95 out of 5 average rating, 458 reviews

CozyCatskillChalet w/ Hot Tub (Catskill Mountains)

At face value, IG: @cozycatskillchalet appears to be just a humble little getaway tucked in the Catksill Mountains of Windham, NY. But even the most discerning guests will be quickly spirited away by the rustic charm and postcard-eqsue surroundings all around. At night, can't-be-beat stargazing on the back deck (or while soaking in the hot tub) will have you convinced this humble hideaway is a lot more illustrious than it lets on. Disclaimer: The chalet is not a luxury hotel or property.

4.97 out of 5 average rating, 126 reviews

Casa Magda - Designer Home near Hiking + Swimming

Relax and recharge at Casa Magda—a design-inspiring home on 9 acres in Windham, NY—just 2.5 hrs north of NYC! For design lovers and nature seekers, this 1980s gem has been redesigned with modern flair and offers serene solitude. Relax by the hot tub, cozy up by the fireplace with a record and lounge around the campfire to view stellar constellations and the Milky Way. Explore nearby eateries and hikes. Ski the Windham slopes within a 7 min drive, or head to Hunter in 15 mins.

4.78 out of 5 average rating, 386 reviews

Mountaintop Log Cabin min to town/HotTub/SKI/WIFI

Experience the beauty and comfort of a modern log home cabin located just minutes away from Windham Main Street restaurants, Windham Ski Mountain, golf courses, hiking trails, fishing spots, and lakes perfect for kayaking. 10 Min drive to Windham Mountain 20 Min drive to Hunter Moutain For some summer fun, Zume Flum Water Park is also just a short drive away along with a swimming lake. Indulge in the flavors of the region at Windham Winery, conveniently close to the cabin.

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Cabin in Prattsville

4.88 out of 5 average rating, 266 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

4.95 out of 5 average rating, 152 reviews

The Creekside Cabin - 5 mins to Windham Mt!

Nestled in the hills of Windham NY, the Creekside Cabin is a hidden gem just under 2.5 hours from NYC. Ideal for families and small groups of friends, this cozy cabin features three bedrooms, one bathroom, a comfortable living room overlooking a tranquil creek, and a fully equipped kitchen with a wood-burning fireplace. Whether you're looking for a weekend escape or a longer retreat, the Creekside Cabin offers a peaceful and relaxing stay in a beautiful natural setting.