
Cabin vacation rentals in Windham
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Top-rated cabin rentals in Windham
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The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

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.

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

Cabin by the woods, Hunter Mountain & Kaaterskills
Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

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.

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.

Catskills log cabin in the sky with mountain views
Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

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

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.

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain ski resort! With a private fishing pond and a deck offering panoramic resort views, it's a perfect outdoor retreat. Inside, enjoy a pool table, Pac-Man arcade, and shuffleboard for endless fun. A 2-minute drive to town makes dining and shopping convenient. The cabin's modern amenities, cozy fireplace, outdoor firepit, and hot tub guarantee a comfortable and relaxing stay.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. Ready to escape the ordinary? Book your stay today.

Panoramic Mountain View Agri-Cabin
Nestled in the serene foothills of the Catskill Mountains, a hidden gem awaits in Gilboa - a charming cabin that embodies the perfect blend of comfort and rustic charm. Clad in warm knotty pine and enriched with hardwood floors, granite countertops, and unique touches like taxidermy and handcrafted stained glass, this cozy retreat beckons you to escape the hustle and bustle of your day to day life.
Popular amenities for Windham cabin rentals
Cabin rentals with a hot tub

Mountain View Hideaway

Catskills Retreat - hot tub, views, and dog run!

Cozy Catskill Mountain House with Pond & Hot Tub

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

QUINN HOLLOW - Hunter Mountain Cabin in the Woods | Hot Tub

Romantic Cabin with Sauna & Wood Fired Hot Tub

Magical Private Waterfront Cabin Hot Tub & Hiking

Container Cabin in the Catskills (Field)
Pet-friendly cabin rentals

Cozy Cabin w/ 10 Min Walk to Downtown Catskill

Winston's Place - Woodland Cozy Catskills Cabin

Mtn Views • Firepit • 5 Min to Hiking + Brewery

Cozy 1-bedroom log cabin in the mountains

Catskills Cedar House | cozy retreat in the woods

Sunset Bungalow-Mt views on 130acre forest & falls

Modern Upstate Cabin, near Rhinebeck NY

Cozy mountain hideaway - Catskills Windham
Private cabin rentals

Plunge Pool, Sauna, AC! Modern Mountain Escape

Catskills Overlook Mountain Sanctuary

Historic Creekside Charmer•8 acres•Fireplace•VIEWS

Stunning Catskills Cabin • Hikes • Lakes • Forest

Cozy Catskills Cottage on the Esopus Creek

How to Stay in "The Shoe"

Architect-Design Cabin in the Woods + Fireplace
Solitude Escape | Breathtaking Mountain Views
Quick stats about cabin rentals in Windham

Nightly prices starting at
Windham vacation rentals start at G$60,569 GYD per night before taxes and fees

Verified guest reviews
Over 460 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windham rentals

4.9 Average rating
Windham stays are highly rated by guests—averaging 4.9 out of 5!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- Windham Mountain
- Resorts World Catskills
- Glimmerglass State Park
- Bash Bish Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Hunter Mountain Resort
- Albany Center Gallery
- Peebles Island State Park
- Berkshire Botanical Garden
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Pineridge Cross Country Ski Area
- Butternut Ski Area and Tubing Center