
Cabin holiday rentals in Windham
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Top-rated cabin rentals in Windham
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Birch Creek House - Private & Cozy Creekside Cabin
Hidden, fully renovated, modernized cabin off Rte 28 in Big Indian. Located on 5 acres of private forest, down a long driveway, with a private wrap around deck, outdoor dining + firepit + indoor fireplace. Just a few min drive to notable shopping and dining, along with several mountains, ski resorts like Belleayre, world-class hiking, and outdoor everything that upstate NY has to offer. @birchcreekhouse on IG. 5 min to Belleayre Mtn 25 min from Hunter Mtn 15 min to Phoenicia Diner SBL#414137

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.

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*

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.

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.

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax
Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

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 cabin rentals in Windham
Cabin rentals with a hot tub

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

40-Foot Container Cabin in the Catskills

Modern & Chic Log Home-Spectacular Mountain Views!

Cozy Catskill Mountain House with Pond & Hot Tub

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

Romantic Cabin with Sauna & Wood Fired Hot Tub

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

Zink Cabin | Mountain Views w/ Hot Tub
Pet-friendly cabin rentals

Winston's Place - Woodland Cozy Catskills Cabin

Waterfront Modern Cabin - BLAK House

Cozy 1-bedroom log cabin in the mountains

Catskills Cabin Autumn Oasis - Seconds to Hiking!

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

The Paradise Cabin w/ Sauna - 10 min to the Falls!

Plunge Pool, Sauna, AC! Modern Mountain Escape

Dry Brook Cabin

Luxury Cabin Retreat - 7 Mins to Windham

Sweet Saugerties A-Frame - 10 mins from Woodstock

How to Stay in "The Shoe"

Cozy Catskills Cottage on the Esopus Creek

Architect-Design Cabin in the Woods + Fireplace
Quick stats about cabin rentals in Windham

Nightly prices starting at
Windham holiday rentals start at ₹25,586 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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- Cabin rentals Greene County
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- John Boyd Thacher State Park
- Howe Caverns
- 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
- Berkshire Botanical Garden
- Peebles Island State Park
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Butternut Ski Area and Tubing Center
- Pineridge Cross Country Ski Area