Cabin holiday rentals in Windham

4.99 out of 5 average rating, 190 reviews

The chalet's exterior is enhanced by warm string lights that illuminate the entryway and wraparound patio. A stone chimney complements the wooden architecture. The setting sun casts a serene glow over the landscape, emphasizing the inviting atmosphere of the outdoor space.

Cabin in Durham

Stunning Cabin, Sauna, HT, MtnView, Mins 2 Windham

Welcome to Chalet LaRosa, a new 2,450 SF custom cabin just 10 minutes from Windham Mountain & easily accessible to the area's hottest attractions! This idyllic 4BR, 3BA retreat w/ an 8" cedar sauna, hot tub, & full game/bar area is situated on the Durham Scenic Byway w/ some of the Catskills' most breathtaking views. The cabin provides a rare amenity package & truly authentic Catskills experience w/ decor & materials sourced from dozens of local shops & antique collectors. Come enjoy the Chalet!

4.98 out of 5 average rating, 252 reviews

A cozy living room is depicted, featuring a wooden accent wall and comfortable seating. A large television is mounted on a side table, while art pieces adorn the walls. Natural light fills the room through a window, enhancing the inviting atmosphere.

Cabin in Prattsville

Romantic Catskill Getaway | HotTub w/Mountain View

Welcome to The Catskills Mountain House, a cozy private cabin in the Catskills. A romantic getaway from the hustle and bustle of everyday life to the private 8 acre cabin nestled in the woods with panoramic views of the mountains from the hot tub.. The Catskills are filled with so many places to explore- from hiking, trails, ski slopes and tubing to wineries & breweries, antique shops, eclectic and historic quaint towns Your perfect leaf peeping getaway to the Catskills!!! Escape the busyness

5 out of 5 average rating, 221 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

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.

4.94 out of 5 average rating, 253 reviews

A warm living area is featured, showcasing wooden walls and a vaulted ceiling. Comfortable seating is arranged around a coffee table with an assortment of plants. Large windows reveal a snowy landscape, while shelves display books and decorative items.

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, 185 reviews

The cozy cabin exterior is lit softly by string lights as dusk sets in. A fire pit surrounded by adirondack chairs occupies the grassy area in front, while large windows offer glimpses of the warm interior and the surrounding forest.

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

4.92 out of 5 average rating, 113 reviews

A charming log cabin is viewed from above, surrounded by trees and set against a twilight sky. A wooden pathway, illuminated by string lights, leads to the cabin's entrance. A fire pit, accompanied by seating, is positioned on the lawn, enhancing the idyllic setting.

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, 290 reviews

A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.

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.

An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.

4.97 out of 5 average rating, 107 reviews

Luxury A-Frame Cabin in the Woods with Sauna

Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

4.94 out of 5 average rating, 199 reviews

The log cabin features a sloped metal roof and large windows, surrounded by trees. A spacious wooden deck with a railing offers outdoor seating options. The area is adorned with fallen leaves, enhancing the natural setting.

Cabin in Margaretville

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.

Superhost

An outdoor seating area is presented alongside a hot tub and a fire pit. The seating features a sectional sofa with light-colored cushions. Dividing panels with a leaf design create a sense of privacy, while surrounding trees provide a natural backdrop.

Cabin in Prattsville

4.89 out of 5 average rating, 279 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, 166 reviews

Cabin in Windham

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.

4.98 out of 5 average rating, 118 reviews

A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.

Cabin in Round Top

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. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Popular amenities for Windham cabin rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

4.89 out of 5 average rating, 190 reviews

A cozy cabin is illuminated at night, surrounded by string lights that outline its exterior. A fire pit is situated in the foreground, with guests gathered around. The expansive deck is partially visible, enhancing the inviting atmosphere of the outdoor space.

Cabin in Gilboa

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

4.91 out of 5 average rating, 116 reviews

A peaceful outdoor scene features red Adirondack chairs positioned on lush green grass. The morning sun casts long shadows, illuminating the surrounding trees and the misty mountain view in the background.

Cabin in Arkville

Mountain View Hideaway

4.98 out of 5 average rating, 137 reviews

The log cabin features a welcoming front porch with rocking chairs and a green door. Flanking the porch are neatly trimmed evergreen shrubs. A hot tub is visible on the side, surrounded by a grassy area and stone pathways that lead to the entrance.

Cabin in Arkville

Little Log Cabin with Hot Tub

4.97 out of 5 average rating, 118 reviews

A spacious living area features a large sectional couch paired with two accent chairs, inviting relaxation. The room is illuminated by natural light filtering through multiple large windows, showcasing a serene winter landscape covered in snow. A coffee table sits at the center.

Cabin in Hunter

Cozy Catskill Mountain House with Pond & Hot Tub

4.95 out of 5 average rating, 184 reviews

An A-frame cabin is nestled among trees, with a metal roof and wooden deck. An outdoor fire pit, surrounded by stone, features several dark chairs arranged invitingly. The natural setting is enhanced by vibrant autumn foliage, providing a tranquil retreat atmosphere.

Cabin in Stamford

The A-Frame on Pudding Hill

4.94 out of 5 average rating, 211 reviews

Cabin in Lanesville

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

4.98 out of 5 average rating, 138 reviews

A fire pit is surrounded by seating on a deck, with a sunset casting a warm glow over the landscape. A glass of red wine and a can of beverage are placed beside a plate of sliced fruit, creating an inviting atmosphere for outdoor relaxation.

Cabin in Margaretville

Retreat in the sky - Hot Tub with Panoramic Views

A cabin exterior features large glass windows revealing a cozy sleeping area adorned with soft bedding. A pendant light illuminates the space, offering a warm glow. Lush greenery and colorful flowers line the path leading to the cabin, enhancing the natural setting.

4.82 out of 5 average rating, 309 reviews

Container Cabin in the Catskills (Field)

Pet-friendly cabin rentals

4.88 out of 5 average rating, 108 reviews

The charming cabin features a spacious front porch with wooden rocking chairs and decorative string lights. A well-maintained yard surrounds the structure, with green grass and flowering plants. The cabin's wood exterior blends harmoniously with the natural landscape of trees and open sky.

Cabin in Catskill

Cozy Cabin w/ 10 Min Walk to Downtown Catskill

4.98 out of 5 average rating, 543 reviews

The interior features exposed wooden beams and walls, with a warm wooden floor. A cozy living area accommodates a dark sofa and a fireplace. A dining table with four chairs is positioned nearby, and large glass doors provide access to outdoor views.

Cabin in Boiceville

Winston's Place - Woodland Cozy Catskills Cabin

4.96 out of 5 average rating, 289 reviews

The living area features large windows that provide natural light and views of the surrounding woods. A blue sofa and a matching loveseat are positioned around a coffee table on a patterned area rug. Wooden beams and a stone fireplace add to the cabin's character.

Cabin in Big Indian

Retro Modern Paradise in the Catskills

4.97 out of 5 average rating, 269 reviews

A bright living space features a wooden ceiling with triangular beams and ample natural light from large windows. A wooden dining table is surrounded by modern chairs, while a plush sofa faces a stylish accent chair. Decorative plants add a touch of greenery to the room.

Cabin in Hobart

Solitude Escape | Breathtaking Mountain Views

4.97 out of 5 average rating, 110 reviews

The quaint log cabin is framed by lush green trees, featuring a wraparound porch adorned with hanging plants. Antlers decorate the façade, and firewood is stacked beneath the porch, complemented by a stone border along the garden area.

Cabin in Big Indian

Cozy 1-bedroom log cabin in the mountains

4.97 out of 5 average rating, 152 reviews

The chalet-style home is depicted in a snowy setting, with warm light glowing from the windows. Surrounding evergreen trees are blanketed in snow, and a circular arrangement of outdoor chairs is visible in the foreground, inviting evening gatherings.

Cabin in Shandaken

Catskills Cedar House | cozy retreat in the woods

4.98 out of 5 average rating, 251 reviews

A cozy living area is highlighted by wooden walls and multiple windows allowing natural light. A stone fireplace is framed by greenery and festive decor. A dining table with chairs is positioned centrally, complemented by a textured area rug that adds warmth to the space.

Cabin in Chichester

Cozy Creekside Cabin in the Catskills

Superhost

A cabin is nestled in a wooded area, characterized by large windows that invite natural light. A green roof is complemented by a front porch, while a small shed is visible to the right. Surrounding greenery enhances the serene atmosphere of the location.

Cabin in Conesville

4.87 out of 5 average rating, 188 reviews

Cozy mountain hideaway - Catskills Windham

Private cabin rentals

5 out of 5 average rating, 80 reviews

A spacious living area features a large green sectional sofa, complemented by decorative cushions. A flat-screen TV is mounted above a stone fireplace. Large windows provide natural light and views of the surrounding forest, while a coffee table is positioned in front of the seating arrangement.

Cabin in Cairo

The Catskill Equestrian Cabin

5 out of 5 average rating, 53 reviews

The modern cabin exterior is characterized by dark wood-like siding and ample windows, allowing natural light to fill the interior. A spacious outdoor deck is fitted with lounge seating and decorative string lights, providing a welcoming space for relaxation in a wooded setting.

Cabin in Jewett

Everwylde | Stunning Retreat in the Mountains

5 out of 5 average rating, 288 reviews

A wooden porch with two rustic chairs provides a view of the expansive landscape. The sunset casts warm colors across the sky, while the horizon stretches over a wooded valley. Logs are stacked along the edge, enhancing the serene atmosphere of the setting.

Cabin in Palenville

Big Medicine Ranch-Rustic Sunrise Cabin-Catskills

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

5 out of 5 average rating, 88 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

5 out of 5 average rating, 19 reviews

The living area features a cozy arrangement with a gray sectional sofa and an orange armchair, inviting relaxation. A modern television is mounted above a black fireplace, which is framed by natural wood accents. Large windows allow natural light to fill the space, showcasing rustic wall textures.

Cabin in Ashland

Luxury Cabin Retreat - 7 Mins to Windham

The living area features vaulted wood-paneled ceilings and large windows, allowing natural light to fill the space. A cozy seating arrangement includes a sofa and a table. A pellet stove is situated for warmth, while sheer curtains provide a soft filtering of light.

4.99 out of 5 average rating, 159 reviews

Sweet Saugerties A-Frame - 30 mins from Hunter!

4.99 out of 5 average rating, 383 reviews

A charming country cottage is surrounded by lush greenery and features a wooden exterior. A set of steps leads to the entryway, adorned with seasonal flowers. A sun porch is visible on the side, inviting relaxation in a natural setting.

Cabin in Kingston

How to Stay in "The Shoe"