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Vacation rentals with outdoor seating near Windham Mountain

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Top-rated outdoor seating rentals near Windham Mountain

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Lexington

4.99 out of 5 average rating, 114 reviews

Mountain View Chalet: AC, Hot Tub, Firepit, Games

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

A peaceful outdoor setting features several white Adirondack chairs arranged around a campfire-style fire pit. Lush green grass and trees frame the scene, while distant mountains and a blue sky with clouds create a serene backdrop.

4.95 out of 5 average rating, 133 reviews

Wow! Panoramic Mountain View, Minutes to Windham!

This pristinely-kept vacation home has endless mountain views on rolling country acres. Come and stay just to get away, enjoy both the sunrise and sunset views from the expansive deck. Curl up by the wood burning fireplace or the outdoor fire-pit, or take a sunset plunge in our backyard hottub and enjoy the picturesque views of Windham, NY from across the valley. A serene 8 mile drive will take you into the historic Town of Windham, NY to enjoy a day of skiing, site-seeing, hiking or dining

Top guest favorite

A modern kitchen features natural wood cabinetry and shelves adorned with an array of dishes and glassware. A window above the sink offers a view of the outdoors, while warm wood paneling accentuates the ceiling.

Home in Cornwallville

4.99 out of 5 average rating, 149 reviews

Private Waterfall Retreat on 10 acres

Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

Top guest favorite

A yellow Adirondack chair is positioned near a stone fire pit, which features a glowing fire at its center. The backdrop showcases a chalet with a covered porch, framed by lush green grass and trees, as a colorful sunset paints the sky.

Chalet in Gilboa

4.98 out of 5 average rating, 158 reviews

Secluded Chalet w/ Panoramic Views on 22+ Acres

A nature-lover's oasis, this 3-bedroom/4-bed/2-bath log-built chalet with contemporary furnishings is perched high along the northernmost edge of the Catskill Mountains offering unforgettable panoramic views from inside and out across 22+ secluded acres. Due to its proximity to hiking trails, lakes, rivers, breweries and wineries as well as Windam (7 mi), Hunter (16 mi), Catskill (26 mi) and Hudson (29 mi), this is the ideal location from which to explore the best the Catskills has to offer.

Top guest favorite

The exterior of a charming A-frame house is depicted under a dusk sky, adorned with warm lights that outline the roof. A welcome sign is displayed beside a green front door, which is enhanced by a decorative wreath. Soft landscaping and pathway lighting create a cozy ambiance.

Home in Windham

4.99 out of 5 average rating, 366 reviews

Custom Catskills private retreat

This is a 2 bedroom 1 bath house located just 7 minutes from the Windham ski mountain. The house is surrounded by scenic land with few neighbors to be seen. Skiing, fall foliage, swimming holes, hiking, golf, antiquing, horseback riding, local farms are just a few things to name that this area has to offer. The house itself is a true retreat, you will leave totally re-charged - sweet air, bird chirping, star gazing, grilling, bong fire or simply enjoy a few days of not seeing another soul :)

Top guest favorite

An outdoor seating area features multiple Adirondack chairs arranged around a circular fire pit. The stone exterior of the home rises above, complemented by surrounding trees and lush greenery, creating a serene atmosphere. A wooden deck and staircase are visible, leading to the entrance.

Home in Windham

4.94 out of 5 average rating, 101 reviews

Stay on Windham Mt- Mins to Main St + Hot Tub

A unique blend of architectural and design features, this home is one of a kind and perfect for your mountain getaway. The expansive 3800+ sq ft mountain retreat features 5 bedrooms, 5.5 bathrooms, and two large living areas, providing plenty of space to accommodate family & friends. There is also a brand new speakeasy bar to enjoy. Steps to the ski trail (or mountain biking) and hiking, golf, restaurants, and wedding venues, the location is ideal for all seasons. @AlpineLookout on IG

4.95 out of 5 average rating, 148 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top guest favorite

The chalet stands amidst vibrant autumn foliage, showcasing a green exterior and a spacious deck. The well-maintained yard features a lush green lawn, with a variety of trees surrounding the property that enhance the natural setting.

Guesthouse in Windham

4.99 out of 5 average rating, 164 reviews

Alpine Chalet on Spectacular Property

Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

Top guest favorite

Cabin in Windham

4.97 out of 5 average rating, 123 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.

A charming chalet is set against a clear blue sky, featuring a spacious wooden deck that extends along the front. Large windows are framed by the light-colored exterior, while greenery surrounds the property, enhancing the natural landscape.

Chalet in Windham

4.96 out of 5 average rating, 129 reviews

Beautiful Windham Chalet 2 minutes to the Mountain

Beautiful Chalet close to Skiing, snowboarding, sledding, snowshoeing, mountain biking, hiking, golfing, wine tasting, Windham and Hunter Mountain festivals, great restaurants, and more. Relax on the beautiful deck while taking in the mountain views or cozy up to the fire pit. Enjoy a Gorgeous modern kitchen, fireplace and wood burning stove. Many amenities including washer, dryer, dishwasher, microwave, coffeemaker, BBQ, and paper products. Free WiFi. Sleeps 11. Pet friendly.

The cabin is set in a lush green landscape, surrounded by trees. A spacious deck features outdoor seating, while a fire pit is situated within a circle of chairs, inviting gatherings. The facade displays large windows, enhancing the connection to nature.

Cabin in Windham

4.95 out of 5 average rating, 129 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.

The exterior view showcases two townhouse units set against a backdrop of rolling hills and clear blue skies. A sprawling lawn, dotted with trees, provides open green space. Features include a stone pathway leading to the units and a fire pit area visible in the distance.

Townhouse in Windham

4.9 out of 5 average rating, 119 reviews

Windham Mountain Village 2 bedroom townhouse

This 2 bedroom, 2 bath Townhouse with loft that sleeps 8 (max 6 adults) is located at the top of Windham Mt Village a very short walking distance from the Windham ski lodge and beginner lifts. Fully equipped kitchen, dining area, living area with fireplace including firewood. TV with cable and free high speed wifi. Outdoor deck with gas grill. Washer and Dryer. 2 parking spots in front. Access to community pool and hot tub when open. Air Conditioning in summer.

Popular amenities for outdoor seating rentals near Windham Mountain

Free parking on premises

Air conditioning

House rentals with outdoor seating

An inviting BBQ hut features a central fire and cooking space, surrounded by wooden benches. Two glasses of red wine sit elegantly next to a platter of grilled meats, with a warm orange glow emanating from the flames. The natural wood interior adds a rustic touch.

4.93 out of 5 average rating, 178 reviews

Mountain house w/ Scandinavian BBQ hut Spa & more!

A cozy living room features a stone fireplace as the focal point, complemented by large windows that offer views of the outdoor deck. A wooden coffee table is surrounded by wicker chairs, and a decorative plant adds a touch of greenery.

Home in Windham

4.88 out of 5 average rating, 136 reviews

Catskills Retreat: Hot Tub | Fireplace | Firepit

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

4.94 out of 5 average rating, 339 reviews

Woodstock Historic Artist Estate - The Pond House

A spacious living area features a dark sectional sofa and a matching armchair, complemented by a light wooden coffee table at the center. Natural light enters through two windows dressed with light curtains, and a ceiling fan provides added comfort.

Home in Prattsville

4.94 out of 5 average rating, 133 reviews

12acres Catskill Mntn vws, fire pit, pond

Top guest favorite

An inviting outdoor space features four Adirondack chairs arranged around a circular firepit. The background showcases a two-story chalet with large windows and a balcony. Lush greenery and mountain views are visible, creating a peaceful atmosphere, especially during sunset.

5 out of 5 average rating, 106 reviews

Private Chalet with Mountain Views

Top guest favorite

The rustic cabin features a sloped green metal roof and a spacious wooden deck, surrounded by well-maintained gardens with colorful flowers. Lush trees provide a natural backdrop, enhancing the peaceful setting of the 12-acre property.

Home in Roxbury

4.97 out of 5 average rating, 126 reviews

Mountain and tree view cabin on 12 private acres

The spacious living and dining area features a fieldstone fireplace as a focal point. Exposed beams add character, while colorful hanging lamps brighten the space. A large wooden dining table is surrounded by sleek chairs, and cozy seating areas are arranged for relaxation.

Home in East Durham

4.93 out of 5 average rating, 248 reviews

Bluff House

Top guest favorite

4.98 out of 5 average rating, 113 reviews

Lux Modern Cabin at Hunter Mountain

Apartment rentals with outdoor seating

Top guest favorite

A gravel driveway winds through a well-maintained yard, leading towards distant mountains under a clear blue sky. Sparse trees and an American flag add to the serene landscape, indicating a peaceful outdoor setting.

Apartment in Halcott Center

4.97 out of 5 average rating, 142 reviews

Mountain View Apartment

The living room features a light-colored sofa adorned with assorted pillows, positioned next to large windows that invite natural light. A vibrant area rug adds warmth to the wooden floor. Decorative plants and a framed piece of art contribute to the inviting atmosphere.

Apartment in Hudson

4.98 out of 5 average rating, 255 reviews

Serving Sexy Historic Hudson Realness Steps from Warren St

Top guest favorite

A vibrant sunrise casts shades of orange and yellow across the sky, illuminating the lush green landscape below. A serene pond is nestled within the meadow, surrounded by trees that display autumn colors, providing a tranquil setting for outdoor relaxation.

Apartment in Acra

4.99 out of 5 average rating, 157 reviews

Burnt Knob Mountain Escape

A bright open dining area is accented by a glass table surrounded by modern chairs. A chic wooden sideboard stands against the wall. Natural light floods through large windows, illuminating the warm wooden floors and the connected living space visible in the background.

Apartment in Roxbury

4.86 out of 5 average rating, 139 reviews

Sun-filled Victorian Apartment in the Catskills

Top guest favorite

A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.

Apartment in Kingston

4.97 out of 5 average rating, 266 reviews

The Ivy on the Stone

Top guest favorite

A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.

Apartment in Freehold

5 out of 5 average rating, 307 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Top guest favorite

A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.

Apartment in Coxsackie

5 out of 5 average rating, 119 reviews

Hudson River Beach House

A spacious living area is showcased with hardwood floors and large windows allowing natural light to fill the space. Modern furnishings include a gray sofa, a round coffee table, and a dining table set for four, creating an inviting atmosphere for relaxation and meals.

Apartment in Catskill

4.94 out of 5 average rating, 226 reviews

Within Reach

Condo rentals with outdoor seating

A multi-level chalet-style building features a blend of wood and stone exteriors. Large windows enhance natural light, and several balconies overlook a lush green landscape. A wooden bridge leads across a small waterway, connecting seamlessly to the surrounding nature.

Condo in Hunter

4.86 out of 5 average rating, 138 reviews

Trailside At Hunter-Phase II-Hunter NY

A comfortable living area showcases a sectional sofa and two armchairs arranged around a round coffee table. Natural light floods in through large windows, highlighting a TV mounted on the wall and a gas fireplace. Neutral tones and a ceiling fan create a serene ambiance.

Condo in Windham

5 out of 5 average rating, 32 reviews

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

A modern kitchen is featured, showcasing wooden cabinetry and stainless steel appliances. A countertop with a coffee maker and a wooden table is visible. Light streams through the window, illuminating the space that is designed for convenience and efficiency.

Condo in Windham

5 out of 5 average rating, 62 reviews

Lothbrok - on Main Street

The exterior of the condo is showcased, featuring a two-story structure with a combination of red siding and stone accents. Balconies with wooden railings extend from the upper levels, and a prominent stone chimney rises against a cloudy sky.

Condo in Hunter

4.95 out of 5 average rating, 62 reviews

Hunter Mountain 2BR Condo - Steps to Slopes!

A spacious living area showcases a large sectional sofa adorned with decorative pillows. A wooden coffee table is centrally positioned on a patterned area rug. The open kitchen features a breakfast bar with seating, and appliances are visible along the wooden cabinetry.

Condo in Hunter

5 out of 5 average rating, 32 reviews

Trailside Tranquility at Hunter Mountain

A view from the private sundeck overlooks a serene lake with reflections of surrounding trees. The warm glow of the setting sun casts long shadows on the wooden deck, enhancing the natural beauty of the landscape.

Condo in Hunter

4.82 out of 5 average rating, 65 reviews

Perfect Catskills hiking getaway with fireplace

Top guest favorite

The entrance to the condo is highlighted by a wooden deck with railing, leading to a door framed by a welcoming outdoor area. Nearby, a path is visible, bordered by neatly trimmed grass and bushes, providing easy access to the parking area.

Condo in Hunter

4.98 out of 5 average rating, 47 reviews

Hike, bike & snooze: your summer adventure!

An inviting outdoor hot tub is positioned on a wooden deck, overlooking expansive views of the lush Catskills. The serene water bubbles gently, with the surrounding trees and distant mountains creating a tranquil backdrop.

Condo in Windham

4.92 out of 5 average rating, 12 reviews

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite

Other great vacation rentals near Windham Mountain

A park setting is depicted, featuring manicured green grass with basketball courts in the foreground. Lush trees surround the area, and a calm body of water is visible in the background. The sky is clear, with a few fluffy clouds, adding to the serene atmosphere.

Condo in Windham

4.89 out of 5 average rating, 196 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

Top guest favorite

Chalet in Windham

4.99 out of 5 average rating, 136 reviews

Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing

Top guest favorite

An open-concept living area features a vaulted ceiling with wooden beams. A stone fireplace is complemented by a plush sofa and a large flat-screen TV. A dining table with decorative elements sits nearby, while a kitchen bar offers seating for several guests.

Home in Hensonville

4.97 out of 5 average rating, 31 reviews

Renovated Home in Prime Windham Location

A cozy seating area is highlighted by a textured cream sofa and a round wooden coffee table. A book and a glass of red wine rest on the table, while a decorative bowl is positioned nearby. A sculptural floor lamp stands beside the large windows with views of the outdoors.

Home in Windham

4.89 out of 5 average rating, 57 reviews

Designer upstate home perfect for family holidays!

A cozy corner features three wooden stools against a textured gray wall. Next to them, a compact, folded table is positioned, accompanied by a small black side table containing a potted plant. A lamp stands on the side table, providing soft illumination.

Condo in Windham

4.73 out of 5 average rating, 282 reviews

Summer Retreat w/ Balcony & inground Pool

A gravel driveway leads through a green landscape with blooming purple flowers and lush trees. The chalet is positioned in the background, showcasing its rustic wooden exterior against a clear blue sky.

Guest suite in Windham

4.93 out of 5 average rating, 114 reviews

Cozy Cabin Condo by the Mountain, 5mins to skiing!

Top guest favorite

Two clear containers labeled 'Shampoo' and 'Conditioner' are placed on a white shelf within the bathroom. The bottles feature pump tops for easy dispensing, and the backdrop is a smooth, light-colored wall that enhances the bathroom's clean appearance.

Chalet in Hensonville

4.96 out of 5 average rating, 364 reviews

2BDR- Cozy Windham/Hunter Escape

A serene river flows gently through lush greenery, with smooth stones and patches of grass lining the banks. The edges of the water display a clear contrast between the flowing stream and calm pools, surrounded by trees and underbrush.

Loft in Windham

4.82 out of 5 average rating, 147 reviews

D/Town Townhouse. 6 beds Slp 6. Loft-like openness

Quick stats about vacation rentals with outdoor seating near Windham Mountain

Total rentals
30 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore