Vacation rentals with outdoor seating near Windham Mountain

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Top-rated outdoor seating rentals near Windham Mountain

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Top guest favorite

Home in Lexington

4.99 out of 5 average rating, 113 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

Top guest favorite

An inviting living area features wooden beams and warm tones. A comfortable sofa with decorative pillows faces a wood stove, while a well-equipped kitchen is visible in the background. Light filters through multiple windows, highlighting the natural wood cabinetry and charming kitchen appliances.

Guesthouse in Windham

5 out of 5 average rating, 136 reviews

Catskill Mt Artist Cabin Hiking Kayaking Dining

A storybook cabin, privately nestled in the heart of our beautiful Catskill Mtns, near a babbling stream and lake, under an open sky, surrounded by tall pines was designed me, by a lifelong artist inspired by nature Enjoy endless stars, fires, nearby skiing (Windham Mt Club, Hunter Mt Ski Bowl) swimming, kayaking (CD Lane Park) hiking, dining… OR just relaxing at the cabin...w/high speed wi-fi, indoor+outdoor wood stoves, natural fabrics, antiques, art, full kitch, stone patio, grill, firewood…

Guest favorite

The open living area features elevated ceilings with wooden beams and large windows flooding the space with natural light. A wood-burning fireplace is positioned beneath a wall-mounted TV, flanked by two rocking chairs and a circular coffee table set on a textured area rug.

Townhouse in Windham

4.95 out of 5 average rating, 101 reviews

Lothbrok - the "B" side - 2 mile slopes & town

5 min to Windham Mountain / easy 15-19 min to Hunter! 1 mile to Windham's Main Street - restaurants, pubs, movie theatre & shopping. Remodeled with luxury vinyl flooring, low VOC paint, LED lighting, Culligan water treatment, excellent cell phone service & FREE WiFi means no issues making calls/texts/internet. We kept some of the groovy charm of the 1970's (spiral stairs) and brought the house into this century looking brand new again. NOT SAFE for babies, children under 12 or pets. No smoking.

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, 156 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.

Guest favorite

A yellow cabin with a welcoming porch is pictured, surrounded by tall green grass and trees. Two wooden chairs are positioned in front, providing a serene spot for outdoor relaxation. Large windows allow natural light to enter, enhancing the cabin's inviting exterior.

Cabin in Maplecrest

4.94 out of 5 average rating, 192 reviews

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.

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, 100 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

Guest favorite

Home in Hunter

4.95 out of 5 average rating, 147 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, 161 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.

Superhost

A spacious deck features a Bullfrog Spa Jacuzzi, surrounded by outdoor seating options, ideal for relaxation. The rustic cabin's wood logs create a warm aesthetic, complemented by large windows that allow natural light to enhance the exterior.

Cabin in Windham

4.88 out of 5 average rating, 143 reviews

The Windham Cabin w/ Hot Tub

Cozy cabin minutes from Ski Windham, amazing restaurants, bars, and all seasonal activities! A true escape from city life, we welcome you to come and create memories with your friends and loved ones. There is a brand new Bullfrog Spa Jacuzzi installed on the deck in addition to a newly installed Culligan Water Filtration System. Brand new stainless steel refrigerator and stove, updated downstairs bath, wifi included, parking on premises, working indoor fireplace and so much more.

Guest favorite

A spacious living area features large windows offering mountain views. A beige couch with textured cushions sits on a plush carpet. A wooden coffee table is positioned in front of the couch, complemented by a decorative wall hanging. A guitar rests on the floor beside a low bench.

Condo in East Jewett

4.97 out of 5 average rating, 125 reviews

MountainViewBrightCondo10MinToColgateLakePool

Sunny and spacious condo with stunning mountains view, a perfect place to disconnect from busy life . Plush and comfortable decor , fire place , plenty of board games - perfect set up for a group or a family to unwind in the mountains, gather for home cooked dinner and drinks. Spacious deck is a sweet spot to enjoy morning coffee and listen to the frog songs. Swimming pool - seasonal , not heated, opens in June 26th through September 5th. Contact us for seasonal discounts

Guest favorite

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

4.91 out of 5 average rating, 244 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