Places to stay near Windham Mountain

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Top-rated vacation rentals near Windham Mountain

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

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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, 140 reviews

Mountain View Apartment

We offer a quiet and extremely clean place. We are only 6 miles from Belleayre Mtn Ski Center. Restaurants are nearby. You’ll love our place because of the neighborhood, the outdoors space, the light, and the kitchen. Our place is good for couples, solo adventurers, and business travelers. WIFI is 300mbps. We have security cameras outside only, EV Charging station on the property. We now have an outdoor fire pit (wood not included). We also have a standby generator in case of a power failure.

Guest favorite

Home in Windham

4.88 out of 5 average rating, 136 reviews

Catskills Retreat: Hot Tub | Fireplace | Firepit

Year-Round Catskills Retreat Escape to Five Star Cottage in Windham, NY, just 2 hours from NYC. This spacious 4-bedroom, 2.5-bath home features stunning mountain views, a cozy wood-burning fireplace, a hot tub, and a large deck for year-round enjoyment. Ski in the winter, and explore nearby hiking trails, lakes, and waterfalls in the warmer months. Ideal for families and groups seeking adventure, wellness, or a peaceful retreat. Book your stay today and experience the beauty of the Catskills!

Top guest favorite

A spacious house showcases a modern design with large windows and a welcoming façade. A full deck with red chairs overlooks the surrounding landscape, while colorful autumn trees add warmth to the serene setting.

Home in Round Top

4.96 out of 5 average rating, 195 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Superhost

The exterior view of the Cutest Cabin features a welcoming entrance with a green door and decorative antlers above. A charming porch with a wooden rocking sofa is visible, surrounded by greenery and leading to a well-maintained yard.

Tiny home in Windham

4.92 out of 5 average rating, 102 reviews

Cutest Cabin Spring Skiing & Hiking it's BBQ Time!

The Cutest Cabin in Windham is the perfect stay for 2 people Ideal location to town & walking distance to Chicken Run restaurant & bar Walking trail to the pond and kayaks provided (seasonal) The Cutest Cabin is decorated w/ black bear & red fox theme Modern amenities & beautifully furnished Cutest Cabin Separate bathroom w/ tub & shower & towels Kitchenette & outside Weber BBQ Grill Outside fire pit w/firewood & marshmallow sticks provided The Cutest Cabin is next door to the Host’s residence

Guest favorite

Townhouse in Hunter

4.91 out of 5 average rating, 155 reviews

Spring is HERE Stay at THE Ideal Hunter Home

SPRINGTIME -Classic Townhome- w/ Classic Feel. Centrally located spacious getaway with simple contemporary style w/ classic comfort and GREAT views owned and operated by AIRBNB Super Host and NY Native. 2 min drive or 15 min walk to Hunter Mtn. Next to the boutique Scribner Lodge and their amazing restaurant. Hiking, biking, BBQ & breathe in the views and enjoy 2 stone fireplaces OR the outdoor fire pit. Bedroom A/C's. Great for a family Mountain getaway or few days out of town w/ friends.

Guest favorite

A clear lake displays calm waters reflecting the surrounding greenery and mountains. Smooth stones line the water's edge, while trees provide a natural frame. A lakeside home is visible in the background, integrating seamlessly with the tranquil landscape.

Home in Chichester

4.97 out of 5 average rating, 150 reviews

Stunning Pvte Lake House•Hike•Mntn Views•

Wake up to stunning mountain views and enjoy a swim in your OWN PRIVATE (only you!) sparkling clear lake surrounded by 5 secluded acres of the stunning Catskill Mountains . Lie out on the swim dock, row the boat, enjoy coffee or grill on the wrap-around deck, cook in the gourmet kitchen, or simply relax by the fire (wood-burning fireplace inside as well as a lakeside FIREPIT). Minutes to swim holes, hiking, breweries & the town of Phoenicia. You need never leave! This is the ULTIMATE getaway.

Top guest favorite

Lush, green mountains stretch under a clear blue sky dotted with white clouds. The scene captures the natural beauty of the surrounding landscape, with rolling hills and dense foliage creating a serene atmosphere.

Condo in Hunter

4.96 out of 5 average rating, 251 reviews

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Best Ski In/Out Location steps to Ski Lifts & Base Lodge! Immaculate, Spacious with Beautiful Views of Hunter Mnt. All Winter Activities Right there: Skiing, Snowboarding, Snow Tubing. ~Enjoy a Private Deck w/2 Lounge Chairs ~Full Kitchen ~Winter Gear Outdoor Closet ~Front Parking Pass Other Nearby Attractions: Zipline, Skyride, Kaatskill Club, Kaaterskills Falls. Top Safety & Cleanliness: -Self Check-in/out -AirFilter Unit w/UV-C Light & Ionizer -Diffuser w/Essential Oil -Deep Sanitizing

Guest favorite

A wooden chair is positioned on a spacious deck, offering a view of the serene lake and surrounding greenery. A kayak is visible on the grass nearby, with the calm water reflecting the lush landscape.

Home in Athens

4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favorite

A spacious wooden deck features a seating area with cozy chairs, a dining table, and an umbrella for shade. Potted plants adorn the space, and a grill is positioned nearby, creating an inviting area for outdoor gatherings.

Home in Woodstock

4.92 out of 5 average rating, 468 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Guest favorite

A cozy living area features a plush sofa and a circular area rug with a nature-inspired design. A coffee table sits centrally, and large sliding doors provide access to the balcony. Natural light flows in, creating a relaxed atmosphere.

Condo in Windham

4.88 out of 5 average rating, 191 reviews

Cozy Mountain hideaway Windham, Hunter

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Guest favorite

Cabin in Shandaken

4.99 out of 5 average rating, 104 reviews

A Place Called Home in The Catskill

Peaceful. Serene. Quiet. That's how it feels when you spend your time at my Catskills cabin. With a 3400 sq ft of living area, nestled in a 2 acre lot of land with picturesque mountain views, it is a perfect getaway destination. For those looking for fun activities, it is located only 15-45 mins away from 3 ski resorts (Bellayre, Hunter and Wyndham) and is close to many hiking trails and exciting towns of Phoenicia, Woodstock, Tannersville & Kingston. Think Unwind. Relax. Enjoy.

Superhost

A serene riverfront view showcases a calm waterway framed by lush greenery. A large rock outcrop emerges from the water's edge, while a deck with red umbrellas is visible above, offering a peaceful retreat surrounded by nature.

Home in Middletown

4.9 out of 5 average rating, 129 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.