Condo vacation rentals in Windham

A spacious deck is furnished with a wooden table surrounded by six chairs with soft, plush coverings. Scenic views of rolling green hills and distant mountains are visible under a bright sky with scattered clouds.

4.95 out of 5 average rating, 40 reviews

Panoramic Mountain View Townhome with Hot tub

Just one minute from downtown and sacrificing none of the views of Windham Mountain. With spacious living quarters and panoramic views, the home offers a truly comfortable upstate getaway for those looking to stay close to town but still experience the beauty and tranquility of a natural setting. At night sit on the deck gazing up at the endless stars while listening to the songs of frogs in the nearby pond and the howling of coyotes in the distance or soak your tired muscles in the new hot tub.

A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.

4.95 out of 5 average rating, 553 reviews

Hunter Mtn. Cozy Close Clean Condo *Great Reviews*

Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

A cozy living room area features a dark leather sofa adorned with decorative pillows. Two lamps light the space, complemented by an ornate side table and a marble coffee table. A large piece of wall art enhances the inviting atmosphere, while a rich area rug covers the wooden floor.

4.97 out of 5 average rating, 262 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

4.9 out of 5 average rating, 234 reviews

Hideaway Windham/Hunter Fireplace, Snow & Skiing

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.

A bright living area is featured, showcasing a cozy arrangement of gray sofas around a circular coffee table. A modern ceiling fan circulates air above while large windows reveal stunning valley views, allowing natural light to fill the room. An electric fireplace adds warmth to the space.

5 out of 5 average rating, 30 reviews

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

This is a brand new unit -- the 2020/2021 Ski Season is the first season that this unit is being used. All of the furniture, linens and amenities are brand new! We are at the base of the mtn and it is ski in/out -- perfect spot for a season with limited indoor access at the base lodge. We are in Whisper Creek building. 2nd floor with amazing valley views! Outdoor heated pool open all season and 2 hot tubs on a heated patio. There is a gym, ski locker room and a 4,000 sq ft club room.

A spacious outdoor deck is visible, furnished with a round table surrounded by several chairs and a lantern on top. A comfortable seating area with a couch is positioned nearby, set against a backdrop of lush greenery.

4.67 out of 5 average rating, 123 reviews

Windham Condo

This condo is right off Route 23, minutes from Windham Mountain. Head to the Catskills to enjoy the great outdoors. The complex has a pool, 2 tennis courts and a fire pit. Enjoy the mountain air while working from home with dedicated Wifi. We have a well-stocked kitchen, wood-burning fireplace, and comfy deck. You are in place to enjoy all the skiing, hiking, mountain biking, and golf Windham has to offer. Only 2.7 miles from Windham Mountain Resort. Guest ID may be required on arrival.

A scenic view showcases rolling mountains adorned with greenery under a cloudy sky. A wooden railing is visible in the foreground, providing a sense of elevation and connection to the surrounding natural landscape, including trees and nearby buildings.

4.78 out of 5 average rating, 152 reviews

Studio 3 BEDS-SLEEP 4

Light-filled studio in downtown Windham. Beautiful mountain views from your balcony; at night gaze at the moon & stars If you want solitude, this is the place to be! Daytime, take a walk down to the river & enjoy! Walking distance to restaurants & small grocery. Studio is big, with closet, full bathroom, well-stocked coffee area with microwave and refrigerator. Maximum 3 people; 1 double & 2 twins. Check-in: From 4PM off-street parking, Free Wifi /Basic Cable /Linens/Coffee

A multi-story building features a striking red exterior with a green roof and balconies. Surrounding landscaping includes trees and shrubbery, complementing the natural landscape in the background. The setting is illuminated by soft, natural sunlight under a partly cloudy sky.

4.87 out of 5 average rating, 113 reviews

Cozy Slope Side Retreat

Hunter Mountain Retreat nestled in the Trailside complex is steps from the slopes. During the ski season, you can walk through parking lot & ski down to get your lift ticket. The Kaatskill Mountain Club is on the opposite side of the trails where you can go for dinner or a drink at the bar. Activities include Zipline, Skyride, Disc Golf, Horseback Riding. Trailside is by far the best & most luxurious place to stay in Hunter. Our rates are very reasonable for the luxury & location.

4.98 out of 5 average rating, 43 reviews

Slope Side Luxe | Views, Decks, Walk to Mtn & Town

This brand new 3600 sqft luxury condo, consisting of 5 bedrooms and 5 1/2 baths, is situated directly across from Windham Mountain. Private bathrooms for each bedroom. Large living space built for large groups with refined palates. Skiing and the adventure park are within walking distance. Close to mountain biking and hiking, and 1mi from golf at Windham Country Club. 1,000 sq ft of private decks to take in mountain mornings and unwind with a latte. Managed by Cedar Properties.

4.94 out of 5 average rating, 146 reviews

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

MountainsViewSereneGetawayNearTrailsLakes

A warm, quiet mountain hideaway where the fireplace glows, the air feels soft and clean, and the view from the deck slows your whole spirit down. This cozy 2BR retreat sits between Windham and Hunter—perfect for families, solo wanderers, and anyone craving calm. Fast WiFi, a full kitchen, and short stays on selected days make it easy to escape, breathe, rest, and reconnect with yourself. Easy drive to charming little towns - Windham, Hunter , Tannersville . Fine dining nearby.

A cozy bedroom features rustic wooden walls with decorative hearts. A spacious bed is dressed in light linens, accompanied by a bedside lamp and a small dresser. A guitar leans against the wall, adding a touch of character to the room.

4.9 out of 5 average rating, 105 reviews

Cozy Gem with Mountain Views

A cozy apartment located less than a mile away from premier skiing and snowboarding at Hunter Mountain. Our place is located in a lovely community that has plenty of space to enjoy some quality time with family and friends. This is our home away from home and you can experience lot of personal touches throughout the apartment such as custom wood work, family photos and seasonal decoration. We can not wait for you to enjoy the beauty of Catskill mountains.

5 out of 5 average rating, 8 reviews

Cozy Mountain Condo

Leave your worries at home and come relax in our cozy, one bedroom condo in the heart of the Catskills. Welcome to our upstate retreat, featuring a wood burning fireplace, king size bed, balcony overlooking the grounds / woods, tennis courts, and is only minutes away from Windham and Hunter Mountain! Come enjoy all year round with hiking, mountain biking, kayaking, zip lining, snowboarding and skiing or just curl up and relax by the fireplace.

Popular amenities for Windham condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A cozy bedroom is highlighted by a plaid bedspread draped over a spacious bed. A wooden nightstand with a lamp stands beside the bed, while large windows allow natural light to fill the room, offering views of the surrounding mountains.

Hunter Mtn 3BR Condo | Ski-In/Ski-Out & Spacious

A well-appointed bedroom features a spacious bed with crisp white linens, flanked by wooden bedside tables with lamps. Natural light streams through two large windows adorned with neutral curtains, offering views of the surrounding greenery.

Hunter Mountain 3BR | Family Condo with Fireplace

A spacious two-story condo features a light-colored exterior with dark shutters. Two private balconies are visible on the upper level, framed by lush grass and a clear blue sky, providing an inviting entryway to the property.

Cozy Catskill Condo - 2 Mi to Windham Mountain Ski

4.45 out of 5 average rating, 11 reviews

Spacious 2BR + Loft | Fireplace | Mountain Views

A spacious living area includes a queen bed with a wooden headboard, complemented by a cozy pullout sofa. Natural light fills the room through a nearby window, while a wooden coffee table is centered in front of the sofa. Wall art and side lamps enhance the inviting decor.

Hunter Mountain 1BR Condo | Fireplace & Kitchen

4.14 out of 5 average rating, 7 reviews

1BR Apt | Private Deck | Mins to Windham Mtn

A welcoming living area features a sectional sofa adorned with various throw pillows, complemented by a decorative wooden coffee table. A flat-screen TV is mounted on a vibrant orange wall, with large windows allowing ample natural light. A wooden staircase leads to the lofted sleeping area.

4.33 out of 5 average rating, 3 reviews

Condo w/ Loft: 2 Mi to Windham Mountain Ski!

Pet-friendly condo rentals

4.91 out of 5 average rating, 35 reviews

Catskills Rustic Chic 4 Bdrm w/ Wood Stove

A inviting living area showcases a stone fireplace and wooden furniture. A rectangular dining table with chairs occupies the space, complemented by a comfortable seating arrangement. Natural light filters through large windows, highlighting a patterned area rug that adds warmth to the room.

4.84 out of 5 average rating, 38 reviews

Condo on Hunter Mt.

4.74 out of 5 average rating, 66 reviews

Cozy 1BR Suite | Near Windham Mt | Wood Fireplace

A spacious living area is highlighted by a comfortable sofa adorned with various cushions. A television is mounted on an accent wall, while light wood furnishings add warmth. A loft with a ladder can be seen in the background, enhancing the room's vertical space.

4.84 out of 5 average rating, 96 reviews

3.Special long term prices - escape the CITY

Luxurious spacious 2 BR condo downtown Windham

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.

4.96 out of 5 average rating, 73 reviews

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

A light-filled living area features a tan leather sofa and a glass coffee table, placed atop a patterned rug. A flat-screen television sits on a dark wooden unit. A door leads to additional space, while natural light streams in through a window.

4.55 out of 5 average rating, 60 reviews

2. Beautiful, Cozy Condo with view of Windham Mtn

A bright dining area features a large wooden table surrounded by six chairs. Light-colored cabinets and countertops create an inviting kitchen space. Various kitchen appliances and decorative items are displayed on shelves, contributing to the functional and spacious environment.

4.77 out of 5 average rating, 326 reviews

Snowboarding skiing Mountain View condo

Condo rentals with a pool

The living area features a pair of patterned armchairs and a comfortable brown sofa, positioned around a wooden coffee table. A television is mounted on the wall, and a doorway leads to a balcony. Natural light enters through large glass doors.

4.92 out of 5 average rating, 12 reviews

Luxury 3-bedroom Condo on Windham mountain

A spacious living area is furnished with a plaid armchair, a wooden coffee table, and a comfortable sofa. A dining table with four chairs faces a kitchen equipped with modern appliances. Natural light enters through the window, and light-colored walls create an open atmosphere.

Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

A modern kitchen area is presented, featuring stainless steel appliances, including a refrigerator and microwave. A bar counter with three dark wooden stools provides seating. Soft lighting is emitted from pendant fixtures above, illuminating the warm wood cabinetry and granite countertops.

4.92 out of 5 average rating, 62 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

A spacious living area is highlighted by large windows that provide views of the surrounding landscape. A modern fireplace is set against a stone feature wall, while comfortable seating options include a sectional sofa and accent chairs. A flat-screen TV is mounted above a stylish entertainment unit.

5 out of 5 average rating, 6 reviews

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

An aerial view captures the Whisper Creek condo set against a snowy mountain backdrop, with ski slopes winding down the hillside. The landscape features a mix of pine trees and winter terrain, while the luxury building connects to the scenic outdoors.

5 out of 5 average rating, 9 reviews

Luxury Ski in Ski out Condo + Amenities

Hunter Mountain 1BR Condo | Slopeside Access

A cluster of two-story condos is set against a backdrop of lush greenery. The modern structures exhibit a combination of dark and light materials, with large windows that reflect the sunny sky. Neatly trimmed landscaping enhances the welcoming exterior.

Entire condo in Hunter NY, Gorgeous area- sleeps 6

A spacious sectional couch, upholstered in dark fabric, is arranged around a glass coffee table. The wall is decorated with three art pieces featuring deer antler silhouettes. Light cream curtains frame a window, and a lamp provides additional lighting in the cozy seating area.