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, 550 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

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!

This 2 BD, 2 level, non-smoking condo is just steps from the slopes at Hunter Mountain. Fully renovated with a full kitchen, new appliances, wash & dryer, oak hardwood floors, and 2.5 bath. 2 bedrooms upstairs and pull-out couch on ground level offer sleeping accommodations for up to 6 people. Private ski on / ski off entrance just steps away. Hunter is part of Vail Resorts and participates in the Epic pass and home to US’s longest and fastest Zipline. Great hikes, fishing, & biking in summer.

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, 261 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, 233 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 private outdoor hot tub is prominently featured on a spacious deck, overlooking scenic views of the Catskills. Surrounding greenery and gentle hills can be seen in the background, creating a peaceful natural setting.

4.76 out of 5 average rating, 63 reviews

Cozy 1BR Suite | Private Hot Tub | Wood Fireplace

➤ Escape to a Nature Immersive Retreat in the Catskills with Haus Windham Luxury Vacation Rentals! • Perfect for any Guest seeking a Serene Getaway near Windham Mountain & Panoramic Views. • 2-3 minute drive to the Ski Lifts! • PRIVATE BRAND NEW OUTDOOR HOT TUB! • Parachute Brand bedding & linens • Wood Fireplace, BBQ • Huge Outdoor Balcony ★ Daily Housekeeping Included During Stay ➤ 1 Bedroom/King Bed with Full Kitchen Most Spacious & Luxurious 5-Star Suites, in the heart of Windham, NY

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.

5 out of 5 average rating, 64 reviews

Lothbrok - 2nd floor on Main Street

Enjoy my condo home located in the heart of Windham Village, walking distance to restaurants, bars, art gallery, shops, grocery, convenience stores, Carvel, Subway, game room, mini golf and library. Excellent Wifi and dedicated work desk within the open living area. Our condo is not pet friendly / we do not allow pets... not even a fish. Get out of the city and spend a few days (or more) in the fresh mountain air. Assigned parking. Steps from the Trailways Bus Stops and Windham Post Office.

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 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.

4.88 out of 5 average rating, 112 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.

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.

4.89 out of 5 average rating, 104 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.

4.75 out of 5 average rating, 4 reviews

Spacious 5 bed 5 1/2 Bath Across From Windham Mtn!

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.

A scenic view of liftside accommodations, set against a backdrop of green hills under a partly cloudy sky. The ski lift is seen overhead, connecting the mountain to the village. The spacious lawn features well-maintained grass, with trees lining the edges.

4.93 out of 5 average rating, 70 reviews

Liftside Hunter Mtn. Best Ski On/Off 2BR/2BA.

Immaculate liftside location, located in the coveted Liftside Village at the base of Hunter Mountain. This is a family and friends ski and hiking paradise. Experience all the comfort and beauty you could ask for in the very best location. Walk to ski slopes, tubing, hiking trails, base lodge and Van Winkles Restaurant. Cable, Wifi, Xbox, games, fully equipped kitchen with coffee bar and every amenity. Ask about seasonal summer rentals.

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 cozy living room features two upholstered sofas with decorative cushions, centered around a wooden coffee table. Natural light fills the space through a large window, illuminating the neutral-toned walls and carpeted flooring. Framed art pieces add character to the inviting atmosphere.

4.44 out of 5 average rating, 9 reviews

Homey Windham Condo: Hike & Ski the Catskill Mtns!

A well-appointed bedroom features a spacious bed with soft white linens and a wooden headboard. Flanked by matching bedside tables with lamps, the room is complemented by a Jacuzzi tub and a full bathroom visible in the background, creating a relaxing retreat.

Hunter Mountain 1BR | Jacuzzi & 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

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

A well-appointed bedroom features a spacious bed with crisp white bedding. Light streaming through large windows is complemented by neutral wall colors. A nightstand with a lamp is positioned beside the bed, and the green landscape can be seen outside.

Hunter Mtn 3BR Exec Suite | Jacuzzi & Fireplace

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.

4.33 out of 5 average rating, 9 reviews

Huge Loft Suite | Private Hot Tub | Mountain Views

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 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.

4.8 out of 5 average rating, 15 reviews

Ski Windham Mountain ( Catskills, NY)

Luxurious spacious 2 BR condo downtown Windham

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

The living area features a cozy seating arrangement with a black sofa and a coffee table. A TV is positioned above a fireplace, while large sliding doors provide access to the deck. Decor includes ski equipment mounted on a wall and a dining table set for four.

4.83 out of 5 average rating, 30 reviews

Cozy Getaway Gem for 2 at Windham Quads.

Condo rentals with a pool

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 spacious living area is illuminated by large windows showcasing mountain views. A comfortable sofa and two plaid chairs are arranged around a wooden coffee table. Warm light is provided by a standing lamp, and a flat-screen TV sits on a brick fireplace console.

Hunter Mountain 2BR Penthouse | Vaulted Ceilings

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

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

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

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