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, 39 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, 540 reviews

Hunter Mtn. Close Clean Cozy 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.

4.96 out of 5 average rating, 255 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, 224 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 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, 62 reviews

Lothbrok - 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 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, 29 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.

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.

4.91 out of 5 average rating, 23 reviews

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite

➤ Nature Immersive Retreat in the Catskills, with Haus Windham Luxury Vacation Rentals! • 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 ➤ 2 BD Suite (1 King/2 queen) - Full Kitchen, Living area, Outdoor Hot tub, BBQ, & Fireplace Luxurious 5-Star Suites, in the heart of Windham

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, 104 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.

The living area features a pull-out sofa, a woven storage ottoman, and a coffee table on a patterned rug. A kitchen island with seating is visible, alongside a black refrigerator and a wood-burning fireplace. Soft lighting creates a comfortable ambiance.

4.93 out of 5 average rating, 59 reviews

Cozy Slopeside Condo @ Hunter Mountain

Contemporary condo steps away from the slopes at Hunter Mountain! Avoid busy resort parking by staying right on the mountain. Simply walk 350 steps to the end of the road and you will be on Hunter’s Briar Patch trail (rated green for beginners). From there, you can jump on your skis and head down the mountain to access the base lodge, lifts, and everything the resort has to offer. You can even ski back to the condo for mid-day breaks and lunch!

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.

4.92 out of 5 average rating, 62 reviews

Pristine Hunter Mtn. Liftside 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.

4.84 out of 5 average rating, 83 reviews

A comfortable living area is presented with a light-colored couch and armchair. A wooden coffee table is situated in front of the seating. A television is mounted on the wall, while natural light enters through the front door and window, enhancing the warm ambiance.

Condo in Hensonville

Cozy condo in Windham - Near Everything!

Welcome to our cute & cozy condo. Located between Hunter (12 min) and Wyndham Mountain (7 min). Short drive to restaurants/shops and a few walking distance options. This 2 bedroom, 1.5 baths one-level condo is packed with amenities for you to enjoy your stay. Fully equipped kitchen in case you decide to stay in. Several ac units. Enjoy our comfy beds, open concept, board games, easy street parking…. And great hosts :)

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 area features a tan sofa adorned with a light-colored throw. A small glass table sits in front, positioned on a patterned area rug. A flat-screen TV is mounted on a dark wooden cabinet. A doorway leads to a hallway with additional rooms.

3.33 out of 5 average rating, 3 reviews

Peaceful Catskills Condo w/ Deck + Mountain View!

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 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 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

Pet-friendly condo rentals

4.91 out of 5 average rating, 32 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.

4.83 out of 5 average rating, 30 reviews

Condo on Hunter Mt.

An open living space is shown featuring a modern dining table surrounded by four chairs. Natural light enters through skylights, illuminating the area. A wooden staircase leads to a loft, while a kitchenette is visible in the background, enhancing the inviting atmosphere.

4 out of 5 average rating, 9 reviews

Outdoor HotTub/Deck, Views! Luxury 2BR Suite, Loft

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, 55 reviews

Brand New Outdoor Hot Tub! 1 Bedroom Luxury Suite

A private outdoor hot tub is prominently featured on a wooden deck, surrounded by lush greenery and a scenic mountain view. The bubbling water invites relaxation, and two wicker chairs sit nearby, offering a serene space to enjoy the natural surroundings.

4.75 out of 5 average rating, 4 reviews

New Outdoor Hot Tub & Deck! 1 Bedroom Luxury Suite

A spacious dining area is presented, featuring a large wooden table surrounded by ten chairs. Floor-to-ceiling windows allow natural light to fill the room, with a cozy seating arrangement visible in the background. A television and fireplace add to the inviting ambiance.

4.67 out of 5 average rating, 3 reviews

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

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.

4.85 out of 5 average rating, 93 reviews

3.Special long term prices - escape the CITY

New place to stay

Luxurious spacious 2 BR condo downtown Windham

Condo rentals with a pool

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, 101 reviews

Cozy Gem with 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 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.

5 out of 5 average rating, 34 reviews

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

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, 5 reviews

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

New place to stay

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 cozy bedroom features a wooden bed and a fireplace. Natural light filters through two windows, adorned with elegant drapes. A dresser adds functionality, complemented by a mirror. A black chair provides extra seating, while soft carpet enhances comfort.