Apartment holiday 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, 38 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, 529 reviews

Hunter Mtn. Clean Cozy Close 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, 253 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

A balcony view showcases winter scenery, featuring snow-covered ground and surrounding trees. Rolling hills and distant mountains are visible under a cloudy sky. The pathway leads away from the balcony, hinting at proximity to adventure and exploration.

5 out of 5 average rating, 5 reviews

Ski ON/OFF/Luxury Accommodations/ Mtn VIEWS/ SAuNA

A corner unit CONDO, just a short walk away from the Hunter Slopes. Luxurious hotel style accommodations, stunning views of the Mountains, spacious open concept kitchen/LR/game room, mudroom with plenty storage space for all your gear and equipment. Infrared SAUNA. Infinity arcade GAMING TABLE. Second floor offers 2 bedrooms, one with 2 queen beds and full bathroom in the hallway. Bedroom #2 has a king size bed and a bunk bed and a full ensuite bathroom. Up to 6 adults or 8total with kids.

4.9 out of 5 average rating, 220 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, 28 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.

4.91 out of 5 average rating, 159 reviews

A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.

Apartment in Kingston

Cozy & walking distance to town *superhost!*

Perfect for friends, couples, families, or solo-travelers looking for a comfortable home that’s centrally located and near some of Kingston’s best restaurants and shops! This historic two-unit home is walking distance to the waterfront and a short drive to incredible hikes and farms! *Pet-friendly (no extra fee) *Family-friendly (highchair + Pack n Play for babies, games for kids). Note: Parking onsite or arrive via Metro North to Poughkeepsie, Amtrak to Rhinebeck, or bus to Kingston

A winter landscape reveals snow-covered trees and a distant ski mountain, with visible slopes and trails. A nearby house is partially obscured by snow, providing a cozy contrast to the white surroundings. Clouds fill the sky, creating a serene atmosphere.

4.81 out of 5 average rating, 145 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

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.

4.95 out of 5 average rating, 20 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 bright living area features a large window which allows natural light to fill the space. A comfortable sofa is paired with a glass coffee table and a television on a sleek console. Soft accents, including a lamp and decorative pillows, add to the ambiance.

4.66 out of 5 average rating, 107 reviews

1.Beautiful 2 Bedroom apt in the Windham Ski area

Get away from the hustle and bustle of city life with a retreat to this 2-bedroom, 1-bath Windham vacation rental! The condo has room for 6 to relax and feel at home with a fully equipped kitchen. Get bundled up for a day skiing the slope of Windham Mountain, take in the views from the Five State Lookout, or plan a trip for warmer weather to hike the nearby Kaaterskill Falls Trail Head. End the day grabbing a bite to eat at a local hotspot like Zack’s Place!

4.94 out of 5 average rating, 141 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.

Apartment in East Jewett

SereneCatskillsMoutainsGetawayMinutesToSkiResorts

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 couples, 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.

Popular amenities for Windham apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

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 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 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

Pet-friendly apartment rentals

4.9 out of 5 average rating, 29 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.

4.81 out of 5 average rating, 26 reviews

Condo on Hunter Mt.

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, 49 reviews

Brand New Outdoor Hot Tub! 1 Bedroom Luxury Suite

An aerial view showcases the expansive 22-acre estate nestled in the Catskills, surrounded by lush green trees. The property features a spacious lawn and access to hiking trails, with the scenic mountains serving as a backdrop, inviting guests to relax in nature.

4.75 out of 5 average rating, 4 reviews

New Outdoor Hot Tub & Deck! 1 Bedroom Luxury Suite

A spacious living room is highlighted by two comfortable sofas and a lounge chair, arranged around a coffee table. A dining table for four is positioned near large windows, allowing natural light to fill the area. A flat-screen TV is mounted on the wall.

4.74 out of 5 average rating, 73 reviews

4.Special long term prices - escape the City!

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, 92 reviews

3.Special long term prices - escape the CITY

New place to stay

Spacious 2 bedroom apartment 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, 69 reviews

Hunter Mountain 2BR Condo - Steps to Mtn /Zip line

Apartment 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, 99 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 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, 7 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, 4 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.