Apartment holiday rentals in Poughkeepsie

A cozy bedroom featuring a spacious bed with white bedding and decorative pillows. Two bedside tables with lamps flank the bed, providing soft lighting. A textured wooden accent wall adds warmth to the space, complementing the neutral tones of the room.

4.98 out of 5 average rating, 309 reviews

Ski-in/Ski-out, Hike, Bike, Wine-Rustic Chic Stays

Ski-In/Ski-Out, Waterpark & Biking - Just Steps Away! Ski, snowboard, bike, hike, zip line-or relax in the Appalachian's outdoor, year-round, heated outdoor pool, hot tubs, & sauna. This 1 bedroom, 1 bath condo has a King bed & Queen sofa bed-perfect for a couple, small group or family getaway. Located in The Appalachian, right next to Mountain Creek Resort! In the heart of Vernon Valley-near farms, golf, the Appalachian Trail & Warwick, NY. Plus, just 30 minutes to LEGOLAND & 1 hour from NYC!!

Apartment in Poughkeepsie

A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.

4.97 out of 5 average rating, 339 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

4.9 out of 5 average rating, 218 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 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, 122 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.

4.9 out of 5 average rating, 157 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 *fall dates!*

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 spacious living area showcases a large sectional sofa and a coffee table on a patterned rug. Natural light fills the space through expansive glass doors that lead to an outdoor area. A spiral staircase leads to an upper level, while a dining area features a stylish chandelier.

4.98 out of 5 average rating, 116 reviews

Chic Vernon Getaway | Pet-Friendly with Mtn Views

Skiiis N’ Tees is a 3-bedroom, 2-bath, four-season getaway where mountain views and fresh air do wonders for the soul. Just a short drive from NYC, it’s perfect for couples, families, girls weekends, or guys’ golf trips. This stylish end-unit condo sits beside a 9-hole golf course and is just 5 minutes from the slopes. Hike, sip at vineyards, or go apple picking—there’s something for everyone. One dog stays free. Pack & Play available. Come for the views and stay for the vibes!

Apartment in Highland Falls

A two-story home is showcased with light-colored siding and vibrant red shutters. The entrance is marked by a white railing and steps leading to the front door. An American flag proudly stands on a flagpole in the front yard, bordered by a white picket fence.

4.97 out of 5 average rating, 116 reviews

Cozy West Point Hide Away and Cadet’s Get Away

Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

A serene bedroom space features a spacious bed adorned with cozy linens and decorative throw pillows. Geometric wall carvings in dark tones create an artistic backdrop, complemented by bedside lamps providing soft lighting. Natural light fills the room through a nearby window.

4.94 out of 5 average rating, 167 reviews

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

A relaxing outdoor pool area features lounge chairs and red umbrellas, with a wooden sauna-like structure positioned nearby. Lush greenery surrounds the space, and a decorative stone wall enhances the rustic charm of the setting.

4.94 out of 5 average rating, 141 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

Your whole family will love this stylish, centrally located hotel condo at the base of the mountain! Awesome 1 bedroom condo on the 3rd floor of the majestic Appalachian hotel. You’ll be in the middle of all the action - true ski in / out, mountain bike, zip line, water park, hiking, golf and much much more. Festivals, races, year round special events, hiking, wineries, Appalachian Trail, short drive to historic Warwick, NY. Enjoy pool, hot tub, sauna and more.

A spacious living area includes a cozy sitting area with large windows offering views of the surrounding landscape. A decorative fireplace adds warmth, while a small desk and chair provide a functional workspace. A dining table complements the layout, enhancing the room's versatility.

4.91 out of 5 average rating, 282 reviews

206 · Renovated Chic Premium 1 bdrm

Beautiful, chic, newly renovated and updated 1 Bedroom premium Mt View unit at the Appalachian Mountain Creek. Designed for style as well as convenience, this unit features new hard flooring throughout as well as plantation style binds for a clean and crisp feel. Tucked into the lobby side of the building has easy access to the elevator. A large private balcony with great interior views of the pool and ski slopes.

4.99 out of 5 average rating, 611 reviews

The kitchen features white cabinetry with glass display doors, showcasing colorful dishware. A Viking range is prominently positioned, with a polished countertop below. A wooden table with two chairs sits on a light yellow floor, illuminated by warm lighting from a nearby lamp.

Apartment in Beacon

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

4.89 out of 5 average rating, 123 reviews

A spacious living area features comfortable seating arranged around a wooden coffee table. Natural light filters through a large window adorned with blinds, illuminating the room. A television is positioned on a wooden console, complemented by a floor lamp beside a cozy sofa.

Apartment in Lanesville

Cozy Downtown Hunter Mountain Getaway

Keep it simple at my peaceful and centrally-located loft. You are at the footsteps of Hunter Mountain, right beside Dolan's Lake and a very short drive to all of Village of Hunter restaurants, bars, cafes, hikes and conveniences. You can easily walk to Hunter Mountain and the Trailways Bus line. The condo has its own wifi and 2 roku TV’s.

Popular amenities for Poughkeepsie apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.89 out of 5 average rating, 98 reviews

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.

Apartment in Hunter

Cozy Gem with Mountain Views

The open-concept living area features a comfortable sectional sofa, accent chairs, and a large coffee table. A wall-mounted TV and a fireplace are visible, with natural light streaming through a spacious window. Stylish artwork of a forest scene adds a tranquil touch.

4.95 out of 5 average rating, 20 reviews

Spacious & Comfy Gem: Mins to Slopes, Arcade, Pkg!

4.68 out of 5 average rating, 25 reviews

The living area features a comfortable sofa with decorative cushions, paired with a coffee table. Light streams in from a window, enhancing the relaxing ambiance. A wall-mounted television and abstract artwork provide visual interest, while a plant adds a touch of nature.

Apartment in Glenbrook

Clean 1 BD apt with Free Wi-Fi and parking

A spacious living area features a light gray sectional couch adorned with navy blue and patterned throw pillows. A vibrant area rug adds color beneath the furniture. A small dining table with chairs is visible in the background, along with a wall-mounted landscape print and sliding glass doors.

4.93 out of 5 average rating, 15 reviews

Condo in Vernon Township, NJ

An open living area is presented with a spiral staircase leading to an upper level. A dining table with dark placemats and a vase of fresh flowers is centrally located. Cozy seating options include a textured sofa and an accent chair, while a television is mounted on the wall.

4.96 out of 5 average rating, 95 reviews

Peaceful Mountain Retreat

4.97 out of 5 average rating, 61 reviews

A modern living area features leather sofas, a coffee table adorned with decorative items, and warm lighting. Large bright blue curtains frame the windows, and colorful artwork adds a pop of interest on the walls. A flat-screen TV is mounted opposite the seating arrangement.

Apartment in Stamford

Downtown Living w/ parking, W/D & Wi-Fi+!

The living room features a cozy sectional sofa and a wooden coffee table positioned in front of a modern electric fireplace. A flat-screen TV is mounted on a textured wall, displaying various streaming options. A dining area with a table and chairs is visible, creating a welcoming space.

4.94 out of 5 average rating, 82 reviews

Comfortable, chic, modern and sophisticated condo

4.87 out of 5 average rating, 68 reviews

The living area includes a comfortable black armchair and a glass coffee table. A flat-screen TV is positioned against the wall, while a small dining table with two chairs is set nearby. Artwork adorns the walls, enhancing the light-colored space.

Apartment in West Side

Cozy private furnished apartment

Pet-friendly apartment rentals

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.

4.79 out of 5 average rating, 47 reviews

Brand New Outdoor Hot Tub! 1 Bedroom Luxury Suite

5 out of 5 average rating, 51 reviews

Apartment in Kerhonkson

Explore Minnewaska, rail trail + farm-to-table

A spacious living and dining area is highlighted by a large wooden dining table surrounded by light-colored chairs. A comfortable seating arrangement is positioned nearby, facing a wall-mounted TV. Natural light enters through large windows, and a spiral staircase leads to the loft area.

5 out of 5 average rating, 70 reviews

Chic-Retro Ski Loft | Mountain Creek slope-side

A cozy living area is showcased with modern furnishings, including two armchairs and a spacious sectional sofa. A large TV is mounted on the wooden wall, complemented by a stylish fireplace. The open design leads to a well-equipped kitchen, enhancing a sense of gathering.

5 out of 5 average rating, 48 reviews

Luxurious Cozy Mountain Retreat

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, 91 reviews

3.Special long term prices - escape the CITY

4.96 out of 5 average rating, 69 reviews

The two-level condo features a combination of wood and stone accents, with a prominent chimney and multiple balconies. Lush greenery surrounds the property, and mountain views are visible in the background under a clear blue sky. A pathway leads to the entrance.

Apartment in Hunter

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

A living area features a sectional sofa with a colorful throw blanket, complemented by a multicolored area rug. A dining space with a table and stylish chairs is visible in the background, with large windows allowing natural light to brighten the room.

4.96 out of 5 average rating, 134 reviews

2 Bedroom + Parking Cozy Condo•Mountain Creek•

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, 29 reviews

Cozy Getaway Gem for 2 at Windham Quads.

Apartment rentals with a pool

The living room is furnished with a cozy sofa and an armchair, positioned around a wooden coffee table. A fireplace is built into the wall, and a large screen TV is mounted above. Natural light enters through the large window, offering a view of the surrounding mountains.

5 out of 5 average rating, 9 reviews

Condo at Mtn Crk 1 Bdr 1 Bath sleep 4 Mtn view 234

An illuminated salt-water pool reflects soft light at night, surrounded by a well-maintained patio. The backdrop features a multi-story building with balconies and warm lights glowing from the windows, creating a serene atmosphere.

4.89 out of 5 average rating, 135 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

A cozy living room features a gas fireplace set in a stone mantel, with a wooden panel above. Bright curtains frame the windows, while comfortable seating includes a gray sofa, patterned armchair, and decorative side table. A console table holds a flat-screen TV.

4.86 out of 5 average rating, 56 reviews

Spacious Condo w/ View < 1 Mi to Mtn Creek Resort!

A cozy living area features a comfortable sofa accompanying a rustic coffee table. A large window showcases mountain views, while natural light enhances the space. A wall-mounted television is placed above a gas fireplace, with minimalist decor elements positioned for a welcoming atmosphere.

4.97 out of 5 average rating, 105 reviews

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

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, 61 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

The living area includes a comfortable couch and a cozy armchair beside a gas fireplace. A wooden coffee table is centered on a beige carpet, and a flat-screen TV is mounted above the fireplace. Natural light enters through a large window covered with dark curtains.

4.8 out of 5 average rating, 56 reviews

Cozy condo in Ski Resort. 2 bedroom/2 bath Unit226

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, 33 reviews

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

A welcoming entrance sign for Black Creek is positioned alongside a tree-lined road. Lush greenery and flowering plants are arranged around the sign, enhancing the natural landscape. The area is well-maintained, providing an inviting atmosphere for visitors.