
Condo vacation rentals in Poughkeepsie
Find and book unique condos on Airbnb
Top-rated condo rentals in Poughkeepsie
Guests agree: these condos are highly rated for location, cleanliness, and more.

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!!

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.

The Oasis of Vernon
Welcome to your dream getaway in Vernon, New Jersey, where a world of relaxation awaits you. Our stunning condo, nestled in front of the lush golf course and just steps away from the renowned Mineral Resort and Spa, promises an unforgettable stay. Enjoy rejuvenating indoor and outdoor pools, spa, and a state-of-the-art gym for a fee if you visit with a member of the resort. Each member is allowed 2 guest. If you arent a member, you can book a Spa Service to be able to enjoy the amenities.

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.

Appalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
This is a premium 3rd floor Mountain View Interior unit #310 with a private balcony. It's a full sized 1 bedroom suite approximately 600 Sq Ft. The master has a King bed, a double window, Hotel style flat screen TV with cable. There is door to the attached huge private bathroom. This unit has slope and pool views and is on the interior of the building away from the street. There is a cozy gas fireplace to warm up to after a day on the slopes or a Spring or Fall day of adventure in the area.

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
METICULOUSY MAINTAINED FULLY Renovated Upper level 2 bedroom condo located in the Great Gorge Mountain Creek Ski Resort in Vernon NJ. Want to get away for a day, a week or even for a weekend? Load up the golf clubs, put the skis on the roof rack and don’t forget the mountain bikes, hiking boots, swim wear, or fishing gear! Chill out and relax at this comfortable space. This unit is located a 3 minute walk to the slopes and to Minerals Spa. This Condo features Smart home features Alexa.

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

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!

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.

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.

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)!

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 condo rentals
Weekly condo rentals

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

Condo in Vernon Township, NJ

Peaceful Mountain Retreat

Deluxe 1 Bdr | Walkout Patio to Pool & Hot Tub! | Mountain Creek Resort @ Appalachian

Comfortable, chic, modern and sophisticated condo

Little Getaway at the Black Creek Sanctuary

Room in Minerals@Crystal Spring

Cozy Getaway by Mountain Creek, Minerals & Golf!
Pet-friendly condo rentals

Condo on Hunter Mt.

Windham Condo

Brand New Outdoor Hot Tub! 1 Bedroom Luxury Suite

Explore Minnewaska, rail trail + farm-to-table

Chic-Retro Ski Loft | Mountain Creek slope-side

Luxurious Cozy Mountain Retreat

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

2 Bedroom + Parking Cozy Condo•Mountain Creek•
Condo rentals with a pool

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

Luxury 3-bedroom Condo on Windham mountain

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

4 Bedroom Condo, Close to Golf Courses and Biking

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

Luxury Ski in Ski out Condo + Amenities

Cozy Fall Escape - MTN Creek

Red Lodge Chalet - Ski on Ski off / 3 Bedroom
Quick stats about condo rentals in Poughkeepsie

Nightly prices starting at
Poughkeepsie vacation rentals start at $183 CAD per night before taxes and fees

Verified guest reviews
Over 330 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Poughkeepsie rentals

5 Average rating
Poughkeepsie stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a patio Poughkeepsie
- Pet-friendly rentals Poughkeepsie
- Family-friendly rentals Poughkeepsie
- Rentals with outdoor seating Poughkeepsie
- Rentals with a fireplace Poughkeepsie
- House rentals Poughkeepsie
- Apartment rentals Poughkeepsie
- Cabin rentals Poughkeepsie
- Rentals with a firepit Poughkeepsie
- Rentals with pools Poughkeepsie
- Rentals with a washer and dryer Poughkeepsie
- Condo rentals New York
- Condo rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Windham Mountain
- Resorts World Catskills
- Bash Bish Falls State Park
- Kent Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Catamount Mountain Ski Resort
- Rockland Lake State Park
- Wawayanda State Park
- Taconic State Park
- Sterling Forest State Park
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Campgaw Mountain Ski Area
- Opus 40