
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.

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

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.

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.

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.

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.

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.

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.

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

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

Quiet/cozy, ski in/out apartment

Cozy condo in Windham - Near Everything!

Cute and Convenient for 6!

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

New Luxury Ski Condo-2 Full Bathrooms

Room in Minerals@Crystal Spring

Trailside Tranquility at Hunter Mountain
Pet-friendly condo rentals

Condo on Hunter Mt.

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•

2. Beautiful, Cozy Condo with view of Windham Mtn
Condo rentals with a pool

Cozy Gem with Mountain Views

Lovely 1 Bedroom/Pool/Hot Tub/King Bed/Ski In/Out

Valley Overlook @ Mtn Creek Resort Park & Play

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

Autumn Retreat w/wood burning fireplace

Little Getaway at the Black Creek Sanctuary

MountainViewBrightCondo10MinToColgateLake

Luxury Romantic Hideaway
Quick stats about condo rentals in Poughkeepsie

Nightly prices starting at
Poughkeepsie vacation rentals start at ﺩ.ﺇ477 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 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
- Family-friendly rentals Poughkeepsie
- Rentals with a patio Poughkeepsie
- Rentals with outdoor seating Poughkeepsie
- Pet-friendly rentals Poughkeepsie
- Rentals with a washer and dryer Poughkeepsie
- Rentals with a fire pit Poughkeepsie
- Rentals with pools Poughkeepsie
- Apartment rentals Poughkeepsie
- Cabin rentals Poughkeepsie
- Rentals with a fireplace Poughkeepsie
- House rentals 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
- Hudson Highlands State Park
- Kent Falls 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