
House holiday rentals in Poughkeepsie
Find and book unique houses on Airbnb
Quick stats about house rentals in Poughkeepsie

Total holiday rentals
Explore 40 holiday rentals in Poughkeepsie

Nightly prices starting at
Poughkeepsie holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 3,570 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Poughkeepsie holiday rentals include wifi access

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

4.8 Average rating
Poughkeepsie stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Poughkeepsie
Guests agree: these houses are highly rated for location, cleanliness and more.

4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com
4.88 out of 5 average rating, 222 reviews
Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.
4.98 out of 5 average rating, 132 reviews
Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.
4.81 out of 5 average rating, 136 reviews
Contemporary Hudson Valley home
Our home is a 1970s architectural gem located in the convenient upstate NY town of Staatsburg. It has been thoughtfully modernized and designed to encourage maximum serenity and enjoyment of both the indoor and outdoor spaces. The floating staircase, huge picture windows, expansive deck and wooded outdoor space make this home perfect for an upstate getaway - while still being close to some of the major area attractions and towns. Our historic street also features 1700s homes and a farm/brewery.
4.87 out of 5 average rating, 109 reviews
Newly Renovated & Comfortable Home-Vassar/Marist
Leave the busy city and the hustle and bustle behind. Relax and rejuvenate yourself in the Hudson Valley. This retreat has all the amenities (fully equipped kitchen, spacious deck/backyard, fire pit, grill, and parking on premises available). Take a walk or bike ride at the Hudson Valley Rail Trail, hike at Mt. Beacon, explore Dutchess Wine Trail c/o Clinton Vineyards, shop at the Poughkeepsie Galleria, or relax at Hand and Stone Massage. There is so much for you, family and friends to do.
4.78 out of 5 average rating, 152 reviews
Boulder Tree House
Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.
4.99 out of 5 average rating, 140 reviews
Hudson Valley Farmhouse | Winery & Hiking Getaway
Tucked into the Hudson Valley, our restored 1873 farmhouse is made for slow mornings, fresh coffee, and easy weekends between hiking trails and nearby wineries 🌿 This is a private 3BR/2.5 bath first-floor unit within a shared home. Designed for a calm, quiet stay. Only registered guests are permitted on the property. Located in Marlboro near Beacon, New Paltz, Kingston West Point, Vassar, Marist, Warwick & Wallkill with a garden to enjoy and harvest fresh herbs and seasonal vegetables.
4.99 out of 5 average rating, 237 reviews
Charming home near Walkway Over The HUDSON
Totally renovated home conviently located near by train station, Marist College, Vassar College, Culinary Institute of America, FDR Library, Walkway over the Hudson. My home is a 2 story home built in 1856; it has one bedroom and full bathroom on each floor. We refinsihed 9 inch pine wood floor trying to keep most of yesterday in the house. kitchen is fully equipped with snacks and coffee, tea! SORRY WE DO NOT PROVIDE BREAKFAST WIFI WITH SMART TV ONLY (NO CABLE) 2 parking spaces
4.94 out of 5 average rating, 426 reviews
Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!
4.95 out of 5 average rating, 374 reviews
4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking
This home is located in the Mid Hudson Valley -just steps away from Marist U, The entrance to Walkway Over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, Roku TV, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)
4.95 out of 5 average rating, 401 reviews
La Casita - Home Away From Home.
✨ Discover Serenity at La Casita 🏠 — Your Hudson Valley Escape ✨ Cozy 3-bedroom, 1.5-bath retreat near Dutchess, Marist 🦊 University, Vassar, and the Culinary Institute of America 🧑🍳, it’s ideal for visits or getaways. Enjoy nearby wineries 🍷, orchards 🍎, farm markets, and hiking trails 🥾, or simply unwind and soak in the beauty of Hudson Valley’s seasons 🌻☀️🍁⛄️. Need anything specific? We’re happy to help make your stay perfect!
4.89 out of 5 average rating, 106 reviews
Cozy ranch near FDR Historical Site
My warm & inviting ranch home has a true homey feeling. It comfortably accommodate 4 people (please unreported guest will be charged extra $15 per person per night just be honest about it); located in heart of Hyde Park. Just mins to Culinary Institute of America and Marist College; perfect for parents attending graduations or orientations , FDR Presidential Library, Vanderbilt Mansion and Walkway over the Hudson all within mins away.
4.89 out of 5 average rating, 582 reviewsPopular amenities for house rentals in Poughkeepsie
House rentals with a pool

midcentury mod hot tub*walk out trail R2R/Mohonk
4.98 out of 5 average rating, 549 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
4.92 out of 5 average rating, 181 reviews
Comfortable & Spacious Country Home - All Seasons
4.98 out of 5 average rating, 123 reviews
Near Minnewaska: Hiking, Pool, Hot Tub, Pets OK
4.9 out of 5 average rating, 163 reviews
Woodstock Historic Artist Estate- The Museum House
4.96 out of 5 average rating, 185 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
5.0 out of 5 average rating, 107 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4.99 out of 5 average rating, 279 reviews
Chef’s Kitchen * Screened Porch * Near Woodstock
4.93 out of 5 average rating, 126 reviewsWeekly house rentals

Historic Hudson River View House
4.93 out of 5 average rating, 157 reviews
Village Cape Getaway
4.85 out of 5 average rating, 262 reviews
This New House
4.96 out of 5 average rating, 417 reviews
Ideal for students and those who travel for work.
4.79 out of 5 average rating, 134 reviews
The Waterfall House
4.96 out of 5 average rating, 240 reviews
Nature Retreat with Pond Views and Fire Pit
4.96 out of 5 average rating, 159 reviews
3 Bedrooms close to Rhinebeck NY
4.94 out of 5 average rating, 140 reviews
Serene & Spacious Getaway
4.87 out of 5 average rating, 122 reviewsPrivate house rentals

Eclectic one-bedroom house
4.97 out of 5 average rating, 329 reviews
Long Pond Cottage, Country Retreat in Rhinebeck
4.98 out of 5 average rating, 195 reviews
VIEWS on Hudson River / Luxury Modern Home
5.0 out of 5 average rating, 10 reviews
Charming Townhouse in Historic District
4.88 out of 5 average rating, 56 reviews
Two Tillson
5.0 out of 5 average rating, 32 reviews
Charming 3 Bedroom Home - Near Vassar, Marist
5.0 out of 5 average rating, 88 reviews
3000 sq ft Poughkeepsie home with chef's kitchen
4.95 out of 5 average rating, 75 reviews
The Daydream: Hudson River Views, 4 bedrooms & Gym
4.99 out of 5 average rating, 99 reviewsWhen is the best time to visit Poughkeepsie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €115 | €127 | €125 | €102 | €88 | €83 | €121 | €122 | €117 | €124 | €89 | €86 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Wawayanda State Park





