Poughkeepsie holiday rentals
We found 653 holiday rentals — enter your dates for availability
If you are looking to stay near Poughkeepsie, NY (POU-Dutchess County), take a look at private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Poughkeepsie, NY (POU-Dutchess County)
Showing deals for:19 Sept - 26 Sept
Image gallery for Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
1010 out of 10 rating
Exceptional
(40 reviews)
Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
High Falls, NY
8% off
Price is AU$14,345
AU$14,345
AU$2,049 per night
includes taxes & fees
Image gallery for Beacon Retreat with Hudson River views and access to hiking trails and downtown!
1010 out of 10 rating
Exceptional
(29 reviews)
Beacon Retreat with Hudson River views and access to hiking trails and downtown!
Beacon, NY
8% off
Price is AU$15,135
AU$15,135
AU$2,162 per night
includes taxes & fees
Image gallery for Hudson Valley Oasis - Hot Tub, Fireplace, 50mi NYC
1010 out of 10 rating
Exceptional
(9 reviews)
Hudson Valley Oasis - Hot Tub, Fireplace, 50mi NYC
New Windsor, NY
8% off
Price is AU$12,948
AU$12,948
AU$1,850 per night
includes taxes & fees
Image gallery for A BEAUTIFUL SALT WATER, HEATED POOL! THE PERFECT GET AWAY!
1010 out of 10 rating
Exceptional
(53 reviews)
A BEAUTIFUL SALT WATER, HEATED POOL! THE PERFECT GET AWAY!
Dover Plains, NY
17% off
Price is AU$15,189
AU$15,189
AU$2,170 per night
includes taxes & fees
Image gallery for Wildflower Lotus Farm a Luxurious 5bd Home w/ Pool, Firepit and more
1010 out of 10 rating
Exceptional
(6 reviews)
Wildflower Lotus Farm a Luxurious 5bd Home w/ Pool, Firepit and more
Gardiner, NY
8% off
Price is AU$16,656
AU$16,656
AU$2,379 per night
includes taxes & fees
Image gallery for Modern Hudson Valley Creekside Retreat + Hot Tub!
1010 out of 10 rating
Exceptional
(12 reviews)
Modern Hudson Valley Creekside Retreat + Hot Tub!
Hyde Park, NY
16% off
Price is AU$5,821
AU$5,821
AU$832 per night
includes taxes & fees
Image gallery for Secluded House with hot tub at base of Shawangunk Ridge
1010 out of 10 rating
Exceptional
(8 reviews)
Secluded House with hot tub at base of Shawangunk Ridge
New Paltz, NY
8% off
Price is AU$8,417
AU$8,417
AU$1,202 per night
includes taxes & fees
Image gallery for NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
1010 out of 10 rating
Exceptional
(127 reviews)
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Ulster Park, NY
8% off
Price is AU$12,984
AU$12,984
AU$1,855 per night
includes taxes & fees
Image gallery for Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
1010 out of 10 rating
Exceptional
(6 reviews)
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
New Paltz, NY
8% off
Price is AU$7,748
AU$7,748
AU$1,107 per night
includes taxes & fees
Image gallery for Many perfect sunsets at the magical house on the lake
9.89.8 out of 10 rating
Exceptional
(125 reviews)
Many perfect sunsets at the magical house on the lake
Rifton, NY
6% off
Price is AU$4,310
AU$4,310
AU$616 per night
includes taxes & fees
Image gallery for Spectacular Gunks View Getaway — @GardinerGetaway on IG
1010 out of 10 rating
Exceptional
(46 reviews)
Spectacular Gunks View Getaway — @GardinerGetaway on IG
Gardiner, NY
8% off
Price is AU$3,987
AU$3,987
AU$570 per night
includes taxes & fees
Image gallery for Cozy Hudson Valley 3-bedroom home
1010 out of 10 rating
Exceptional
(43 reviews)
Cozy Hudson Valley 3-bedroom home
Ulster Park, NY
16% off
Price is AU$3,070
AU$3,070
AU$439 per night
includes taxes & fees
Image gallery for Bontecou Farm sited on a bluff overlooking the Wallkill River
1010 out of 10 rating
Exceptional
(39 reviews)
Bontecou Farm sited on a bluff overlooking the Wallkill River
New Paltz, NY
9% off
Price is AU$9,962
AU$9,962
AU$1,423 per night
includes taxes & fees
Image gallery for The Bear Den at 'Blue Heron Watch' Nature Getaway
1010 out of 10 rating
Exceptional
(25 reviews)
The Bear Den at 'Blue Heron Watch' Nature Getaway
Tillson, NY
8% off
Price is AU$2,581
AU$2,581
AU$369 per night
includes taxes & fees
Image gallery for Cozy & Charming Farm House just 85 miles north of NYC
1010 out of 10 rating
Exceptional
(93 reviews)
Cozy & Charming Farm House just 85 miles north of NYC
New Paltz, NY
8% off
Price is AU$2,926
AU$2,926
AU$418 per night
includes taxes & fees
Image gallery for A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
1010 out of 10 rating
Exceptional
(6 reviews)
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Holmes, NY
8% off
Price is AU$4,391
AU$4,391
AU$627 per night
includes taxes & fees
Image gallery for Beautiful Lake View House Overlooking Peaceful Whaley Lake
1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful Lake View House Overlooking Peaceful Whaley Lake
Holmes, NY
8% off
Price is AU$7,777
AU$7,777
AU$1,111 per night
includes taxes & fees
Image gallery for Close to Town, Climbing, Biking and Skiing - Spacious House Great for Getaways
1010 out of 10 rating
Exceptional
(8 reviews)
Close to Town, Climbing, Biking and Skiing - Spacious House Great for Getaways
New Paltz, NY
12% off
Price is AU$4,826
AU$4,826
AU$689 per night
includes taxes & fees
Image gallery for Country Studio in private setting
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Country Studio in private setting
Millbrook, NY
6% off
Price is AU$1,977
AU$1,977
AU$282 per night
includes taxes & fees
Image gallery for Stunning historic Victorian house in Newburgh
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Stunning historic Victorian house in Newburgh
Newburgh, NY
20% off
Price is AU$7,743
AU$7,743
AU$1,106 per night
includes taxes & fees
Image gallery for Gather your best friends from near and far to relax, renew and reconnect
9.29.2 out of 10 rating
Wonderful
(13 reviews)
Gather your best friends from near and far to relax, renew and reconnect
New Paltz, NY
16% off
Price is AU$6,104
AU$6,104
AU$872 per night
includes taxes & fees
Image gallery for Hillcrest Glasshouse - a minimalist modern retreat
1010 out of 10 rating
Exceptional
(11 reviews)
Hillcrest Glasshouse - a minimalist modern retreat
Newburgh, NY
8% off
Price is AU$11,771
AU$11,771
AU$1,682 per night
includes taxes & fees
Image gallery for Fully stocked creekside retreat with sauna and privacy
1010 out of 10 rating
Exceptional
(6 reviews)
Fully stocked creekside retreat with sauna and privacy
New Paltz, NY
8% off
Price is AU$5,061
AU$5,061
AU$723 per night
includes taxes & fees
Image gallery for Hudson River Retreat
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Hudson River Retreat
Newburgh, NY
7% off
Price is AU$2,343
AU$2,343
AU$335 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Poughkeepsie
Showing deals for: 16 Sept - 19 Sept
Spacious New Luxurious holiday house in lovely Hudson Valley
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is AU$3,047
AU$3,047
for 3 nights, 1 home
AU$1,016 per night
includes taxes & fees
The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
The current price is AU$1,318
AU$1,318
for 3 nights, 1 cottage
AU$439 per night
includes taxes & fees
Cheerful 3 Bedroom Cottage by Rail Trail
Sleeps 5 · 3 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
3 reviews(3 reviews)
The current price is AU$1,012
AU$1,012
for 3 nights, 1 cottage
AU$337 per night
includes taxes & fees
Apartment in scenic Hudson Valley New York
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is AU$717
AU$717
for 3 nights, 1 apartment
AU$239 per night
includes taxes & fees
The DeVita House Est. 1900
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
The current price is AU$1,244
AU$1,244
for 3 nights, 1 room
AU$415 per night
includes taxes & fees
Victorian house with amazing Hudson River view
Sleeps 7 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is AU$2,013
AU$2,013
for 3 nights, 1 home
AU$671 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value