Poughkeepsie holiday homes
We found 649 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Poughkeepsie, NY (POU-All Airports)
Showing deals for:15 Aug - 22 Aug
Image gallery for Private Home with Pool & Jacuzzi in the Hudson Valley
1010 out of 10 rating
Exceptional
(8 reviews)
Private Home with Pool & Jacuzzi in the Hudson Valley
Montgomery, NY
8% off
Price is NZ$12,603
NZ$12,603
NZ$1,800 per night
includes taxes & fees
Image gallery for Stunning historic Victorian house in Newburgh
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Stunning historic Victorian house in Newburgh
Newburgh, NY
20% off
Price is NZ$8,534
NZ$8,534
NZ$1,219 per night
includes taxes & fees
Image gallery for Modern Hudson Valley Creekside Retreat + Hot Tub!
1010 out of 10 rating
Exceptional
(10 reviews)
Modern Hudson Valley Creekside Retreat + Hot Tub!
Hyde Park, NY
15% off
Price is NZ$7,722
NZ$7,722
NZ$1,103 per night
includes taxes & fees
Image gallery for Modern minimalist home in the forest with hot tub
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Modern minimalist home in the forest with hot tub
Monroe, NY
21% off
Price is NZ$11,149
NZ$11,149
NZ$1,593 per night
includes taxes & fees
Image gallery for SKY, HIKE, STARGAZE, FOREST BATH, SWIM BY STREAM IN THE SHAWANGUNK MOUNTAIN
9.89.8 out of 10 rating
Exceptional
(15 reviews)
SKY, HIKE, STARGAZE, FOREST BATH, SWIM BY STREAM IN THE SHAWANGUNK MOUNTAIN
Wallkill, NY
12% off
Price is NZ$3,721
NZ$3,721
NZ$532 per night
includes taxes & fees
Image gallery for NEW! FOLEY'S LOG CABIN with Hot Tub
1010 out of 10 rating
Exceptional
(5 reviews)
NEW! FOLEY'S LOG CABIN with Hot Tub
Pine Bush, NY
8% off
Price is NZ$8,803
NZ$8,803
NZ$1,258 per night
includes taxes & fees
Image gallery for Blue Springs; secluded paradise bordering Minnewaska State Park
1010 out of 10 rating
Exceptional
(47 reviews)
Blue Springs; secluded paradise bordering Minnewaska State Park
Accord, NY
8% off
Price is NZ$9,375
NZ$9,375
NZ$1,339 per night
includes taxes & fees
Image gallery for Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
1010 out of 10 rating
Exceptional
(14 reviews)
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Carmel, NY
12% off
Price is NZ$6,419
NZ$6,419
NZ$917 per night
includes taxes & fees
Image gallery for Mountain Ridge Retreat - Private & Peaceful Getaway. Family & Pet Friendly
1010 out of 10 rating
Exceptional
(13 reviews)
Mountain Ridge Retreat - Private & Peaceful Getaway. Family & Pet Friendly
West Park, NY
8% off
Price is NZ$8,803
NZ$8,803
NZ$1,258 per night
includes taxes & fees
Image gallery for Be in Nature at this Gorgeous Riverfront Cabin
1010 out of 10 rating
Exceptional
(16 reviews)
Be in Nature at this Gorgeous Riverfront Cabin
Poughkeepsie, NY
8% off
Price is NZ$7,646
NZ$7,646
NZ$1,092 per night
includes taxes & fees
Image gallery for Spacious 1 BR Unit w/ Washer-Dryer and Parking
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Spacious 1 BR Unit w/ Washer-Dryer and Parking
Poughkeepsie, NY
11% off
Price is NZ$1,784
NZ$1,784
NZ$255 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 NZ$2,787
NZ$2,787
NZ$398 per night
includes taxes & fees
Image gallery for Charming Historic Hudson Valley Farmhouse | Close to wineries, hiking, & museums
1010 out of 10 rating
Exceptional
(53 reviews)
Charming Historic Hudson Valley Farmhouse | Close to wineries, hiking, & museums
Marlboro, NY
8% off
Price is NZ$3,546
NZ$3,546
NZ$507 per night
includes taxes & fees
Image gallery for Hudson River Retreat
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Hudson River Retreat
Newburgh, NY
8% off
Price is NZ$2,522
NZ$2,522
NZ$360 per night
includes taxes & fees
Image gallery for 76 acres of peace and light in Hudson Valley
1010 out of 10 rating
Exceptional
(13 reviews)
76 acres of peace and light in Hudson Valley
Campbell Hall, NY
8% off
Price is NZ$9,423
NZ$9,423
NZ$1,346 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 NZ$4,799
NZ$4,799
NZ$686 per night
includes taxes & fees
Image gallery for Beautiful Lake View House Overlooking Peaceful Whaley Lake
1010 out of 10 rating
Exceptional
(11 reviews)
Beautiful Lake View House Overlooking Peaceful Whaley Lake
Holmes, NY
8% off
Price is NZ$8,667
NZ$8,667
NZ$1,238 per night
includes taxes & fees
Image gallery for Very Private Large Home on 22 Acres with Outdoor Kitchen
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Very Private Large Home on 22 Acres with Outdoor Kitchen
Chester, NY
20% off
Price is NZ$9,146
NZ$9,146
NZ$1,307 per night
includes taxes & fees
Image gallery for Quiet Hudson Valley Getaway with Sauna, Hot Tub & Gym
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Quiet Hudson Valley Getaway with Sauna, Hot Tub & Gym
Newburgh, NY
11% off
Price is NZ$3,159
NZ$3,159
NZ$451 per night
includes taxes & fees
Image gallery for Cloud House -1 Bd & 2 baths in New Paltz
1010 out of 10 rating
Exceptional
(6 reviews)
Cloud House -1 Bd & 2 baths in New Paltz
New Paltz, NY
7% off
Price is NZ$2,410
NZ$2,410
NZ$344 per night
includes taxes & fees
Image gallery for Beautiful lake view home on Whaley Lake in Holmes, NY.
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful lake view home on Whaley Lake in Holmes, NY.
Holmes, NY
8% off
Price is NZ$8,644
NZ$8,644
NZ$1,235 per night
includes taxes & fees
Image gallery for Cozy Cold Spring Getaway
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Cozy Cold Spring Getaway
Cold Spring, NY
8% off
Price is NZ$3,178
NZ$3,178
NZ$454 per night
includes taxes & fees
Image gallery for Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
Highland, NY
8% off
Price is NZ$7,388
NZ$7,388
NZ$1,055 per night
includes taxes & fees
Image gallery for Scenic 1-bedroom rental in Newburgh
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Scenic 1-bedroom rental in Newburgh
Newburgh, NY
7% off
Price is NZ$1,678
NZ$1,678
NZ$240 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Poughkeepsie
Quiet Hudson Valley Getaway with Sauna, Hot Tub & Gym
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Rustic Cabin in Fishkill!
Sleeps 4 · 2 bedrooms · 1 bathroom
Cozy cabin with Mohonk Preserve access, wifi, AC, and adjacent studio building
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
"Country outside the city " 3 bedrooms 2 full bathrooms
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Private lake escape
Sleeps 4 · 3 bedrooms · 1 bathroom
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