Poughkeepsie Station holiday rentals
We found 797 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental that's near Poughkeepsie Station. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Poughkeepsie Station
Showing deals for:7 Nov - 14 Nov
Image gallery for Hillcrest Glasshouse - a minimalist modern retreat
1010 out of 10 rating
Exceptional
(12 reviews)
Hillcrest Glasshouse - a minimalist modern retreat
Newburgh, NY
7% off
Price is S$10,123
S$10,123
S$1,446 per night
includes taxes & fees
Image gallery for 4BR Home in Highland Near Mountain Views and Wedding Venues
1010 out of 10 rating
Exceptional
(20 reviews)
4BR Home in Highland Near Mountain Views and Wedding Venues
Highland, NY
11% off
Price is S$5,118
S$5,118
S$731 per night
includes taxes & fees
Image gallery for Cozy Wallkill Inn family home.
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Cozy Wallkill Inn family home.
Wallkill, NY
7% off
Price is S$4,844
S$4,844
S$692 per night
includes taxes & fees
Image gallery for 6 Acre Private Hudson Valley Estate
9.69.6 out of 10 rating
Exceptional
(5 reviews)
6 Acre Private Hudson Valley Estate
Highland, NY
6% off
Price is S$17,679
S$17,679
S$2,526 per night
includes taxes & fees
Image gallery for Pool, sauna, large 2000sf deck, tennis court, a private trail, 15.5 acres
1010 out of 10 rating
Exceptional
(25 reviews)
Pool, sauna, large 2000sf deck, tennis court, a private trail, 15.5 acres
Kerhonkson, NY
8% off
Price is S$2,874
S$2,874
S$411 per night
includes taxes & fees
Image gallery for Private Countryside Retreat, near Minnewaska
1010 out of 10 rating
Exceptional
(22 reviews)
Private Countryside Retreat, near Minnewaska
Kerhonkson, NY
9% off
Price is S$5,904
S$5,904
S$843 per night
includes taxes & fees
Image gallery for Charming Cottage in the Heart of the Shawangunks
1010 out of 10 rating
Exceptional
(15 reviews)
Charming Cottage in the Heart of the Shawangunks
Wallkill, NY
8% off
Price is S$3,043
S$3,043
S$435 per night
includes taxes & fees
Image gallery for Cozy Newly Built Retreat w/Pool & 10 Acres in Accord, NY!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Cozy Newly Built Retreat w/Pool & 10 Acres in Accord, NY!
Accord, NY
8% off
Price is S$13,298
S$13,298
S$1,900 per night
includes taxes & fees
Image gallery for Modern, Cozy, Idyllic Log Cabin Secluded on 6 Serene Acres
1010 out of 10 rating
Exceptional
(11 reviews)
Modern, Cozy, Idyllic Log Cabin Secluded on 6 Serene Acres
Stone Ridge, NY
6% off
Price is S$3,592
S$3,592
S$513 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
(7 reviews)
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
New Paltz, NY
8% off
Price is S$6,465
S$6,465
S$924 per night
includes taxes & fees
Image gallery for The George is an elegant restored home in the Hudson Valley
9.29.2 out of 10 rating
Wonderful
(5 reviews)
The George is an elegant restored home in the Hudson Valley
Stanfordville, NY
8% off
Price is S$6,764
S$6,764
S$966 per night
includes taxes & fees
Image gallery for Millbrook - Beautifully Restored 1840 Colonial - Dutchess Co. NY
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Millbrook - Beautifully Restored 1840 Colonial - Dutchess Co. NY
Millbrook, NY
8% off
Price is S$5,414
S$5,414
S$773 per night
includes taxes & fees
Image gallery for Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
9.49.4 out of 10 rating
Exceptional
(68 reviews)
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
Rhinebeck, NY
8% off
Price is S$12,087
S$12,087
S$1,727 per night
includes taxes & fees
Image gallery for West Park/Esopus Victorian - 2 King and 1 Queen Bed
1010 out of 10 rating
Exceptional
(11 reviews)
West Park/Esopus Victorian - 2 King and 1 Queen Bed
Esopus, NY
8% off
Price is S$2,611
S$2,611
S$373 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 S$6,643
S$6,643
S$949 per night
includes taxes & fees
Image gallery for The Chicken Coop
9.29.2 out of 10 rating
Wonderful
(7 reviews)
The Chicken Coop
Staatsburg, NY
6% off
Price is S$2,101
S$2,101
S$300 per night
includes taxes & fees
Image gallery for Luxury retreat w/ private deck, garden, firepit on organic farm
1010 out of 10 rating
Exceptional
(22 reviews)
Luxury retreat w/ private deck, garden, firepit on organic farm
Gardiner, NY
8% off
Price is S$2,231
S$2,231
S$319 per night
includes taxes & fees
Image gallery for Private Tudor style 5 bedroom home in country setting.
1010 out of 10 rating
Exceptional
(9 reviews)
Private Tudor style 5 bedroom home in country setting.
Millbrook, NY
11% off
Price is S$9,870
S$9,870
S$1,410 per night
includes taxes & fees
Image gallery for Higashi: New Paltz family home with King bed minutes to downtown
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Higashi: New Paltz family home with King bed minutes to downtown
New Paltz, NY
8% off
Price is S$3,134
S$3,134
S$448 per night
includes taxes & fees
Image gallery for The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
9.09.0 out of 10 rating
Wonderful
(24 reviews)
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Accord, NY
7% off
Price is S$3,419
S$3,419
S$488 per night
includes taxes & fees
Image gallery for Modern Home in Gardiner NY - Hudson Valley
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Modern Home in Gardiner NY - Hudson Valley
Gardiner, NY
8% off
Price is S$1,706
S$1,706
S$244 per night
includes taxes & fees
Image gallery for Secluded Home with Fireplace in Bucolic Stone Ridge, NY
1010 out of 10 rating
Exceptional
(17 reviews)
Secluded Home with Fireplace in Bucolic Stone Ridge, NY
Stone Ridge, NY
11% off
Price is S$2,860
S$2,860
S$409 per night
includes taxes & fees
Image gallery for 1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails
9.89.8 out of 10 rating
Exceptional
(24 reviews)
1890's Log Cabin ~ 230 Acre Private Reserve ~ 150’ Waterfall ~ Hiking Trails
Wallkill, NY
8% off
Price is S$12,131
S$12,131
S$1,733 per night
includes taxes & fees
Image gallery for Granit House. Mid-Century Modern with Pool, View, & privacy.Dog and Kid friendly
1010 out of 10 rating
Exceptional
(6 reviews)
Granit House. Mid-Century Modern with Pool, View, & privacy.Dog and Kid friendly
Kerhonkson, NY
8% off
Price is S$21,368
S$21,368
S$3,053 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Poughkeepsie Station
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
Sleeps 8 · 4 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Hudson Valley Charming Cozy Farmhouse
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
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