Poughkeepsie Holiday Rentals
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Holiday Rentals in Poughkeepsie
Spacious restored Victorian w/ wraparound porch
Spacious restored Victorian w/ wraparound porch
9.8 out of 10, Exceptional, (7)
Streamside Cottage Walking Distance to Town of Woodstock
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (196)
The price is HK$1,240
HK$2,512 total
includes taxes & fees
20 May - 21 May
The Farm at Hyde Park
The Farm at Hyde Park
9.8 out of 10, Exceptional, (47)
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'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very good, (37)
The price is HK$975
HK$1,131 total
includes taxes & fees
26 May - 27 May
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
The price is HK$1,436
HK$2,067 total
includes taxes & fees
20 May - 21 May
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (153)
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (32)
The price is HK$1,404
HK$2,184 total
includes taxes & fees
16 Jun - 17 Jun
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (74)
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
9.6 out of 10, Exceptional, (35)
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, (82)
The price is HK$632
HK$2,085 total
includes taxes & fees
21 May - 22 May
Charming Artist's Retreat
Charming Artist's Retreat
10.0 out of 10, Exceptional, (112)
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Cabin in the heart of the Hudson Valley, Cabin 4
Cabin in the heart of the Hudson Valley, Cabin 4
8.4 out of 10, Very good, (11)
The price is HK$850
HK$1,274 total
includes taxes & fees
19 May - 20 May
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.2 out of 10, Wonderful, (27)
Cozy family-friendly home!
Cozy family-friendly home!
10.0 out of 10, Exceptional, (3)
Campfire Cottage: Fireplace, fire pit & no chores!
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (16)
The price is HK$648
HK$1,619 total
includes taxes & fees
21 May - 22 May
High Point Mtn House~Mother's Day on the Mountain~2 hrs to NYC ULTIMATE PRIVACY!
High Point Mtn House~Mother's Day on the Mountain~2 hrs to NYC ULTIMATE PRIVACY!
9.8 out of 10, Exceptional, (18)
Hamptons on the Hudson in South Saugerties
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, (6)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other types of properties in Poughkeepsie you may be interested in
Quality Inn Poughkeepsie
Quality Inn Poughkeepsie
8.0 out of 10, Very good, (227)
The price is HK$836
HK$937 total
includes taxes & fees
16 Jun - 17 Jun
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
8.2 out of 10, Very good, (964)
The price is HK$994
HK$1,155 total
includes taxes & fees
16 Jun - 17 Jun
Courtyard by Marriott Poughkeepsie
Courtyard by Marriott Poughkeepsie
8.8 out of 10, Excellent, (1000)
The price is HK$991
HK$1,111 total
includes taxes & fees
22 May - 23 May
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions
Recent reviews of Poughkeepsie propertiesExpedia verified reviews
5/5 Excellent
"Amazing customer service. Great pool. Great stay with a family with kids of all ages. "
A verified traveller stayed at Hampton Inn & Suites Poughkeepsie
Posted 1 day ago
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