Vacation Rentals in Dutchess County
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Our top choices for Dutchess County vacation rentals
Apartment in Poughkeepsie
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 510.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
Sara
The price is ￥36,260
￥42,469 total
includes taxes & fees
Dec 28 - Dec 29
Vacation Home in Stanfordville
The George is an elegant restored home in the Hudson Valley9.4 out of 10, Exceptional, (6)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
Polly J.
The price is ￥112,277
￥172,175 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Vacation Home in Hyde Park
Modern Converted Barn with Hot Tub!9.8 out of 10, Exceptional, (6)
"My family and I had a lovely stay at this property. The home and yard are beautiful, everything was clean and well appointed. We had an issue with the hot tub when we arrived and Ben called to walk us through the process of getting it back on, and sent a technician out to ensure everything was running properly. Check in and out was very easy. Would recommend a stay here! "
Rachel E.
Apartment in Beacon
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen10.0 out of 10, Exceptional, (32)
"Great time and great place to stay "
S S.
The price is ￥18,401
￥39,495 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Apartment in Millbrook
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village10.0 out of 10, Exceptional, (2)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
Lindsay S.
The price is ￥49,901
￥74,090 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Cabin in Fishkill
Rustic Cabin in Fishkill!10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
Nadja E.
The price is ￥47,172
￥71,018 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Apartment in Staatsburg
Mid-Century DJ’s Dream10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
Alberto M.
The price is ￥18,032
￥30,996 total
includes taxes & fees
Dec 29 - Dec 30
Apartment in Red Hook
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
Nancy K.
The price is ￥19,671
￥33,733 total
includes taxes & fees
Dec 26 - Dec 27
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.
Top Dutchess County Hotel Reviews
Hampton Inn & Suites Poughkeepsie
10/10 Excellent
Find out more about Dutchess County
Vacation Apartments in Dutchess County
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