Dutchess County Holiday Rentals
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Our top choices for Dutchess County holiday rentals
1. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Cozy Queen Suite, Nsmk Kitchen|Studio 6 FishkillFishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
Anonymous traveller
The price is HK$617
HK$714 total
includes taxes & fees
24 Nov - 25 Nov
2. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Hibiscus Suite - Private Studio Apartment in Rhinebeck VillageRhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
Heather O.
The price is HK$833
HK$1,972 total
includes taxes & fees
3 Nov - 4 Nov
3. 1 King Bed | Non-Smoking, Kitchen, Shower
1 King Bed | Non-Smoking, Kitchen, ShowerFishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
Anonymous traveller
The price is HK$556
HK$628 total
includes taxes & fees
17 Nov - 18 Nov
4. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,Staatsburg
9.6 out of 10, Exceptional, (13 reviews)
"We thoroughly enjoyed our stay. We would definitely come back! A fantastic location. And very good communication with the host, Alexander."
elizabeth
The price is HK$897
HK$1,574 total
includes taxes & fees
1 Dec - 2 Dec
5. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFiRed Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
Jason D.
6. Mid-Century DJ’s Dream
Mid-Century DJ’s DreamStaatsburg
10.0 out of 10, Exceptional, (61 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
Alexandra R.
The price is HK$1,111
HK$1,798 total
includes taxes & fees
4 Nov - 5 Nov
7. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock ParkHopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
Peter W.
The price is HK$1,326
HK$2,014 total
includes taxes & fees
3 Nov - 4 Nov
8. Hudson Valley Farm Getaway- West/Llama Lover Lane
Hudson Valley Farm Getaway- West/Llama Lover LaneHyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Great location not too far from the CIA."
alexandra a.
The price is HK$1,352
HK$1,670 total
includes taxes & fees
3 Nov - 4 Nov
9. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NYPoughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
Nicole Y.
The price is HK$2,008
HK$4,162 total
includes taxes & fees
9 Nov - 10 Nov
10. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the villageMillbrook
9.8 out of 10, Exceptional, (9 reviews)
"We had a wonderful time at this property. It was quaint and clean and right in the middle of town near everything. Thank you, Tanya."
Laurie F.
The price is HK$2,510
HK$3,683 total
includes taxes & fees
3 Nov - 4 Nov
11. The George is an elegant restored home in the Hudson Valley
The George is an elegant restored home in the Hudson ValleyStanfordville
9.8 out of 10, Exceptional, (13 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
Polly J.
The price is HK$6,919
HK$9,939 total
includes taxes & fees
3 Nov - 4 Nov
12. Rustic Cabin in Fishkill!
Rustic Cabin in Fishkill!Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
Joseph
The price is HK$1,967
HK$2,891 total
includes taxes & fees
6 Nov - 7 Nov
13. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and GazeboFishkill
9.2 out of 10, Wonderful, (81 reviews)
"The property was as advertised and met our needs for our trip."
Sara
The price is HK$2,146
HK$2,672 total
includes taxes & fees
3 Nov - 4 Nov
14. Chic Barn Style * Fireplace * Near Stissing House
Chic Barn Style * Fireplace * Near Stissing HousePine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
Estefany G.
The price is HK$1,527
HK$5,171 total
includes taxes & fees
3 Nov - 4 Nov
15. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Steps to the Delightful Village of Millbrook ☆ Fun Family GetawayMillbrook
10.0 out of 10, Exceptional, (8 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
Beth E.
The price is HK$2,746
HK$5,680 total
includes taxes & fees
15 Nov - 16 Nov
16. Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Chic Lakeside Oasis|Near Rhinebeck & MillbrookStanfordville
The price is HK$3,530
HK$5,121 total
includes taxes & fees
3 Nov - 4 Nov
17. "Country outside the city " 3 bedrooms 2 full bathrooms
"Country outside the city " 3 bedrooms 2 full bathroomsHolmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
pamela w.
The price is HK$1,553
HK$4,304 total
includes taxes & fees
5 Nov - 6 Nov
18. Red Cottage - Lakeside Property!
Red Cottage - Lakeside Property!Fishkill
The price is HK$2,157
HK$3,126 total
includes taxes & fees
11 Nov - 12 Nov
19. A Country Lodge Straight Out of the Pages of a Great Novel
A Country Lodge Straight Out of the Pages of a Great NovelPine Plains
10.0 out of 10, Exceptional, (15 reviews)
"Stayed with a group for Millbrook Horse Trials, we had an amazing weekend at this calm and relaxing home with plenty of beds and amenities! What a treat!"
Marianne R.
The price is HK$6,982
HK$10,987 total
includes taxes & fees
3 Nov - 4 Nov
20. Chestnut on Willow Lake
Chestnut on Willow LakeFishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
Quintina R.
The price is HK$3,020
HK$4,214 total
includes taxes & fees
11 Nov - 12 Nov
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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Top Dutchess County Hotel Reviews
Hyatt Place Poughkeepsie / Hudson Valley
10/10 Excellent
