Vacation Rentals in Dutchess County

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Our top choices for Dutchess County vacation rentals

Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is ￥17,771
￥33,262 total
includes taxes & fees
Jun 28 - Jun 29
Hoppy Hill Farm House
Exterior detail

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (53 reviews)
"Have stayed a few times now… absolutely wonderful!! Clean, cozy, and comfortable! "
United States
Daniela C.
The price is ￥19,736
￥39,483 total
includes taxes & fees
Jun 30 - Jul 1
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Interior

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (53 reviews)
"This place was a gem! Perfect location and amenities were amazing. Will be coming back!"
United States
Sarah
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Exterior

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (19 reviews)
"great place tostay"
United States
Anonymous traveler
The price is ￥16,195
￥18,724 total
includes taxes & fees
Jul 24 - Jul 25
2 Full Beds | Non-Smoking, Kitchen
Fridge, oven, stovetop, coffee/tea maker

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, (5 reviews)
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is ￥14,509
￥16,412 total
includes taxes & fees
Jul 26 - Jul 27
1 King Bed | Non-Smoking, Kitchen, Shower
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is ￥15,303
￥56,197 total
includes taxes & fees
Jul 22 - Jul 23
King Bed | Private Parking | Strong WiFi
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is ￥12,958
￥21,614 total
includes taxes & fees
Jun 29 - Jun 30
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is ￥16,963
￥31,982 total
includes taxes & fees
Jul 13 - Jul 14
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (53 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is ￥21,742
￥36,491 total
includes taxes & fees
Jul 1 - Jul 2
Mid-Century DJ’s Dream
1 bedroom, WiFi

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
King Bed Private Parking Fast Internet
2 bedrooms, desk, WiFi

King Bed / Private Parking / 300mbps+ WiFi

King Bed / Private Parking / 300mbps+ WiFi
Poughkeepsie
5.0 out of 10, (2 reviews)
"Christina was extremely quick with her responses. My wife and I stayed at this place for the weekend and enjoyed the neighborhood. There's plenty to do, and the apartment is quaint and cozy. The only thing I'd change is adding a curtain to the bathroom window so people can't see you from the outside in."
United States
Jacob E.
The price is ￥14,394
￥53,565 total
includes taxes & fees
Jun 30 - Jul 1
King Bed / Private Parking / 300mbps+ WiFi
1 bedroom, desk, free WiFi, bed sheets

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is ￥26,530
￥55,084 total
includes taxes & fees
Jun 29 - Jun 30
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
TV, fireplace, books

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
The price is ￥40,999
￥119,564 total
includes taxes & fees
Jun 30 - Jul 1
NEW: Chic Modern Barn Style Home in Fun Area
Property grounds

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is ￥29,297
￥38,176 total
includes taxes & fees
Jun 29 - Jun 30
Hudson Valley Farm Getaway- West/Llama Lover Lane
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (68 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is ￥40,038
￥53,030 total
includes taxes & fees
Jul 1 - Jul 2
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is ￥49,089
￥100,697 total
includes taxes & fees
Jun 29 - Jun 30
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥48,869
￥73,581 total
includes taxes & fees
Jul 13 - Jul 14
Rustic Cabin in Fishkill!
Exterior

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 village
Millbrook
9.6 out of 10, Exceptional, (4 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."
United States
Laurie F.
The price is ￥51,696
￥79,315 total
includes taxes & fees
Jun 26 - Jun 27
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Smart TV

Thoughtfully restored Victorian-Walk to Main st and Train

Thoughtfully restored Victorian-Walk to Main st and Train
Beacon
10.0 out of 10, Exceptional, (6 reviews)
"Very well designed and listed place. Had everything we needed, and the host was friendly!"
United States
Jesse L.
The price is ￥59,774
￥110,476 total
includes taxes & fees
Jul 1 - Jul 2
Thoughtfully restored Victorian-Walk to Main st and Train
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

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Great staff and breakfast."
Mary 1-night trip
Posted 3 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Dutchess County

Vacation Apartments in Dutchess County

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