Dutchess County Vacation Rentals - HolidayHomes base64Hash Dutchess County Vacation Rentals - HolidayHomes

Dutchess County Vacation Rentals

Browse 1,154 available vacation homes and compared across 14 trusted partners

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Top-Rated Vacation rentals in Dutchess County

Book the highest-rated Dutchess County vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Cabin Holmes
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
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House Clinton Corners
Charming Stone Chalet in Wooded Surroundings with Heated Pool Spring to Fall.
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House Pine Plains
House with grill, garden & terrace
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House Holmes
Family-friendly house with yard, terrace & grill | Lake view
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House Wingdale
House with garden, barbecue & patio | Nature view | Suitable for remote work
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House Hopewell Junction
Modern NY Home w/ Views By Hudson Valley Hiking!
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Cabin Pleasant Valley
The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP
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Cabin Pine Plains
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
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Farmhouse Rhinebeck
Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village
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House Millbrook
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
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House Rhinebeck
House with terrace, yard & private pool | Nature view
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House Fishkill
Vacation home with garden & patio
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Apartment Poughkeepsie
2Br Private Victorian Apartment in City location on half acre Sleeps 5
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House Beacon
Child-friendly wonderful vacation home with barbeque, private pool & yard | Mountain view | Perfect for remote work
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House Salt Point
Vacation home with barbeque, terrace & yard | Mountain view
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Top 15 most Recommended Vacation Rentals in Dutchess County

Discover your ideal Dutchess County vacation rental with real-time comparisons of 1,154 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Beacon
Apartment ∙ 2 guests ∙ 1 bedroom

51 m² Apartment

Beacon, Dutchess County, New York, United States
This apartment rental in Beacon accommodates 2 and features a kitchen along with pet-friendly options.
from $217
per night
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Apartment Beacon
Apartment ∙ 4 guests ∙ 1 bedroom

67 m² Apartment

Beacon, Dutchess County, New York, United States
This apartment rental in Beacon accommodates 4 and features a modern kitchen with stainless steel appliances.
from $221
per night
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House Hillside Lake
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

Hillside Lake, East Fishkill, Dutchess County
Spacious house rental in Hillside Lake accommodating 10 guests with a family-friendly kitchen and ample parking available.
from $359
per night
(17)
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House Clinton Corners
House ∙ 10 guests ∙ 3 bedrooms

340 m² House

Clinton Corners, Clinton, Dutchess County
This house rental in Clinton Corners accommodates 10 guests and features a spacious yard for outdoor enjoyment.
from $370
per night
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House Hopewell Junction
House ∙ 8 guests ∙ 3 bedrooms

172 m² House

Hopewell Junction, East Fishkill, Dutchess County
This house rental in Hopewell Junction accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $383
per night
(96)
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House Red Hook
House ∙ 5 guests ∙ 2 bedrooms

158 m² House

Red Hook, Dutchess County, New York, United States
This house rental in Red Hook accommodates 5 guests and features a family-friendly kitchen for your convenience.
from $310
per night
(13)
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House Stanfordville
6 guests ∙ 3 bedrooms

House

Stanfordville, Stanford, Dutchess County
This house rental in Stanfordville accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $331
per night
(23)
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House Hyde Park
House ∙ 4 guests ∙ 2 bedrooms

65 m² House

Hyde Park, Dutchess County, New York, United States
This house rental in Hyde Park accommodates 4 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $192
per night
(7)
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House Hyde Park
House ∙ 6 guests ∙ 3 bedrooms

260 m² House

Hyde Park, Dutchess County, New York, United States
Charming house rental in Hyde Park for 6, featuring a spacious kitchen and a family-friendly yard for outdoor fun.
from $738
per night
(8)
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