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

Dutchess County Vacation Rentals

Browse 1,131 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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Cabin Pleasant Valley
The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP
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Farmhouse Rhinebeck
Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village
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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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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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House Pine Plains
Child-friendly vacation home with jacuzzi, barbeque & garden | Lake view | Perfect for remote work
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House Millerton
Gorgeous Modern Ranch in the Hudson Valley NY close to Rail Trail
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Apartment Hyde Park
Near Historic Sites: Bright Hyde Park Guest Suite
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House Pine Plains
Vacation home with barbeque, garden & terrace | 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 1,131 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

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 $365
per night
(96)
View deal
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 $301
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 $314
per night
(23)
View deal
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 $200
per night
(7)
View deal
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 $753
per night
(8)
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Apartment Hopewell Junction
Apartment ∙ 4 guests ∙ 1 bedroom

139 m² Apartment

Hopewell Junction, East Fishkill, Dutchess County
This apartment rental in Hopewell Junction accommodates 4 and features a cozy fireplace for added comfort.
from $169
per night
(26)
View deal
House Stanfordville
8 guests ∙ 5 bedrooms

House

Stanfordville, Stanford, Dutchess County
This house rental in Stanfordville accommodates 8 guests and features a private pool for relaxation and fun.
from $932
per night
(7)
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House Stanfordville
7 guests ∙ 3 bedrooms

House

Stanfordville, Stanford, Dutchess County
This house rental in Stanfordville accommodates 7 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $342
per night
(2)
View deal
Apartment Pleasant Valley
2 guests ∙ 1 bedroom

Apartment

Pleasant Valley, Dutchess County, New York, United States
Cozy apartment rental in Pleasant Valley for 2 featuring a modern kitchen and a welcoming fireplace.
from $123
per night
(23)
View deal

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