Dutchess County Vacation Rentals - HomeToGo base64Hash Dutchess County Vacation Rentals - HomeToGo

Dutchess County Vacation Rentals

Find 1,039 available offers from 8 partners
Dutchess County
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
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House
Apartment
Rating
4.5+
4+
3.5+

Best Vacation Home Deals in Dutchess County

Save up to 48%

House Spackenkill
Jan 5 - Jan 12
-48%
$326
$171 per night
House ∙ 8 guests ∙ 3 bedrooms
Entire Vacation Home in Spackenkill with Grill & Yard
5.0
Outstanding (7 ratings)
Spackenkill, Poughkeepsie, Dutchess County
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House Hopewell Junction
Nov 29 - Dec 6
-21%
$229
$182 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Hopewell Junction with Usable Fireplace
5.0
Outstanding (9 ratings)
Hopewell Junction, East Fishkill, Dutchess County
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House Hopewell Junction
Apr 20 - Apr 27
-29%
$489
$346 per night
House ∙ 8 guests ∙ 3 bedrooms
Family Friendly Vacation Home in Hopewell Junction with Wood-Burning Fireplace
4.9
Outstanding (19 ratings)
Hopewell Junction, East Fishkill, Dutchess County
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Find a rental that fits your needs among the 1,039 fantastic properties from more than 8 vacation rental websites in Dutchess County. HomeToGo directly presents you with the best offers by comparing all of the available vacation rentals in Dutchess County from its various partners.

Top-Rated Rentals and Accommodations in Dutchess County

Book Vacation Rental Offers with the Highest User Rating

Cabin Pine Plains
Mar 30 - Apr 6
$158 per night
Cabin ∙ 4 guests ∙ 2 bedrooms
Rustic Cabin in Pine Plains with Grill & Yard + Great Views
4.8
Outstanding (55 ratings)
Pine Plains, Dutchess County, New York, United States
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House Staatsburg
Nov 29 - Dec 6
$211 per night
House ∙ 5 guests ∙ 2 bedrooms
House in Staatsburg with Grill & Yard
4.9
Outstanding (41 ratings)
Staatsburg, Hyde Park, Dutchess County
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Farmhouse Rhinebeck
Aug 3 - Aug 10
$390 per night
Farmhouse ∙ 10 guests ∙ 4 bedrooms
Farm in Rhinebeck with Grill
4.8
Outstanding (5 ratings)
Rhinebeck, Dutchess County, New York, United States
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Recommended Vacation Rentals in Dutchess County

Find your perfect vacation rental in Dutchess County: from $76 per night

Apartment Millbrook
Mar 23 - Mar 30
$140 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Rental Apartment in Millbrook with Grill
4.7
Excellent (22 ratings)
Millbrook, Washington, Dutchess County
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Cottage Rhinebeck
Jan 6 - Jan 13
$214 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Beautiful Cottage in Rhinebeck with Yard
5.0
Outstanding (25 ratings)
Rhinebeck, Dutchess County, New York, United States
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House Rhinebeck
Mar 23 - Mar 30
$912 per night
House ∙ 14 guests ∙ 6 bedrooms
Beautiful Vacation Home in Rhinebeck with Vegetable Garden
4.5
Excellent (47 ratings)
Rhinebeck, Dutchess County, New York, United States
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Apartment Rhinebeck Village
Dec 9 - Dec 16
-49%
$98
$50 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Apartment in Rhinebeck Village
5.0
Outstanding (5 ratings)
Rhinebeck Village, Rhinebeck, Dutchess County
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Apartment Poughkeepsie
Dec 23 - Dec 30
$197 per night
Apartment ∙ 5 guests ∙ 3 bedrooms
Wonderful Rental Apartment in Poughkeepsie with Yard & Grill
Poughkeepsie, Dutchess County, New York, United States
Free cancellation
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Cabin Holmes
Dec 2 - Dec 9
-24%
$558
$426 per night
Cabin ∙ 6 guests ∙ 3 bedrooms
Cabin in Holmes with Grill & Yard + Gorgeous Views
5.0
Outstanding (54 ratings)
Holmes, Pawling, Dutchess County
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House Beacon
Oct 6 - Oct 13
$1,082 per night
House ∙ 12 guests ∙ 6 bedrooms
Wonderful Vacation Home in Beacon with Large Patio + River View
5.0
Outstanding (34 ratings)
Beacon, Dutchess County, New York, United States
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House Rhinebeck
Nov 4 - Nov 11
$650 per night
House ∙ 7 guests ∙ 4 bedrooms
Vacation Home in Rhinebeck with Pool, Yard & Grill
5.0
Outstanding (23 ratings)
Rhinebeck, Dutchess County, New York, United States
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Cottage Rhinebeck
Jan 5 - Jan 12
-56%
$499
$221 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Rhinebeck with Beautiful Fireplace
5.0
Outstanding (4 ratings)
Rhinebeck, Dutchess County, New York, United States
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Budget-friendly Vacation Rentals in Dutchess County

Find Fantastic yet Inexpensive Offers

Apartment Milan
Feb 17 - Feb 24
-16%
$240
$200 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in Milan with Private Patio + Lake View
5.0
Outstanding (154 ratings)
Milan, Dutchess County, New York, United States
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Apartment Poughkeepsie
Dec 23 - Dec 30
$166 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Poughkeepsie with Grill & Yard
Poughkeepsie, Dutchess County, New York, United States
Free cancellation
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House Clinton Corners
Oct 14 - Oct 21
$561 per night
House ∙ 6 guests ∙ 3 bedrooms
Entire House in Clinton Corners with Innisfree Garden + Spectacular Views
5.0
Outstanding (44 ratings)
Clinton Corners, Clinton, Dutchess County
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Dutchess County and book a vacation rental with air conditioning.

House  Wingdale
Nov 3 - Nov 10
-37%
$750
$475 per night
House ∙ 11 guests ∙ 4 bedrooms
House in Wingdale with Innisfree Garden + Lake Views
4.9
Outstanding (116 ratings)
Wingdale, Dover, Dutchess County
Air conditioning
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Cottage  Pleasant Valley
Oct 28 - Nov 4
$94 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Pleasant Valley with Innisfree Garden
4.9
Outstanding (59 ratings)
Pleasant Valley, Dutchess County, New York, United States
Air conditioning
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House  Rhinebeck
Jul 20 - Jul 27
$350 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Rhinebeck with Grill & Yard
4.8
Outstanding (18 ratings)
Rhinebeck, Dutchess County, New York, United States
Air conditioning
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Vacation homes and rentals with a yard

Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Dutchess County with private yards.

House  Hillside Lake
Mar 23 - Mar 30
-25%
$1,032
$774 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Hillside Lake with Separate Garage
5.0
Outstanding (47 ratings)
Hillside Lake, East Fishkill, Dutchess County
Yard
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House  Staatsburg
Sep 14 - Sep 21
-20%
$1,940
$1,548 per night
House ∙ 8 guests ∙ 5 bedrooms
Whole House in Staatsburg with Outdoor Pool + Amazing Views
5.0
Outstanding (34 ratings)
Staatsburg, Hyde Park, Dutchess County
Yard
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House  Millbrook
Apr 27 - May 4
$251 per night
House ∙ 6 guests ∙ 3 bedrooms
Entire House in Millbrook with Innisfree Garden + Gorgeous Views
5.0
Outstanding (74 ratings)
Millbrook, Washington, Dutchess County
Yard
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Dutchess County rental with full kitchen.

House  Amenia
Jan 20 - Jan 27
$252 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Amenia with Yard
5.0
Outstanding (1 rating)
Amenia, Dutchess County, New York, United States
Kitchen
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House  Poughkeepsie
Oct 24 - Oct 31
$198 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Poughkeepsie with Grill & Yard
5.0
Outstanding (4 ratings)
Poughkeepsie, Dutchess County, New York, United States
Kitchen
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House  Poughkeepsie
Nov 29 - Dec 6
$256 per night
House ∙ 5 guests ∙ 3 bedrooms
Charming Vacation Home in Poughkeepsie with Grill + Nice View
5.0
Outstanding (5 ratings)
Poughkeepsie, Dutchess County, New York, United States
Kitchen
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Popular Rental Amenities in Dutchess County

  • Pet-friendly (197)
  • Pool (358)
  • WiFi (989)
  • TV (842)
  • Kitchen (473)
  • Air conditioning (884)
  • Washing machine (401)
  • No smoking (721)
  • Fireplace (417)
  • Yard (328)
  • Parking (31)
  • Hot tub (54)

One-third of the accommodations provide a pool, which makes Dutchess County a wonderful vacation destination for vacationers looking to spend vacation poolside. In addition, more House rental have pools than any other property type. They are a great choice if you go in a group of 10, as that is the number of people they can accommodate on average. Among these vacation rentals, 83 of them are located within 2 miles of water.

Price and Availability Index in Dutchess County

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Vacation Rental Price Information in Dutchess County

The graph shows average prices of rentals in Dutchess County for the next twelve months. Vacation rental prices are the highest in May (5/18 - 5/25). On the other hand, in February you will find the cheapest prices (2/3 - 2/10). Prices this week are on average $331 a night.

Rental availability information in Dutchess County

Our availability graph helps you identify the busiest months in Dutchess County. It is in August that you will find the week with the least available rentals (8/31 - 9/7). People tend to travel less to Dutchess County during a week in October (10/21 - 10/28) when only 31% of the rentals are booked.

7-Day Weather Forecast in Dutchess County

Sun, 24 Sep
69°
48°

15%

4 h

4 mi/h

Mon, 25 Sep
71°
50°

0%

9 h

5 mi/h

Tue, 26 Sep
64°
51°

0%

8 h

6 mi/h

Wed, 27 Sep
57°
50°

5%

0 h

7 mi/h

Thu, 28 Sep
51°
50°

15%

0 h

7 mi/h

Fri, 29 Sep
66°
50°

0%

2 h

3 mi/h

Sat, 30 Sep
68°
51°

15%

4 h

2 mi/h

Information about vacation rentals in Dutchess County

🏡 Vacation rentals available 1,039 homes
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $76
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 196 homes
🏊 Vacation rentals with pools 355 homes

Frequently Asked Questions

What is the nightly price for a vacation rental in Dutchess County?

The price of a night's stay in Dutchess County starts at $76. If you would like to stay in a house rental, the average price is $734 per night. A apartment rental Dutchess County will cost on average $255 per night.

How many vacation homes are available for booking in Dutchess County?

There are 1,039 vacation rentals available for booking for your next trip.

What are the most popular amenities for vacation homes in Dutchess County?

Usually travelers look for Pool, Pets allowed, and Internet when booking a vacation rental in Dutchess County.

How many vacation homes with a pool are in Dutchess County?

Check out 355 vacation rentals available in Dutchess County.

Are pets allowed in vacation rentals in Dutchess County?

Yes, currently there are 196 vacation rentals in Dutchess County that allow dogs and the average nightly rate is $438.

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