744+ Vacation Home Rentals in Dutchess County |
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Dutchess County Vacation Rentals & Ski-in/Ski-out Homes

About Dutchess County Vacation Rentals

Explore over 744 vacation rentals in Dutchess County with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Dutchess County for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Dutchess County. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Dutchess County tailored to your preferences. On average, these rentals offer 1204.24 ft² of space, and are priced at an average of US $504 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Dutchess County at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Dutchess County

Type Count
Vacation Homes 408
Holiday Apartments 108
Cottages 35
Cabin Rentals 33
Others 29
B&B 19
Unique Vacation Rentals 15
Villas 8
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Dutchess County

★ Pro Tip: Discover Your Ideal Vacation Rental in Dutchess County with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Dutchess County, NY

View the weather forecast for Dutchess County before booking your Dutchess County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Dutchess County, NY

Sunski offers a large selection of top attractions around Dutchess County . Research things to do on your vacation before you visit Dutchess County.


Marist College
Train Station
Vassar College
Culinary Institute of America
Dia Beacon
Bard College
SplashDown Beach
Mid-Hudson Civic Center
Omega Institute
Chance Theater
Franklin D. Roosevelt Presidential Library and Museum
Stormville Airport Antique Show & Flea Market
Dutchess County Fairgrounds
Millbrook Vineyards and Winery
Vanderbilt Mansion National Historic Site
Home of Franklin D. Roosevelt National Historic Site
Poughkeepsie Galleria
Vassar Brothers Medical Center
Locust Grove
Old Rhinebeck Aerodrome
Poughkeepsie Bridge
Innisfree Garden
Springwood
Mid-Hudson Children's Museum
Harlem Valley Rail Trail
Mid-Hudson Bridge
Eleanor Roosevelt National Historic Site
Bardavon 1869 Opera House
Hudson Valley Research Park
Center for Performing Arts at Rhinebeck

Other Places to Stay in Dutchess County, NY


Lower Hudson Valley 2,436 Properties
Poughkeepsie 642 Properties
Hopewell Junction 100 Properties
Town of East Fishkill 98 Properties
Staatsburg 47 Properties
Clinton Corners 40 Properties
Fishkill 38 Properties
Beacon 37 Properties
Pine Plains 31 Properties
Town of Stanford 30 Properties
Rhinebeck 27 Properties
Red Hook 27 Properties

Complexes around Dutchess County, NY


Fishkill Inn 15 Properties
Quality Inn 3 Properties
Courtyard 3 Properties
Hampton Inn Poughkeepsie 3 Properties
Holiday Inn Express Poughkeepsie Ihg Hotel 3 Properties
Hyatt 3 Properties
Springhill 3 Properties
The Inn At Falls 3 Properties
The City Cottage 2 Properties
Tentrr Hudson Valley Hilltop Campsite 1 Properties
Tentrr State Park Site Mills 1 Properties

Frequently Asked Questions About Dutchess County?

What are the top vacation rentals in Dutchess County?

When organizing your trip to Dutchess County, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Dutchess County. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Dutchess County?

Uncover 89 vacation rentals boasting private pools near Dutchess County. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Dutchess County are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Dutchess County. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Dutchess County?

Discover the ideal vacation rental in Dutchess County with SunSki Resorts™. We provide an extensive selection of over 744 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Dutchess County.


People Also Ask

There are 744 Dutchess County, NY Vacation Rentals

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