1119+ Private Villas and Holiday Rentals in Poughkeepsie |
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Poughkeepsie Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Poughkeepsie

Discover more than 1119 vacation rentals available in Poughkeepsie. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Poughkeepsie.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Poughkeepsie, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Poughkeepsie. On average, places to stay near Poughkeepsie offer 991.09 ft², with nightly prices averaging US $498.

With Casai, finding and comparing holiday rentals in Poughkeepsie is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Poughkeepsie

Type Count
Vacation Homes 659
Holiday Apartments 125
Cottages 59
Villas 12

Use these Quick Filters to Find a Holiday Rental in Poughkeepsie

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Poughkeepsie.

Weather in Poughkeepsie, NY

View the weather forecast for Poughkeepsie before booking your Poughkeepsie 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 Poughkeepsie, NY

Casai offers a large selection of top attractions around Poughkeepsie . Research things to do on your vacation before you visit Poughkeepsie.


Marist College
Train Station
Vassar College
State University of New York-New Paltz
Minnewaska State Park
SplashDown Beach
Thunder Ridge Ski Resort
Mid-Hudson Civic Center
Omega Institute
Chance Theater
Mohonk Preserve Visitor Center
Franklin D. Roosevelt Presidential Library and Museum
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
Walkway Over the Hudson State Historic Park

Other Places to Stay in Poughkeepsie, NY


Hudson Valley 5,774 Properties
Lower Hudson Valley 2,697 Properties
Dutchess County 499 Properties
New Paltz 99 Properties
Kerhonkson 68 Properties
Fishkill 52 Properties
Philipstown 44 Properties
Highland 42 Properties
Rhinebeck 37 Properties
Town of Lloyd 37 Properties
Town of Stanford 31 Properties
Garrison 29 Properties

Frequently Asked Questions About Poughkeepsie?

What are the top holiday rentals in Poughkeepsie?

With numerous options available in Poughkeepsie, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Poughkeepsie:

How many holiday rentals have private pools in Poughkeepsie?

Discover a selection of holiday rentals with private pools near Poughkeepsie with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Poughkeepsie are best for families?

If you're searching for a family-friendly holiday home in Poughkeepsie, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Poughkeepsie:

How many Casai.com holiday rentals are available in Poughkeepsie?

As of 2025, Casai boasts over 1119 properties listed in the Poughkeepsie area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Poughkeepsie.


People Also Ask

There are 1119 Poughkeepsie, NY Holiday Rentals

Recently Booked Holiday Rentals in Poughkeepsie