291+ Private Villas and Holiday Rentals in Annandale |
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Annandale Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Annandale

Discover more than 291 vacation rentals available in Annandale. 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 Annandale.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Annandale, 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 Annandale. On average, places to stay near Annandale offer 780.61 ft², with nightly prices averaging CA $748.

With Casai, finding and comparing holiday rentals in Annandale 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 Annandale

Type Count
Vacation Homes 188
Holiday Apartments 38
Cottages 16
Villas 2

Use these Quick Filters to Find a Holiday Rental in Annandale

★ 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 Annandale.

Weather in Annandale, NY

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

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


Bard College
Montgomery Place
Hessel Museum of Art
Train Station
Culinary Institute of America
Kaaterskill Falls
Omega Institute
Franklin D. Roosevelt Presidential Library and Museum
Dutchess County Fairgrounds
Ulster Performing Arts Center
Saugerties Lighthouse
Millbrook Vineyards and Winery
Vanderbilt Mansion National Historic Site
Olana State Historic Site
Hudson Valley Mall
Home of Franklin D. Roosevelt National Historic Site
Forsyth Park
Old Rhinebeck Aerodrome
Bethel Woods Museum
Opus 40

Other Places to Stay in Annandale, NY


Montgomery Place 31 Properties
Hessel Museum of Art 28 Properties
Bard College 27 Properties
Annandale on Hudson 27 Properties

Frequently Asked Questions About Annandale?

What are the top holiday rentals in Annandale?

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

How many holiday rentals have private pools in Annandale?

Discover a selection of holiday rentals with private pools near Annandale 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 Annandale are best for families?

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

How many Casai.ca holiday rentals are available in Annandale?

As of 2025, Casai boasts over 291 properties listed in the Annandale area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Annandale.


People Also Ask

There are 291 Annandale, NY Holiday Rentals

Recently Booked Holiday Rentals in Annandale