289+ Rental Villas and Private Getaways in Annandale |
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Annandale Vacation Rentals & One Degree Stays Homes

About Annandale Vacation Rentals

There are more than 289 vacation rentals that are available in Annandale. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Annandale.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Annandale, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Annandale. Places to stay near Annandale are 785.17 ft² on average, with prices averaging US $542 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Annandale with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Annandale

Type Count
Vacation Homes 184
Holiday Apartments 42
Cottages 15
Villas 2

Use these Quick Filters to Find a Vacation Rental in Annandale

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect 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

OneDegreeStays 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 vacation rentals in Annandale?

There are a lot of options in Annandale. If you plan on staying in the Annandale area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Annandale:

How many vacation rentals have private pools in Annandale?

There are 26 vacation rentals with private pools near Annandale. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Annandale are best for families?

If you are looking for a family-friendly vacation home in Annandale, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Annandale:

How many onedegreestays vacation rentals are available in Annandale?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 289 in the Annandale area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Annandale. 


People Also Ask

There are 289 Annandale, NY Vacation Rentals

Recently Booked Vacation Rentals in Annandale