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Annandale Luxury Rentals

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Annandale Pet Friendly Vacation Rentals

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Annandale Large Vacation Homes

7.0 (3 Reviews)
Apartment
modsuites
  • Air Conditioner
  • Parking
  • Security/Safety
View Availability
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Why Choose Rent By Owner for your Annandale Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Annandale

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as seasonal variations in this region influence everything from weather to local activities, making it important to consider when planning your stay in Annandale, Red Hook, New York.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather ideal for outdoor activities and exploring the area's scenic beauty.

Average Temperature Daytime: around 80°F - Nighttime: around 60°F
autumn
Fall (September to November)

The autumn season offers pleasant temperatures and vibrant foliage, making it a perfect time to experience this destination's natural charm.

Average Temperature Daytime: around 70°F - Nighttime: around 45°F

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences cooler temperatures with occasional snow, providing a peaceful setting for cozy getaways.

Average Temperature Daytime: around 35°F - Nighttime: around 20°F
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Spring (March to May)

Springtime brings milder weather and blossoming scenery, offering a quieter experience before the busy summer season begins.

Average Temperature Daytime: around 55°F - Nighttime: around 35°F

Weekly Weather Forecast for Annandale

How to Book Your Annandale Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Annandale

More Top-Rated Vacation Rentals in Annandale Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor space with a patio or deck for relaxing and entertaining.
  • Take advantage of spacious yards perfect for outdoor activities or family gatherings.
  • Make use of a barbecue grill to enhance your alfresco dining experience amidst the scenery of this region.
  • Benefit from access to scenic walking trails or nature paths nearby for outdoor exploration.
  • Relax in a hot tub or outdoor spa that offers tranquility after a day of exploring the area.
  • Utilize outdoor seating areas designed for enjoying sunsets and the regional atmosphere.
  • Experience the convenience of parking facilities suitable for vehicles used to explore this destination's outdoor attractions.

Top Attractions Around Annandale

What attractions are nearby?

Within this charming area, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and cultural richness of Red Hook, making it an ideal choice for your stay in the region.

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Family Activities

  • Red Hook Pier:** You can enjoy a relaxing day exploring the historic pier, taking in scenic views, and watching local fishing activity along the waterside.
  • Local Farmers Market:** Visiting this vibrant market gives you the chance to taste fresh, regional produce and experience the region's lively community atmosphere.
  • Hudson River Cruises:** Embark on a memorable boat cruise that offers stunning views of the river and surrounding landscapes, ideal for family adventures near here.
  • Red Hook Recreation Area:** This outdoor space provides opportunities for picnicking, sports, and enjoying nature with your loved ones during your stay in the area.
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Adult Activities

  • Wine Tasting Tours: Explore renowned local wineries and indulge in tastings that showcase the region's rich viticultural heritage.
  • Farmers' Markets: Visit vibrant markets offering fresh, farm-to-table produce, perfect for sampling regional flavors and supporting local artisans.
  • Art Galleries and Studios: Discover the area's thriving arts scene by browsing contemporary galleries and meeting local artists showcasing their work.
  • Enjoy scenic hikes, kayaking, or leisurely walks along picturesque trails and waterfronts that highlight the region’s natural beauty.

Other Places to Stay in Annandale, NY

Montgomery Place
Montgomery Place Vacation Rentals
Hessel Museum of Art
Hessel Museum of Art Vacation Rentals
Bard College
Bard College Vacation Rentals
Annandale on Hudson
Annandale on Hudson Vacation Rentals
More Places to Stay Near Annandale

Annandale Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Discover the region's culinary scene by trying local eateries and markets to truly experience here’s authentic flavors.
  • Plan Outdoor Activities: Take advantage of the area's natural beauty with outdoor pursuits like hiking or picnicking in scenic spots nearby.
  • Visit Nearby Attractions: Use your vacation rental as a base to explore the surrounding attractions and immerse yourself in the local culture.
  • Optimize Your Stay: Communicate with your host for personalized recommendations to make your time here memorable and tailored to your interests.

Transportation Options

  • Car Rentals: Renting a car is a convenient way to explore the region surrounding Annandale and enjoy flexible travel options during your stay.
  • Taxi Services: Taxi services in this area offer reliable transportation that can quickly get you to local attractions or the airport with ease.
  • Public Transit: Local bus and train systems provide an affordable and practical way to navigate around the broader Red Hook community and nearby towns.
  • Bike Rentals: For eco-friendly and scenic travel within the region, bike rentals are a popular choice for exploring at your own pace.

Local Customs Options

  • Local Farming Traditions: The area often celebrates its agricultural roots through seasonal farmers' markets and harvest festivals, reflecting a deep connection to the land.
  • Artisan Craftsmanship: You might notice the community’s pride in handcrafted goods, which are commonly featured at local markets and craft events in this region.
  • Community Festivals: Annual events like neighborhood fairs showcase the area's vibrant cultural spirit and provide an authentic experience for visitors.
  • Respect for Nature: Here, environmental consciousness influences customs such as sustainable farming practices and eco-friendly local initiatives.

Frequently Asked Questions About Annandale?

1. 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:

2. How many vacation rentals have private pools in Annandale?

There are 27 vacation rentals with private pools near Annandale. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

4. How many Rentbyowner vacation rentals are available in Annandale?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 291 in the Annandale area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Annandale. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual property listing. It is recommended to review the specific terms on the listing page or contact the host directly to understand the applicable rules and any potential fees.

6. How do I know if a vacation rental in this destination is available for my travel dates?

Availability depends on the current bookings for each property. You can check real-time availability by entering your desired dates on the listing page, or reach out to the property owner for more detailed information.

7. Are there any extra fees or deposits required when booking a vacation rental here?

Additional fees such as cleaning charges, security deposits, or service fees may apply. Details about these costs are typically outlined in the listing, or you can inquire directly with the host before confirming your reservation.

8. What amenities are typically included in vacation rentals in this region?

Most properties offer essential amenities like Wi-Fi, fully equipped kitchens, and parking. To ensure specific features meet your needs, review the listing details carefully or contact the owner directly.

9. How do I proceed with booking a vacation rental in the area?

To book a property, select your preferred dates on the listing page and follow the booking instructions provided. If you have special requests or questions, contacting the host beforehand can help ensure a smooth reservation process.