Discover the perfect vacation rentals in Constitution Island, Cold Spring New York, for a memorable getaway tailored to your preferences
Discover Your Perfect Constitution Island Vacation Homes
Best Vacation Homes in Constitution Island
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Why Choose Rent By Owner for your Constitution Island Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Constitution Island
When should you plan your Vacation Rentals stay?
Timing your visit to this scenic destination wisely can enhance your experience, so consider the seasonal variations and local climate when choosing the best time to book your vacation rentals here in the region.
Peak Season Highlights
Late Spring to Summer (May to August)
This is the warmest time of year, perfect for enjoying the scenic beauty and outdoor activities in the region. Expect vibrant natural scenery and lively local events that attract visitors seeking a lively getaway.
Early Fall (September to October)
During this period, the area showcases stunning fall foliage, making it an ideal time for scenic excursions and outdoor exploration. Temperatures are pleasantly mild, drawing many visitors who want to experience the region's natural charm.
Off-Season Highlights
Winter (November to February)
The quieter months bring cooler weather and fewer crowds, providing a peaceful retreat for visitors who prefer a more relaxed experience. It's an excellent time to enjoy cozy accommodations and indoor attractions nearby.
Early Spring (March to April)
As the region transitions from winter to spring, you can enjoy fewer tourists and the beginning signs of new growth in nature. This is a good time for travelers seeking tranquility and lower prices on vacation rentals.
Weekly Weather Forecast for Constitution Island
How to Book Your Constitution Island Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Constitution Island
Common Vacation Rentals Amenities
What amenities can you expect?
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
- Access to private or shared outdoor seating areas, perfect for enjoying the scenic views of the region.
- Well-maintained outdoor dining spaces to gather with family and friends amidst the natural surroundings.
- Beautifully landscaped gardens or lawns that invite relaxation and leisurely walks around your stay.
- Opportunities for outdoor grilling with provided barbecue facilities, ideal for outdoor cooking in this destination.
- Dedicated outdoor recreational spaces such as fire pits or lounges for evening gatherings under the stars.
- Availability of outdoor sports amenities, including areas for bocce, badminton, or volleyball, to enjoy active leisure.
- Access to picturesque patios or decks that offer panoramic views of the area's natural beauty.
Top Attractions Around Constitution Island
What attractions are nearby?
While staying here, you can explore nearby hiking trails, enjoy boat tours on the river, or visit charming local shops and eateries that showcase the area's rich history and scenic beauty.

Family Activities
- Fort Montgomery State Historic Site: Explore this historic site to learn about the area's military history and enjoy scenic views of the Hudson River.
- Hudson Highlands Nature Museum: Engage with family-friendly exhibits and outdoor nature programs that highlight the region’s rich natural environment.
- The Cold Spring Farmers’ Market: Discover local produce, handmade crafts, and delicious eats that provide a taste of the area's vibrant community spirit.
- Garrison Art Center: Participate in family art workshops or view contemporary artworks in a welcoming setting right here in the region.
Adult Activities
- Historical Tours: Explore the rich history of this destination by visiting local landmarks and engaging in guided tours that illuminate its past significance.
- Hiking Adventures: Enjoy scenic trails around the area, offering peaceful nature walks and spectacular views along the region’s well-maintained paths.
- Boating and Kayaking: Take advantage of nearby waterways for a relaxing day on the water, perfect for both beginners and experienced enthusiasts seeking tranquility.
- Local Dining Experiences: Savor the region’s culinary offerings at charming eateries that highlight the area's fresh ingredients and regional flavors.
Constitution Island Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Scenic Outdoors: Take advantage of the stunning natural surroundings by planning outdoor activities like hiking or kayaking to fully experience the area's picturesque landscape.
- Visit Local Landmarks: Discover the historic sites and cultural landmarks nearby to gain a deeper appreciation of this destination's unique heritage.
- Enjoy Waterfront Views: Choose accommodations with waterfront access or views to enhance your stay and immerse yourself in the region’s serene environment.
- Plan Ahead for Seasonal Events: Check the local calendar for seasonal festivals or events that can enrich your visit and provide authentic regional experiences.
Transportation Options
- Ferries: You can enjoy scenic ferry rides that provide a unique and relaxing way to travel between this area and nearby regions, offering picturesque views of the surrounding landscape.
- Private Boat Rentals: Opt for private boat rentals to explore the waterways at your own pace, giving you a flexible and personal transportation experience here.
- Local Taxis and Rideshare Services: Convenient taxi or rideshare options are available for quick and reliable travel within the region, ideal for reaching local attractions or amenities.
- Personal Vehicles: Driving your own car or renting one provides the freedom to explore more remote parts of the destination at your leisure, with easy access to the area's scenic spots.
Local Customs Options
- Respect for the Military Heritage: You’ll notice a deep reverence for the historical military significance that shapes this area’s local customs, especially around preservation and memorial practices.
- Community Celebrations: Participating in seasonal events and parades allows you to experience the area's strong sense of community and tradition firsthand.
- Farming and Local Produce: The region values its agricultural roots, often engaging in farmers’ markets and local food festivals that showcase fresh, regional produce.
- Environmental Conservation: Visitors are encouraged to respect natural surroundings, as sustainability and preservation efforts are integral to the area’s cultural identity.
Frequently Asked Questions About Constitution Island?
1. What are the top vacation rentals in Constitution Island?
There are a lot of options in Constitution Island. If you plan on staying in the Constitution Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Constitution Island:
- Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
- Updated Home w/Patio Half Mile to West Point
- Modern West Point House near USMA - 3 bed, 2 bath with Hot tub & Fire pit!
- Restored Historic Home 1 Mile from West Point
- Historic home at West Point on Main Street. 1 mile from Thayer Gate!
- Hudson Valley Heaven | a wooded oasis with modern amenities awaits you
- Walk to West Point from this 2-bedroom charmer
- Charming Cold Spring Village Home
- Luxury Garrison Retreat | Chef's Kitchen & Hot Tub
- Lovely 3BR Home with parking-Walk to WP Gate!
2. How many Rentbyowner vacation rentals are available in Constitution Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 78 in the Constitution Island 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 Constitution Island.
3. What is the cancellation policy for vacation rentals in this area?
4. Are there any specific check-in and check-out times I should be aware of?
5. How do I confirm my reservation and what is required at check-in?
6. Is there a minimum stay requirement for booking here?
7. What amenities are included with vacation rentals in this region?
Best Vacation Homes in Constitution Island
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