Why Choose Rent By Owner for your Cold Spring Ski Chalets?
What makes our Ski Chalets special?
Best Times to Visit Cold Spring
When should you plan your Ski Chalets stay?
Finding the ideal time to vacation here ensures you experience the best of the region's winter charm, allowing you to enjoy your ski chalets when the conditions are perfect for a memorable getaway in Cold Spring, New York.
Peak Season Highlights
Winter (December to February)
During the winter months, this area transforms into an ideal destination for enjoying snow-covered landscapes and winter sports. You can expect lively atmospheres and excellent conditions for your ski chalets.
Spring Break (March to April)
As the region transitions into spring, it attracts visitors seeking late-season skiing and scenic mountain views. The longer daylight hours provide more time to enjoy your stay in cozy ski chalets.
Off-Season Highlights
Early Fall (September to October)
In early fall, the area offers cooler temperatures with fewer crowds, making it a peaceful time to book your ski chalets and experience the changing foliage. It’s a quiet period for those wanting a serene escape.
Late Spring (May to June)
As the snow melts away, this season provides a tranquil atmosphere perfect for off-season visits. It’s an excellent opportunity to explore the area’s natural beauty without the winter rush.
Weekly Weather Forecast for Cold Spring
How to Book Your Cold Spring Ski Chalets
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Cold Spring
Common Ski Chalets 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
- Enjoy a private outdoor space with a patio or deck, perfect for relaxing after a day on the slopes in the region.
- Take advantage of outdoor dining areas to savor meals amidst the scenic mountain views typical of this destination.
- Look for outdoor fire pits or fireplaces to gather around and unwind during chilly evenings in this area.
- Many rentals feature spacious yards or gardens, ideal for outdoor activities or simply soaking in the fresh mountain air.
- Access to private balconies or verandas offers panoramic vistas of the surrounding natural beauty here.
- Some properties include outdoor hot tubs or plunge pools, providing luxurious relaxation after winter adventures.
- Explore nearby hiking trails or nature paths directly from your rental, allowing you to immerse yourself in the region's outdoors.
Top Attractions Around Cold Spring
What attractions are nearby?
While staying in your cozy ski chalet, you can explore a variety of outdoor activities nearby, including scenic hiking trails and charming local shops that showcase the area's natural beauty and small-town charm, making it an ideal destination for those seeking adventure and relaxation in this picturesque region.
Family Activities
- Visit the Hudson Highlands State Park Preserve: Enjoy a family-friendly hike with scenic views and outdoor adventures in this beautiful park nearby.
- Explore Cold Spring's Antique Shops: Discover unique treasures and handcrafted items that offer a memorable shopping experience for all ages.
- Take a Riverboat Tour on the Hudson River: Experience the area's natural beauty and fascinating history aboard a leisurely boat trip suitable for families.
- Attend Local Festivals and Events: Participate in seasonal festivals and community gatherings that showcase the region's vibrant culture and traditions.
Adult Activities
- Hiking along the Hudson Highlands State Park Preserve: Enjoy scenic trail walks with breathtaking views of the river and lush landscape, perfect for experiencing the area’s natural beauty.
- Exploring local art galleries and studios: Discover the region's vibrant arts scene by visiting unique galleries showcasing local talent, ideal for a cultural escape.
- Dining at farm-to-table restaurants: Savor fresh, locally sourced cuisine at some of the area's acclaimed eateries, making each meal memorable during your stay.
- Taking a historic walking tour: Immerse yourself in the region’s rich history through guided or self-guided tours of charming streets and historic landmarks.
Other Places to Stay in Cold Spring, NY
Cold Spring Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to align your stay with seasonal festivals or markets that add to your experience in this scenic region.
- Explore Nearby Nature Trails: Take advantage of the numerous outdoor trails to enjoy the natural beauty surrounding your ski chalet, enhancing your outdoor adventure here.
- Book Your Ski Equipment Early: Secure your gear ahead of time to ensure availability and a smooth start to your winter activities in this popular ski destination.
- Utilize Local Dining Options: Discover cozy eateries nearby to indulge in local flavors after a day on the slopes, making your stay more memorable and convenient.
Transportation Options
- Personal Vehicles: Renting or driving your own car offers the most flexibility for exploring the area and reaching nearby ski resorts comfortably.
- Public Transit: Local bus services provide an affordable and convenient way to navigate the region without the hassle of parking or traffic delays.
- Shuttle Services: Private or shared shuttles operate between popular destinations, making it easy to get to ski slopes and accommodations without worry.
- Taxi and Rideshare: Taxis and rideshare options like Uber or Lyft are readily available here, providing quick transportation options especially during snowy conditions.
Local Customs Options
- Dutchess County Fair This regional event showcases local agriculture and crafts, offering a glimpse into the area's rich rural traditions.
- Hudson Valley Cuisine Dining here often involves traditional recipes passed down through generations, emphasizing farm-to-table freshness and seasonal ingredients.
- Historic Preservation Practices Locals take pride in maintaining their historic architecture and landmarks, reflecting the region’s appreciation for its cultural heritage.
- Community Festivals Throughout the year, residents celebrate with lively festivals that highlight local music, art, and seasonal customs, fostering a welcoming atmosphere for visitors.
Frequently Asked Questions About Cold Spring Rental Ski Chalets
1. What are the top Ski Chalets in Cold Spring?
There are a lot of options in Cold Spring. If you plan on staying in the Cold Spring area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Cold Spring:
- Charming Countryside Farmhouse Loaded with Amenities
- Relaxing Lake Retreat in Cold Spring
- Bright/modern escape : nestled in the forest, walk to the village & train
- Beautiful 2 bedroom unit offered by Gina
- Village Home: West Point Graduation, Summer 2024. Hiking, Main St. Hudson River
- 3BR/2BA (+studio) with Yard in Beautiful Wooded Cold Spring neighborhood
- Garrison Woods Getaway: Guest House w/Screened Porch and Mountain Views
- Cold Spring Vacation Rental 11 Mi to Beacon
- Vacation Rental 6 Mi to Appalachian Trail Entrance
- Willow Lane Country RV SITE ONLY - sewer+water+metered elec
2. How many Ski Chalets are available in Cold Spring?
Currently, the total number of properties listed by RBO in 2026 is over 34 in the Cold Spring area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Cold Spring.


























