Discover Your Ideal Cold Spring, New York Vacation Rentals for a Memorable Getaway
Discover Your Perfect Cold Spring Vacation Homes
Best Vacation Homes in Cold Spring
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Cold Spring Luxury Rentals
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Cold Spring Pet Friendly Vacation Rentals
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
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- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
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- Pet Friendly
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Cold Spring Large Vacation Homes
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Why Choose Rent By Owner for your Cold Spring Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Cold Spring
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit this charming destination can enhance your experience, so consider planning your stay during the season when the region's natural beauty and local events align perfectly with your vacation preferences.
Peak Season Highlights
Spring (April to June)
Experience the vibrant renewal of the area as flowers bloom and the scenery comes alive, making it an ideal time for outdoor activities and exploring local attractions.
Fall (September to November)
Enjoy the stunning fall foliage that transforms this destination into a picturesque view, perfect for scenic drives and cozy evenings in your vacation rentals.
Off-Season Highlights
Winter (December to February)
During these months, you'll find fewer crowds and enjoy the peaceful beauty of the winter landscape, ideal for a quiet retreat in your rental accommodations.
Summer (July to August)
While summer offers warm weather perfect for outdoor exploration, this is also when the region can be busier, so consider booking early for your stay.
Weekly Weather Forecast for Cold Spring
How to Book Your Cold Spring Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Cold Spring
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
- Enjoy outdoor dining spaces perfect for meals amid the scenic views of the region.
- Relax in a private hot tub or spa area to unwind after exploring nearby attractions.
- Take advantage of spacious patios or decks ideal for entertaining guests or relaxing outdoors.
- Make the most of lush gardens and landscaped yards that enhance your outdoor experience.
- Utilize fire pits or outdoor fireplaces for cozy evenings under the stars.
- Access well-maintained walking trails or paths directly from the property for outdoor adventures.
- Benefit from outdoor recreational facilities such as grills, picnic areas, or sports courts available at select rentals.
Top Attractions Around Cold Spring
What attractions are nearby?
Enjoy a variety of outdoor activities, charming local shops, and scenic trails just moments from your Cold Spring vacation rental, making this destination perfect for exploring the natural beauty and small-town charm of the region.

Family Activities
- Boscobel House and Gardens: Explore this historic estate with its beautiful gardens, offering an educational and engaging experience for families interested in local history and scenic views.
- Bear Mountain State Park: Enjoy outdoor pursuits like hiking, picnicking, and nature walks at the nearby park that provides stunning vistas of the Hudson River and accommodates all ages.
- The Hudson Highlands Fjord Trail: Discover family-friendly trails along this scenic route, perfect for walking or biking, which showcase the natural beauty of the region.
- Cold Spring Waterfront Park: Spend relaxing days by the water, where you can stroll along the shoreline, watch boats, and let the kids enjoy open grassy areas.
Adult Activities
- Hiking along the Hudson Highlands State Park: Immerse yourself in scenic trails offering breathtaking views of the river and surrounding mountains.
- Exploring local art galleries and boutiques: Discover unique artworks and handcrafted items that showcase the region's vibrant creative community.
- Enjoying a scenic cruise on the Hudson River: Experience an expert-guided boat tour to appreciate the area's natural beauty and historic landmarks from the water.
- Visiting historic sites and museums: Dive into the area's rich history through insightful exhibits and preserved landmarks just moments from your vacation rental.
Other Places to Stay in Cold Spring, NY
Cold Spring Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local outdoor scenery: Take advantage of this destination's scenic trails and parks to enjoy hiking, biking, or simply relaxing amidst nature.
- Plan ahead for dining options: Discover the area's charming eateries and local markets to experience authentic regional cuisine during your stay.
- Immerse yourself in the community’s arts and culture: Visit local galleries, craft shops, or attend cultural events to get a true sense of this destination's vibrant artistic scene.
- Make the most of nearby attractions: Use your vacation rentals as a comfortable base to explore popular sights and activities that highlight the region’s unique charm.
Transportation Options
- Metro-North Railroad: You can easily access this destination via the Metro-North Railroad, which offers convenient train service connecting to New York City and other regional hubs.
- Car Rental Services: Renting a car here provides flexible transportation to explore the scenic region at your own pace, with multiple rental agencies available nearby.
- Local Taxis and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available for quick, reliable trips within the area and to surrounding destinations.
- Public Bus Transit: The local bus system offers an affordable way to reach popular spots around this charming part of the region without the need for personal vehicle use.
Local Customs Options
- Folk Music Traditions: Embrace the locally cherished folk music that reflects the area's rich Appalachian heritage, often showcased during community gatherings.
- Farmers' Market Customs: Participate in the region’s farmers’ markets where fresh, farm-to-table produce is celebrated as a vital part of local culture.
- Historic Preservation Practices: Respect the ongoing efforts to preserve historic structures, which are integral to maintaining the area's unique character and charm.
- Community Festivals: Join in the lively festivals that highlight traditional crafts, food, and music, offering an authentic glimpse into local customs and hospitality.
Frequently Asked Questions About Cold Spring?
1. What are the top vacation rentals 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 Vacation Rentals in Cold Spring:
- Charming Home in Cold Spring -18 mil or 30 mins drive to West Point
- Cold Spring Mountain Retreat
- Spacious 5-bedroom house in the woods in Cold Spring just 5 minutes from town
- Hudson Valley's Nature Experience with Incredible Views!
- Dreamy Hudson Valley Cottage w/State Park Views
- Countryside Motel
- FARMHOUSE With BARN
- Countryside Motel
- 1780 Hudson Valley Farmhouse
- Welcome to Garrison Woods Getaway, where joy waits around every corner
2. Which vacation homes in Cold Spring are best for families?
If you are looking for a family-friendly vacation home in Cold Spring, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cold Spring:
3. How many Rentbyowner vacation rentals are available in Cold Spring?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 33 in the Cold Spring 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 Cold Spring.