Cold Spring Winter Rental

10.0
Exceptional
(16 Reviews)
2700 ft² 12 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $562/Night For 7 Nights US $3,937
8.9
Fabulous
(7 Reviews)
645.83 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • View
  • Pet Friendly
US $305/Night For 7 Nights US $2,135
10.0
Exceptional
(6 Reviews)
1845 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $675/Night For 7 Nights US $4,723
9.8
Exceptional
(9 Reviews)
2400 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $495/Night For 7 Nights US $3,467
8.0
Excellent
(1 Review)
1666 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $927/Night For 7 Nights US $6,491
New
11 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $831/Night For 7 Nights US $5,816
10.0
Exceptional
(8 Reviews)
2400 ft² 6 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $1,533/Night For 7 Nights US $10,731
10.0
Exceptional
(4 Reviews)
6 Guests 4 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $960/Night For 7 Nights US $6,719
9.6
Exceptional
(37 Reviews)
8 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $222/Night For 7 Nights US $1,551
9.6
Exceptional
(14 Reviews)
650 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $273/Night For 7 Nights US $1,913
3.4
Average
(3 Reviews)
3000 ft² 12 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
US $500/Night For 7 Nights US $3,500
New
12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $797/Night For 7 Nights US $5,582

Why Choose Rent By Owner for your Cold Spring Winter Rental?

What makes our Winter Rental 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 Cold Spring

When should you plan your Winter Rental stay?

Understanding the ideal time to visit this charming area can enhance your winter experience, allowing you to fully enjoy the serene beauty and cozy ambiance that seasonal stays here offer during colder months.

Peak Season Highlights

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Fall (September to November)

During the fall, this destination offers vibrant foliage and outdoor activities that make your stay memorable. The region's crisp weather and scenic views are perfect for exploring nature while enjoying cozy winter rentals.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
winter
Winter (December to February)

The peak winter months attract visitors seeking snow-covered landscapes and seasonal festivities. Here, you can enjoy a tranquil retreat in winter rentals designed to keep you warm amidst the picturesque snowy surroundings.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F

Off-Season Highlights

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Spring (March to May)

In spring, the area begins to bloom with new life and milder weather, making it an ideal time for affordable stays before the busy summer season. Expect pleasant temperatures perfect for outdoor exploration from your winter rentals.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
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Early Fall (August to September)

Before the peak of leaf-peeping season, early fall offers fewer crowds and still-warm days, creating a perfect window for relaxed visits and off-peak winter rental bookings. The region’s scenic beauty is just beginning to change colors here.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Weekly Weather Forecast for Cold Spring

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.

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 fire pits for cozy evenings during your winter stay in this region.
  • Take advantage of spacious decks or patios to admire the scenic winter landscape.
  • Benefit from access to private or shared hot tubs to unwind after a day of exploring.
  • Make use of well-maintained snow-covered yards for winter activities and play.
  • Relax in outdoor lounge areas perfect for enjoying the crisp, fresh air.
  • Utilize nearby trails and pathways suitable for winter hiking or snowshoeing adventures.
  • Experience convenient parking options that keep your vehicle ready for winter excursions.
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Family Activities

  • Hudson Highlands State Park Preserve: Explore scenic hiking trails perfect for family adventures and enjoy breathtaking views of the surrounding region.
  • Cold Spring Waterfront Park: Relax by the river, take part in easy strolls, or try out some family-friendly fishing activities along the serene waterfront.
  • West Point Tours: Discover a fascinating military history with guided tours suitable for families interested in learning about this historic site nearby.
  • The Cold Spring Farmers Market: Visit local vendors to taste seasonal produce and handmade goods, providing a delightful cultural experience for all ages.
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Adult Activities

  • Hiking along the Hudson Highlands State Park Preserve: Explore scenic trails that offer breathtaking views of the river and surrounding landscapes, perfect for nature enthusiasts staying in the area.
  • Visiting local art galleries and studios: Discover vibrant art scenes with exhibitions showcasing regional talent, providing a cultural escape during your winter stay here.
  • Dining at waterfront restaurants: Enjoy delicious meals prepared with locally sourced ingredients while taking in picturesque river vistas, making your visit memorable.
  • Shopping in boutique stores and antique shops: Browse unique finds and handcrafted items in charming shops that capture the area's historic charm and artisanal spirit.

Other Places to Stay in Cold Spring, NY

Constitution Marsh Audubon Center and Sanctuary
Constitution Island
Chapel Restoration
Foundry Dock Park
West Point Foundry Preserve
Boscobel House and Gardens
Putnam History Museum
Stonecrop Gardens
Hudson Highlands State Park
Little Stony Point Park

Cold Spring Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your visit ahead: Secure your winter rentals early to ensure availability during peak seasons in this charming destination.
  • Explore local amenities and dining options: Take advantage of the area's cozy eateries and shops to enhance your stay in this scenic region.
  • Dress appropriately for the weather: Pack warm clothing and gear to fully enjoy outdoor activities amid the winter scenery here.
  • Respect the natural surroundings: Follow local guidelines to preserve the area's beauty while enjoying the tranquility of your winter retreat.

Transportation Options

  • Personal Vehicle Rentals: Navigating this charming area by car offers flexibility and convenience, especially when exploring nearby winter scenery.
  • Public Transit: Buses provide an affordable way to travel to and from the region, connecting you to larger transit networks in the area.
  • Taxi and Rideshare Services: These options allow for quick and direct transportation around the destination, ideal for short trips or airport transfers.
  • Bike Rentals: Embrace the scenic landscape by renting a bike, offering a healthy, eco-friendly way to explore the picturesque surroundings of this region.

Local Customs Options

  • Folk Art Traditions: Embrace the region's rich history of folk art by visiting local craft fairs and galleries that showcase handcrafted items unique to this area.
  • Seasonal Festivities: Participate in traditional winter celebrations, which often include community gatherings and seasonal parades that reflect the area's warm spirit during the colder months.
  • Respect for Nature: Locals hold a strong reverence for their natural surroundings, so it's customary to observe eco-friendly practices when exploring the scenic outdoors.
  • Community Hospitality: Visitors are often welcomed with genuine friendliness, especially during local events where sharing meals and stories is part of the regional hospitality customs.

Cold Spring Winter Rental Frequently Asked Questions

1. How many Winter Rentals are available in Cold Spring?

Currently, the total number of properties listed by RBO in 2026 is over 20 in the Cold Spring area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Cold Spring. 

2. What is the cancellation policy for winter rentals in Cold Spring, New York?

Cancellation policies vary by property. To understand the specific terms and potential refund options, please review the listing details or contact the property owner directly.

3. Are there any specific check-in and check-out times for winter rentals in this area?

Check-in and check-out times can differ depending on the rental property. Details are provided in the reservation listing, so be sure to review them or reach out to the host for clarification.

4. How do I ensure my booking for a winter rental is secure and confirmed?

Bookings are confirmed once you complete the reservation process through the platform. It is recommended to communicate with the property owner if you have any special requests or need confirmation before finalizing your stay.

5. What amenities are typically included in winter rentals in this destination?

Amenities vary by property but often include essentials like heating, Wi-Fi, and kitchen facilities. For a comprehensive list of what each rental offers, please refer to the property listing.

6. Is it possible to modify or extend my stay at a winter rental in this region after booking?

Modifications or extensions depend on the property's availability and policies. Contact the property owner directly to discuss your plans and see if they can accommodate your request.

More Rentals You May Like Near Cold Spring

New
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $748/Night For 7 Nights US $5,238
New
1200 ft² 5 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $391/Night For 7 Nights US $2,738
New
700 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $375/Night For 7 Nights US $2,624
New
1300 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $296/Night For 7 Nights US $2,071
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $270/Night For 7 Nights US $1,888
New
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Kitchen
  • Air Conditioner
  • Internet
US $162/Night For 7 Nights US $1,134
New
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Kitchen
  • Air Conditioner
  • Internet
US $152/Night For 7 Nights US $1,064
4.8
Average
(26 Reviews)
4200 ft² 24 Guests 7 Bedrooms 7 Bathrooms
Family Friendly Other
  • Private Pool
  • Pool
  • Balcony/Terrace
US $549/Night For 7 Nights US $3,843