Poughkeepsie Ski Chalets
Ski Chalet
10.0(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
Spa
Fireplace/Heating
Balcony/Terrace
Kitchen
US $368/Night
7 Nights - US $2,573
Ski Chalet
10.0(1 Review)
1 Bedroom
3 Baths
6 Guests
204.51 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Kitchen
US $605/Night
7 Nights - US $4,232
Ski Chalet
10.0(15 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $678/Night
7 Nights - US $4,743
Ski Chalet
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
1097.92 ft²
Breakfast- Pet Friendly
- Kitchen
Parking
US $238/Night
7 Nights - US $1,666
Ski Chalet
3 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $454/Night
7 Nights - US $3,177
Ski Chalet
3 Bedrooms
2 Baths
4 Guests
Hot Tub- Spa
- Fireplace/Heating
- Kitchen
US $412/Night
7 Nights - US $2,884
Cottage
10.0(234 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $224/Night
7 Nights - US $1,568
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
7 Guests
16145.86 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
US $274/Night
7 Nights - US $1,918
House
10.0(1 Review)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $192/Night
7 Nights - US $1,346
Cottage
10.0(86 Reviews)
1 Bedroom
1 Bath
3 Guests
540 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $273/Night
7 Nights - US $1,908
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
2497.23 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $402/Night
7 Nights - US $2,814
House
10.0(71 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $334/Night
7 Nights - US $2,339
People Visiting Poughkeepsie Also Like
Why Choose Rent By Owner for your Poughkeepsie Ski Chalets?
What makes our Ski Chalets special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Poughkeepsie
How to Book Your Poughkeepsie Ski Chalets
What's our booking process?
Our platform allows you to browse a curated selection of ski chalets. 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 Poughkeepsie
Common Ski Chalets Amenities
What amenities can you expect?
Our Ski Chalets 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
Other Places to Stay in Poughkeepsie, NY
Hudson Valley
Lower Hudson Valley
Dutchess County
New Paltz
Kerhonkson
Fishkill
Highland
Town of Stanford
Rhinebeck
Accord
Gardiner
Philipstown
Frequently Asked Questions About Poughkeepsie Rental Ski Chalets
1. What are the top Ski Chalets in Poughkeepsie?
There are a lot of options in Poughkeepsie. If you plan on staying in the Poughkeepsie area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Poughkeepsie:
- Hudson Valley, the Gunks - Beautiful Cottage
- Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
- Luxury Upstate NY Home on 5 Acres w/Hot Tub. Great for Families & Groups
- Mountain View escape
- Charming Brick House -Hudson Valley
- Best of both worlds! Amazing views plus an easy walk into town!
- Splendid Isolation: Private Luxury. Breathtaking Modern Villa On Hudson Bluffs.
- Red Barn Retreat - Shawangunk Mountains Getaway
- Modern Home With Stunning Mountain Views
- MODERN COUNTRY HOME -1 mile Rhinebeck village
2. How many Ski Chalets are available in Poughkeepsie?
Currently, the total number of properties listed by RBO in 2026 is over 6 in the Poughkeepsie area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Poughkeepsie.
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House
10.0(1 Review)
14 Bedrooms
8 Baths
29 Guests
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- Fireplace/Heating
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10.0(35 Reviews)
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House
10.0(25 Reviews)
2 Bedrooms
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House
10.0(24 Reviews)
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