Poughkeepsie Ski Chalets
Cabin
10.0(97 Reviews)
1 Bedroom
1 Bath
5 Guests
940 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
CA $337/Night
7 Nights - CA $2,359
House
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
1097.92 ft²
- Parking
View- Air Conditioner
Internet
CA $208/Night
7 Nights - CA $1,456
CA $166/Night
7 Nights - CA $1,166
Cabin
10.0(27 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $379/Night
7 Nights - CA $2,650
House
9.9(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1356.25 ft²
Oceanfront- Parking
Skiing
Ocean View
CA $292/Night
7 Nights - CA $2,044
House
10.0(27 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $372/Night
7 Nights - CA $2,602
House
9.6(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1205.56 ft²
- Parking
- Internet
Pet Friendly
Child Friendly
CA $315/Night
7 Nights - CA $2,207
House
10.0(17 Reviews)
2 Bedrooms
1 Bath
6 Guests
1400 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
CA $370/Night
7 Nights - CA $2,587
House
9.5(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1819.1 ft²
- Parking
- Internet
- Child Friendly
Security/Safety
CA $342/Night
7 Nights - CA $2,394
Cottage
10.0(15 Reviews)
1 Bedroom
1 Bath
4 Guests
1050 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $286/Night
7 Nights - CA $2,002
Resort
9.3(120 Reviews)
114 Baths
444 Guests
1039.9 ft²
Private Pool
Private Beach- Oceanfront
- Hot Tub
CA $178/Night
7 Nights - CA $1,244
Cabin
10.0(13 Reviews)
2 Bedrooms
1 Bath
8 Guests
1100 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
CA $383/Night
7 Nights - CA $2,678
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
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:
- Historic 'Hardy House' on Main Street w/Fire Pit!
- Rock Inn Retreat: E Faye Jones style: Quartz wall bathroom: open floor plan.
- Bertucci's Country House
- Bertucci’s Country Cabin
- Twilight Lodge on Diamond Lake - Waterfront Home
- Cozy Cabin with river frontage yards from river launch for kayaking or fishing.
- Arkansas Lake House w/Private Dock!
- 4-bedroom lakefront house with private dock
- T-bird Lakefront Luxury | New Home | Sleeps 16
- Moat House on Crown Lake
2. How many Ski Chalets are available in Poughkeepsie?
Currently, the total number of properties listed by RBO in 2026 is over 201 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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- Parking
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New
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10.0(4 Reviews)
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4 Guests
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Cabin
10.0(3 Reviews)
1 Bedroom
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2 Guests
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House
10.0(3 Reviews)
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10.0(2 Reviews)
1 Bedroom
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10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
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- Kitchen
- Air Conditioner
CA $357/Night
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House
10.0(1 Review)
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