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Silver Ridge - Hilltop Chalet with Sweeping Views

House in Hillsdale, NY

8 guests·4 bedrooms·4 bathrooms
4.9 · 34 reviews

Why you'll love this stay

Location & Accessibility

Location & Accessibility

Easy drive from NYC and Boston to a private hilltop escape.

Outdoor Living

Outdoor Living

Expansive lawns and decks foster effortless outdoor gatherings.

Group & Family Friendly

Group & Family Friendly

Ideal for multigenerational getaways with private suites and shared spaces.

Property details

Perched high on the hills above Hillsdale, Silver Ridge is a perfectly-sited contemporary mountain lodge offering sweeping views of the Hudson Valley and total privacy. This stunning property features sunset and mountain views to the west, bathing the interiors in natural light. With 9.8 acres of lawn, mature landscaping, and woods, this secluded haven is just 2.5 hours from NYC & Boston, providing the perfect escape. Pets: Not allowed. Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants. Reason: Not suitable for children and infants. Additional rules: AGE REQUIREMENT Primary guest booking must be 25 years or older. PETS Sorry, pets are not permitted at this property. SMOKING No smoking is permitted inside the house. If you must smoke, please do so outside and dispose of butts properly.. EXCESSIVE CLEANING FEES We kindly ask that guests treat the home with care and respect. Should the property require cleaning beyond the standard turnover—due to excessive mess or incidents involving bodily fluids such as blood, vomit, or waste—a $500 fee may apply. Any linens or furnishings damaged beyond repair will also be subject to replacement charges. These situations are considered outside the scope of routine housekeeping and require specialized attention to ensure the safety and well-being of our team. MID-STAY CLEANING REQUIREMENT For stays of 28 nights or longer, a guest-paid mid-stay cleaning is required. The cleaning will be scheduled at a mutually convenient time during your stay. The cost varies by property and will be confirmed before scheduling. ACCURATE GUEST COUNT The number of guests must be accurately disclosed at the time of booking. While we don’t charge extra for additional guests up to the home’s maximum occupancy, this information is essential so we can properly prepare and stock the home. Please note that penalties may apply if guest counts are inaccurate or intentionally misrepresented. OUTSIDE SERVICE PROVIDERS Outside staff such as private chefs, massage therapists, or other service providers are welcome, but prior approval is required before they come on-site. SUPPLEMENTAL AGREEMENTS Guests may be required to sign a rental agreement. If applicable, it will be sent after the booking is confirmed. SEPTIC Please be mindful of the septic system and do not flush anything down the toilets or drains other than toilet paper. This includes any and all personal hygiene products, baby wipes, bleaches and strong chemical cleaners. The lodge style interiors features dramatic architecture, including a great room with soaring cathedral ceilings and a stunning ceiling-high stone fireplace, perfect for entertaining family and friends. The space is filled with natural light from large windows and doors, creating bright, inviting spaces with fresh air throughout. The large gourmet kitchen is a chef's dream, fully equipped with modern appliances, hickory cabinets, plenty of counter space, and an eat-in kitchen island. Adjacent to the kitchen, a spacious dining area with picture windows provides the perfect setting for meals and celebrations. Silver Ridge features four en-suite bedrooms, ensuring that everyone has their own private bathroom. Three bedrooms and all main living spaces are located on the second floor, while one bedroom and bath are on the first floor. A study and work nook near the elevated deck offers the perfect setup for productivity. Outdoor living is unparalleled with a large elevated deck with outdoor dining and a hammock, and a lower level stone terrace with another outdoor dining space with a BBQ grill and an outdoor wood-burning fireplace. These spaces are perfect for barbecues, leisurely afternoons with a good book, or simply soaking in the natural beauty that surrounds you. Additional features include a TV room/kids' playroom with plenty of space to spread out, and a garage equipped with an EV charger for your convenience. Located close to Copake Lake, the Taconic State Parkway, Hudson, Great Barrington, Tanglewood, skiing, and all the surrounding area has to offer, Silver Ridge combines amazing design, modern comforts and nature in one exceptional property! Located on the NY/Mass border, convenient to all the Berkshire cultural events and skiing to the East, and, to the West, the exciting ambiance of Hudson's art and music world, shopping and fine restaurants. The perfect location for weekend adventures. The thoughtful addition of the computerized generator guarantees peace of mind no matter what the weather brings. Hillsdale is at the nexus of the Berkshires and the Hudson Valley, where you'll find everything from gourmet food and coffee shops, to shopping, yoga, and more. You're also close to hiking in Taconic State Park, the Appalachian Trail, swimming and kayaking in nearby lakes, skiing at Catamount and Butternut, biking, horseback riding, arts, music, cultural institutions, and more.

Sleeping arrangements

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • EV charger

    EV charger

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

Guest reviews

Star icon 4.9 | 34 reviews
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J

Jeff

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October 2026

What an amazing weekend at the house! We had a wonderful time gathering with friends and family to enjoy the beautiful fall foliage. The house was everything we were looking for and more. We’re already looking forward to coming back next year!

J

Jennie

Great location, great location, great location!

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October 2025

I visited the house with a few friends for a reunion and birthday celebrations. The house was impeccably clean and super well stocked with everything you could need in the kitchen and otherwise. There is so much space and it’s perfect for gathering with friends or family. The 4 separate en suites made it super comfortable for everyone. I would 100% recommend and would love to stay there again. Also…. The view!!! Unreal!

M

Michael

Great location, great view, great location, great location,

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September 2025

House is absolutely beautiful. Quite large and can sleep many guests. Very warm and cozy and the balcony with the views is awesome. Has everything you need. All bedrooms had full bathrooms, which makes everything easier. Private and relaxing. Nice little town nearby with great food. Overall, very clean, modern, and comfortable home. Would suggest this house to anyway looking to get away and enjoy some peace and quiet. Would come back again for sure!

E

Elana

Great location, great view, great location, great location,

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August 2025

What a wonderful stay we had! We were a multigenerational family of 8 and the house was beyond perfect. Wonderful common areas, great, spacious kitchen, and luxurious bedrooms/baths for all to have private space. Stunning, contemporary decor and magnificent scenery and sunsets. We will be back!

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 11:00am

No pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

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