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Bear Hollow

Serene and Spacious Chalet in a Superb Location—10 Minutes to Woodstock
5 1 review
  • Mount Tremper
  • Chalet

Welcome to Bear Hollow, a spacious and modern chalet-style home with mountain views and stylish interiors—just 10 minutes to Woodstock and 2.5 hrs from NYC!

Sitting on 5 serene acres, this 3 bed, 3 bath home perfectly accommodates 6 adults, (*and up to 10 including children*) Enjoy bright and airy interiors, a cozy wood-stove, elevated deck, family/TV room, guest bedrooms with deck access & an upper-level primary suite.

Nearby towns: Woodstock (10 mins), Phoenicia (16 mins)

6

Guests

3

Bedrooms

3

Bathrooms

Rooms and Beds

Bedroom 1

king beds: 1
1
  • Main Floor
  • Window Coverings: Blinds
  • A/C: None
  • A split unit air conditioner cools the main floor
  • Bedroom 2

    queen beds: 1
    2
    • Main Floor
    • Window Coverings: Blinds
    • A/C: None
    • A split unit air conditioner cools the main floor

    Bedroom 3

    queen beds: 1
    3
    • Upper Level
    • Ensuite Bathroom
    • A/C: Portable Unit
    • Window Coverings: Blinds
    • Desk

    Lower Level

    bunk beds: 2

    Features and Amenities

    Air conditioning
    Hammock
    Shower gel
    Blender
    Barbeque utensils
    Conditioner
    Baking sheet
    Cleaning products
    Wine glasses
    Dining table
    Outdoor seating (furniture)
    Bathtub

    Rates and Availability

    Taxes and fees are additional

    Need Help With Flexible Dates or a Longer Term Rental?
    Let Us Find You The Perfect Home!

    House Rules

    ARRIVAL
    Check-in is at 4pm unless otherwise agreed to in writing.

    DEPARTURE
    Check-out is by 11am unless otherwise stated in writing. The cleaner will be arriving shortly after to begin preparing for the next renters.

    AGE REQUIREMENT
    Primary guest booking must be 25 years or older. The person booking should also not have any negative reviews.

    PETS
    Pets are not permitted at this property. Failure to disclose any pets in advance may result in additional fees or penalties.

    SMOKING
    No smoking is permitted inside the house. If you must smoke, please do so outside and dispose of butts properly. Any violation of this policy is subject to a $500 fee.

    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.

    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.

    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.

    BUGS
    To avoid unwanted bugs and critters, please do not leave food out or doors open. As well, lyme, a tick-born disease, is a concern in the Hudson Valley and Catskills regions. Please be mindful by wearing long pants and sleeves while hiking or playing outdoors, and remember to check yourself, kids, and pets daily for ticks.

    WINTER WEATHER:
    In the winter, we recommend a car with four-wheel drive that can handle the snow and slippery roads. While we have someone that plows and salts the roads, weather in the area can be unpredictable so please check and plan accordingly.

    Location

    5
    8/11/2025
    2025.08.12
    Reviews for Bear Hollow
    8/11/2025
    2025.08.11
    2025.08.11

    Price Details

    When
    Member-Only Feature
    Extended Availability Booking Request
    Member-only feature

    Want to plan further ahead? Join our membership program to unlock the ability to request stays beyond our standard booking dates.