Summary:
🐻 Brand-New Private Pool + Poolside Lounge with TV (Seasonal)
🐻 10 Minutes to Jack Frost, 15 Minutes to Big Boulder
🐻 6-Person Hot Tub for Year-Round Relaxation
🐻 Game Room with Pool Table, Shuffleboard, Arcade & 10+ Games
🐻 Twilight-Ready Fire Pit with Adirondack Seating
🐻 Custom Bar with Direct Patio Access
🐻 Dining for 16 + 4 Additional Seats at the Kitchen Island
🐻 Expansive Deck with Outdoor Dining, Beer Garden Seating & BBQ Grill
🐻 7 Bedrooms + 13 Beds | Sleeps 16 Comfortably
The Space:
Welcome to Bear Hollow, a spacious Poconos ski chalet designed for unforgettable group getaways, family vacations, and celebrations. With a brand-new private pool, poolside outdoor lounge, 6-person hot tub, fire pit, game room, and space for up to 16 guests, Bear Hollow brings together everything you need for an incredible stay in the Poconos.
Outdoor Oasis
Step outside and enjoy your own private retreat surrounded by the trees. The seasonal private pool is paired with a comfortable poolside lounge and outdoor TV, making it easy to spend the day swimming, relaxing, or watching the game.
The expansive deck offers outdoor dining, beer garden-style seating, and a propane BBQ grill. In the evening, gather around the fire pit with Adirondack seating, or unwind in the 6-person hot tub under the stars.
For even more outdoor adventure, Lake Sinca is just minutes away, with private community access, a beach, fishing dock, and playground.
Main Level
The heart of Bear Hollow is the vaulted great room, featuring a comfortable leather sectional, fireplace, and plenty of space for everyone to gather.
The open-concept dining area features a handcrafted 16-seat dining table, with 4 additional seats at the kitchen island. The gourmet kitchen is fully equipped with ZLINE appliances and a 6-burner gas range, making group meals easy to prepare and enjoy together.
Large doors open directly onto the Trex deck, connecting the indoor living space with the outdoor oasis.
Bedrooms — Main Level
🐻 Primary Suite: King bed with private ensuite bathroom and walk-in shower.
🐻 Bedroom 2: King bed with a ski-inspired design.
🐻 Bedroom 3: King bed with a warm, rustic style.
🐻 Bedroom 4: King bed with a contemporary design.
🐻 Full hallway bathroom.
Lower Level
The lower level is built for entertainment, with a custom bar, family lounge, UHD Smart TV, fireplace, and a dedicated game room featuring a pool table, shuffleboard, arcade games, and 10+ board and card games.
A custom gaming high-top table provides the perfect spot for cards, drinks, and game nights.
Bedrooms — Lower Level
🐻 Bedroom 5: Captain's Quarters: King bed.
🐻 Bedroom 6: Two full-over-full bunk beds..
🐻 Bedroom 7: Two twin-over-twin bunk beds..
With 7 bedrooms and 13 beds, Bear Hollow comfortably accommodates groups of up to 16 guests while offering plenty of space to spread out, gather, and enjoy the Poconos together.
Bear Hollow is part of the Live Free Hospitality Collection.
Guest Access:
Guests have exclusive access to the entire Bear Hollow chalet, including all indoor and outdoor spaces and amenities.
Enjoy full private access to:
🐻 Private seasonal pool and poolside outdoor lounge with TV
🐻 6-person hot tub, available year-round
🐻 Fire pit with Adirondack seating
🐻 Game room with pool table, shuffleboard, arcade games, and board games
🐻 Custom bar and family lounge
🐻 Expansive deck with outdoor dining, beer garden seating, and BBQ grill
🐻 Fully equipped gourmet kitchen
🐻 Large private driveway with ample parking
Private Pool & Outdoor Lounge
• Make the most of your stay with Bear Hollow’s brand-new private outdoor pool and poolside lounge, surrounded by the peaceful wooded setting of the Poconos.
• The pool area features comfortable outdoor seating, a poolside lounge with a TV, and plenty of space to swim, relax, and spend the day outside. After sunset, head over to the 6-person hot tub or gather around the fire pit for a cozy evening under the stars.
• The pool is seasonal, typically open from May through September and closing for the winter beginning in October, weather permitting.
• Pool heating is available for $50 per day for every day of the reservation and requires at least 24 hours' notice. Pool heating is generally not necessary during June–September.
• Please note that the pool is not supervised by a lifeguard. Guests are responsible for supervising children and following all posted pool safety guidelines.
Lake Sinca Community Access
Guests also have access to the private community amenities at Lake Sinca, located approximately 5 minutes from the chalet, including a private beach, fishing dock, and playground.
Please note that lake access is a community amenity rather than part of the Bear Hollow property itself.
Check-In
Bear Hollow offers self check-in for a convenient arrival. Once your reservation is confirmed, you'll receive access instructions and a digital guidebook with everything you need for your stay.
Prior to your arrival, you'll receive a digital guidebook with check-in instructions, Wi-Fi details, local recommendations, and everything you need for a seamless stay.
The Neighborhood:
Bear Hollow is located in Greenwood Acres, a peaceful Pocono community surrounded by trees and nature while still being close to the area's most popular attractions.
Just minutes from the chalet, Lake Sinca offers private community access to a beach, fishing dock, and playground — perfect for enjoying a relaxing day outdoors.
Whether you're visiting for a family vacation, ski weekend, group getaway, or adventure-filled escape, Bear Hollow puts you within easy driving distance of some of the Poconos' best destinations:
• Jack Frost Ski Resort — about 10 minutes
• Jack Frost National Golf Club — about 8 minutes
• Big Boulder — about 15 minutes
• Camelback Resort — about 20 minutes
• Kalahari Indoor Waterpark — about 25 minutes
• Great Wolf Lodge — about 25 minutes
• Pocono Raceway — about 20 minutes
• Hickory Run State Park — nearby for hiking, nature, and outdoor adventures
• Local breweries and restaurants — a short drive away
Whether you spend the day exploring the Poconos or stay home enjoying the pool, hot tub, game room, and fire pit, Bear Hollow gives you the best of both worlds: a private retreat with easy access to everything the area has to offer.
Getting Around:
A vehicle is highly recommended when staying at Bear Hollow. The chalet is located in a peaceful Pocono community, and most restaurants, attractions, ski resorts, and shopping areas are easiest to reach by car.
Bear Hollow has a large U-shaped driveway with ample parking for guests.
Ride-share availability can be limited in the area, so we recommend having a car for the most convenient and flexible experience.
Other Things to Note:
🛟A few things to keep in mind before your stay:
Pool: The private pool is seasonal and typically opens in May, weather permitting, and closes for the winter beginning in October. Pool heating is available for $50/day for every day of the reservation and requires at least 24 hours' notice. Heating is generally not needed during June–September.
🐾 Pet-friendly! We love hosting furry friends ($150 per pet fee applies).
⚠️ Important: Guests not booked through Airbnb must provide a clear copy of government ID before arrival.
*Reservations made outside of Airbnb need to be paid in full at least 5 days prior to the check-in date. If not, the reservation will be subject to cancellation. Please ensure timely payment to secure your booking.*
Why Book Bear Hollow?
✔️ Perfect for large groups & families – 7 bedrooms, 13 beds, 16 person indoor and outdoor dining, two living areas large enough for everyone at one time, and entertainment for all ages.
✔️ Unmatched amenities – Custom game table, private pool, hot tub, shuffleboard, fire pit, outdoor lounge/TV, bar, and game room all in one home!
✔️ Ideal location – Close to lakes, hiking, skiing, and all that the Poconos has to offer.
**Important House Rules & Policies:**
• Minimum age to rent is 25
• Quiet hours are 9 PM – 8 AM. Please be mindful of our neighbors and the surrounding community.
• Life jackets are required for all residents and guests who use the lake (kayak, boat, any watercraft)
• Fireworks are not permitted at the property or within the community.
• A valid PA fishing license is required to fish in Lake Sinca
• Glass containers are prohibited at all community common areas-Beach and Lake area, playgrounds, roadways, etc.
• Alcohol is prohibited at all community common areas-Beach and lake area, playgrounds, roadways, etc.
• No smoking is permitted inside or outside the property.
🏡 Book your stay at Bear Hollow and experience the ultimate Poconos getaway!
🚨[DISCLAIMERS]
-We retain the right to report and prosecute all credit card fraud
-IDs and security deposits, when applicable, will be requested after booking
-No smoking inside or outside of this home. Subject to a $300 fine.
• Township Registration #: 021360
Interaction with Guests:
We’re available 24/7 by phone or message throughout your stay. Our local team is nearby and always happy to help with anything you may need, from questions about the home to recommendations for things to do in the Poconos.
You’ll also have access to a digital guidebook with helpful information about Bear Hollow and the surrounding area.
We’re here when you need us, but otherwise, the home is all yours to enjoy!