Sleeps 40 Heated Pool Hot Tub Game Room | Brookside Mountain Retreat | House in Stephentown

Welcome to Brookside Mountain Retreat by AvantStay!
Nestled in the rolling foothills between the Berkshires and New York’s Capital Region, Brookside Mountain Retreat is a sprawling countryside retreat where warmth, connection, and endless recreation come together. Designed for families, groups, and corporate gatherings, this all-season haven blends the charm of a classic lodge with the comfort and amenities of a private resort—all surrounded by sweeping mountain views and tranquil upstate beauty.
Step inside to discover expansive, light-filled interiors designed for gathering and relaxation. The open-concept living room invites conversation by the fireplace, while the adjoining dining hall offers seating for over 20 guests—perfect for shared meals and celebrations. In the heart of the home, the chef’s kitchen is equipped for culinary creativity, featuring a 36” stove, three refrigerators, dual dishwashers, and everything you need to cook for a crowd.
Entertainment flows easily from the indoors to the outdoors. The game room serves as the home’s social hub, complete with a full bar, pool table, foosball, air hockey, and a Sonos sound system. Outside, summer afternoons are made for lounging by the heated pool, soaking in the year-round hot tub, or grilling and dining on the spacious decks, with the soothing sounds of the on-site stream and nearby waterfall adding to the setting. As the sun sets, gather around the firepit or under the string lights by the sand volleyball court, where laughter lasts long into the night.
Thirteen private bedrooms—each with its own ensuite or shared bath—offer comfort and privacy for up to 40 guests. Thoughtful touches like cozy bedding, ample storage, and multiple lounge areas make it easy for everyone to unwind. Whether you’re hosting a multi-family reunion, team offsite, or wellness retreat, every corner of Brookside Mountain Retreat has been designed to bring people together.
Beyond the property, adventure awaits in every direction. Explore hiking trails and waterfalls nearby, hit the slopes at Jiminy Peak just minutes away, or spend the day exploring the Berkshires’ local art, dining, and culture before returning to your private haven in the hills.
AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more.
It’s no wonder city dwellers flock to the rolling foothills of upstate New York for a break from the daily grind. The region’s rural beauty and vibrant seasonal foliage offer a refreshing change of scenery—one that has long inspired artists drawn to its pastoral landscapes and quiet mountain views. Experience it firsthand by hiking nearby trails or visiting local farms to pick seasonal produce, from apple orchards in the fall to strawberry fields in the summer.
Local Attractions: Jiminy Peak Mountain Resort (skiing and year-round mountain activities), Corkscrew Rail Trail (scenic hiking and biking), Cherry Plain State Park (lake swimming, hiking, and picnicking), Stephentown Historical Society, The Ruins at Sassafras Museum in nearby New Lebanon, local orchards and pick-your-own farms for seasonal produce, Taconic Sculpture Park & Gallery, and easy day trips to the Berkshires’ cultural highlights, including Tanglewood and the Clark Art Institute.
Home Truths:
- This home allows up to 2 pets for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.
- Pool heat is available at $150 per night.
- All bookings over 30 days require a security deposit to be charged after booking. Include event and certain parties must pay a security deposit.
- Interested in hosting an event, prom, or undergraduate gathering? Reach out in advance to explore availability, options, and tailored pricing.
Parking Details:
- Parking available for up to 14 cars in the gravel lot.
This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.
As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.
Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.
There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.
As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.
IDs will be requested for verification after booking. All bookings over 28 days require a security deposit.
We report and prosecute all Credit Card Fraud.

Sleeps 40 Heated Pool Hot Tub Game Room | Brookside Mountain Retreat is located in Stephentown. Sleeps 40 Heated Pool Hot Tub Game Room | Brookside Mountain Retreat provides accommodation, featuring Pet Friendly, TV, Bedding/Linens, among other amenities. This House features Pet Friendly, TV, Bedding/Linens, to make your stay a comfortable one.

Sleeps 40 Heated Pool Hot Tub Game Room | Brookside Mountain Retreat has 13 Bedrooms , 12 Bathrooms, and max occupancy of 40 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Stephentown has interesting places to visit. If you want to learn more about the House in Stephentown, such as places to visit and things to do nearby, you can check below to learn more.