Entire home

Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat

Vacation home near Jiminy Peak Mountain Resort in Stephentown

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Interior
Outdoor spa tub
Exterior
Pool
Dining

Entire home

13 bedrooms13 bathrooms604 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Stephentown, NY
  • Place, Taconic Ridge State Forest
    ‪4 min drive‬
  • Place, Jiminy Peak Mountain Resort
    ‪6 min drive‬
  • Place, Tanglewood Music Center
    ‪32 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪20 min drive‬

Room options

About the area

Stephentown

In Stephentown .You'll be within 2 miles (3 km) of Taconic Ridge State Forest and 6 miles (10 km) of Mountain Coaster with a stay here. Zema's Nursery and Alpine Super Slide are also within 6 miles (10 km).

What's nearby

  • Taconic Ridge State Forest - 4 min drive - 2.5 km
  • Jiminy Peak Mountain Resort - 6 min drive - 7.6 km
  • Tanglewood Music Center - 32 min drive - 49.9 km
  • University at Albany - 38 min drive - 53.8 km
  • Colonie Center Mall - 39 min drive - 55.6 km

Getting around

  • Pittsfield Intermodal Transportation Center - 24 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive

Restaurants

  • ‪Stewart's Shops - ‬9 min drive
  • ‪Blueberry Hill Market Cafe - ‬10 min drive
  • ‪Cumberland Farms - ‬2 min drive
  • ‪Old Man Jeff’s Barbecue Company - ‬24 min drive
  • ‪Proprietor’s Lodge - ‬22 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat

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.

Similar properties

Property amenities

Pool/Spa

  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 13 bedrooms
  • Bedsheets provided

Bathroom

  • 12.5 bathrooms
  • Shower
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Deck/patio
  • Firepit
  • Garden

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location

Things to do

  • Billiards/pool table
  • Foosball table

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 6,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

61ceb335-56de-11f0-835e-43393a99894e

Frequently asked questions

How close is Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat to the airport?

This vacation home is 14.1 mi (21-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

Does Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat?

No, there is no casino at this vacation home.

What time is check-in at Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat?

Check-in begins at 4:00 PM.

Is there free parking at Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat?

Free parking is not available at this vacation home.

Does Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat have a pool?

Yes, there's a private pool.

Does Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat have a spa?

There are no spa services available at this vacation home.

How close is Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat to downtown Stephentown?

This vacation home is 2.5 mi away from Stephentown.

Sleeps 40 • Heated Pool • Hot Tub • Game Room | Brookside Mountain Retreat Reviews