Beautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach

Monterey, Massachusetts
$364 avg/night
Bed 3

Bed

Bath 1

Bath

Home Chalet

Property Type

Sleep 8

Max Sleeps

Please enjoy our little slice of paradise! Perched just up the hill from Lake Garfield, The Hupi House offers a truly magical view of the lake and mountains for miles beyond. Let breathtaking sunsets be your evening entertainment! Inside you will find a stocked kitchen, high-quality appliances and bedding, fast wifi, and wooded seclusion. Outside you will find swimming, kayaking, hiking, leaf-peeping, star-gazing, skiing...Minutes to Ski Butternut, Great Barrington, Jacob s Pillow, Tanglewood.

The Space

Our place is a beautiful rustic house in the woods with quiet privacy, the modern amenities you need to feel at home, and a view you will talk about after your visit ends. Easy access to Lake Garfield (lake access included), 10 Minutes from Ski Butternut, 15 minutes from Great Barrington.

The main first floor living area is a lovely open space with galley kitchen, woodstove, ample seating for dining and relaxing. Sliding doors lead to the deck with lounge chairs and grill. Two bedrooms and a bathroom with tub round out the main level.

Upstairs you have a master suite: a lovely tucked away loft with proper closing door, king bed, tv, and en suite bath with shower.

Downstairs is a finished lower level with two twin beds, a queen sleeper sofa, den area w tv/video games, piano, laundry area, and doors that open to the outside under the deck. This is a flexible area, perfect for kids, well-appointed for adults.

Guest Access

Our house is a conveniently situated location from which to visit countless Berkshires attractions, including Tanglewood, Jacob s Pillow, Norman Rockwell Museum, W.E.B. Dubois National Historic Site, The Bidwell House Museum, Animagic Museum of Animation, Bard College at Simon s Rock, Berkshire Theater Festival, Berkshire Int l Film Festival, hiking at Umpachene Falls and Beartown State Forest, and a bit over an hour drive from MassMOCA. The charming towns of Great Barrington, Lenox and Stockbridge are all 15-20 minutes away. Lake Garfield Beach is a 20-minute walk or 4-minute drive down the hill. Ski Butternut, a hub for Northeast skiers, is a 10-minute drive, and a major attraction for winter travelers.

Interaction with Guests

The house is yours and you will not be disturbed by us. Should you need anything we are always available over phone/text/email, and we have reliable local help, should problems arise.

Other things to note:

--The kitchen/main living space is only accessed by stairs, so keep that in mind for those with additional accessibility needs.

--The driveway is quite twisty! We recommend, minimally, a front wheel drive vehicle for winter stays.

--Parents with small children should be advised that any playing on the deck or at the foot of the deck/front side of the house must be monitored for safety, as there are spaces for a wee one to sneak thru the deck railing, and as there is a steep drop off into woods in front of the house.

—We aim to allow people to feel as comfortable here as possible, always are trying to improve guests’ experiences, and are almost always reachable and quickly responsive to any issues that arise. While we are here to help, guests should know it is not a hotel, but a lovely, rustic house in the woods. There are quirks; our patio door leaves a small crack which does not create any noticeable draft but does not seal tight. Some light switches were installed in strange places. We are as diligent as possible in the battle vs critters, as the woods is their home too, but there will occasionally be signs of a country mouse. It is on the side of a small mountain and there are storms that take the power out a few times a year. Workers can be hard to get here quickly. This is just life up here in the Berkshires, and we want guests to come with appropriate expectations so everyone is happy.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1800 Sq Ft (167 Sq M)
  • KITCHEN

    Coffee Grinder Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Kayak On Site
  • ENTERTAINMENT

    Evening Entertainment Games Music Library Piano Stereo Video Games Smart TV
  • LIVING SPACES

    Living Room Wood Stove
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location In The Mountains On The Lake
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Emma S.

    Submitted Feb 12, 2026

    Stayed Feb 5, 2026

    Greg and Meg were super responsive and on it. We loved the wood stove and the view and spent a lot of time looking through their gorgeous art and object books. We stayed at their cozy, comfortable home on one of the coldest days of the year (-5 degrees F, felt like -20). The basement got cold but not unmanageable and there were lots of warm blankets and a space heater. Greg was super accessible to coordinate with us and the plow guy (we got 2-3 inches of snow! it was gorgeous). I am very grateful for this home!

  • Kamille N.

    Submitted Jan 11, 2026

    Stayed Jan 9, 2026

    Beautiful house my friends and I loved it there perfect cozy cabin vibes :)

  • JoAnn M.

    Submitted Aug 25, 2025

    Stayed Aug 18, 2025

    Idyllic, beautiful vistas, full relaxation and fun a reality for all ages, with a wonderful lake, forest, ponds, trails, and towns nearby, but not too close :-)

  • Geert e.

    Submitted May 26, 2025

    Stayed May 24, 2025

    Tastefully decorated, great view, and lots of peace and quiet. All the amenities worked, and the house was equipped with everything you need. A great place for families or a larger group of close friends. Would definitely recommend

  • Joe B.

    Submitted Jan 12, 2025

    Stayed Jan 8, 2025

    Short couples getaway to recharge. The house was perfect and the wood stove kept the house toasty through the cold windy stay. HINT: coming from NY/NJ, buy your groceries as you pass through Great Barrington and save that extra trip.

  • Elspeth C.

    Submitted Jan 4, 2025

    Stayed Jan 1, 2025

    Exactly as it seems in the photos. I spent most of my time on the couch, soaking in the view.

  • Daniel C.

    Submitted May 6, 2024

    Stayed May 3, 2024

    Beautiful well kept house in the Berkshires, great view and layout. Close to amazing nature and Great Barrington if you need anything. Wonderful trip!

  • Hugh M.

    Submitted Jan 4, 2024

    Stayed Dec 30, 2023

    Greg and Meg’s cabin is a perfect place for a getaway. Location is great and tucked away in the middle of the Berkshires with lots of things to see and do. The wood stove and old school record player made for an amazing ambience.

  • sheila g.

    Submitted Jun 18, 2023

    Stayed Jun 8, 2023

    Fantastic home to unwind and enjoy the beauty of true peace and quiet.

  • Andrew R.

    Submitted May 30, 2023

    Stayed May 26, 2023

    The space was great for our family and gave us a nice relaxing trip away from the city.

Your dates are Available!

Total

Includes taxes and fees
$364+
View details