Entire chalet

Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.

3 bedrooms, desk, iron/ironing board, travel cot
Property grounds
View from property
Interior
Interior

Reviews

9.8 out of 10

Exceptional

Entire chalet

3 bedrooms1 bathroomSleeps 8167 sq m

Popular amenities

  • Washer
  • Parking available
  • Barbecue grill
  • Outdoor space
  • Air conditioning
  • Kitchen

Explore the area

Map
Monterey, MA
  • Beartown State Forest
    7 min drive
  • Otis Ridge
    12 min drive
  • Pittsfield Intermodal Transportation Center
    40 min drive
  • Hudson, NY (HCC-Columbia County)
    59 min drive

Room options

About the area

Monterey

At this chalet you'll be 3.7 km (2.3 mi) from Beartown State Forest and 4.1 km (2.6 mi) from Bidwell House Museum. Highlights at this chalet include a kitchen, a washing machine and free WiFi. .This smoke-free chalet offers a garden and barbecues. .Sights within a 15-minute drive of this Monterey chalet include Ashintully Gardens and McLennan Reservation.

What's nearby

  • Otis Ridge - 12 min drive
  • Ski Butternut - 16 min drive
  • Jacob's Pillow - 22 min drive
  • Lee Premium Outlets - 22 min drive
  • National Shrine of the Divine Mercy - 27 min drive

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 39 min drive

Restaurants

  • ‪Grouse House - ‬10 min drive
  • ‪The Old Inn On The Green - ‬18 min drive
  • ‪Gedney Farm - ‬18 min drive
  • ‪Farmington River Country Store - ‬12 min drive
  • ‪Fratelli's Restaurant & Pizza - ‬11 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.

Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.

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.

Property manager

Greg Glassman

Languages

English, Spanish

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the accommodation: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Wood stove

Entertainment

  • Evening entertainment
  • Games
  • Music library
  • Piano
  • Smart TV
  • Stereo
  • Video games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains
  • On a lake

Things to do

  • Kayak

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: 1,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Should mind young children on deck/loft/outside

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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 is managed by a private host, not a professional engaged in trade or business. On-site 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 deadlock in all accommodation.

Property Registration Number C0129641930

Property is also known as

Private Cozy Retreat w Magic View! March Reduced!
Private Cozy Retreat w Magic View! 15 Mins to Ski Butternut!
Private Cozy Retreat w Magic View! Thanksgiving Just Reduced!
Private Cozy Retreat w Magic View Room for All! Peep the Leaves!

Frequently asked questions

Are there any beaches close to Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.?

The closest beach to Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut. is Iroquis Waterfront (15.4 km).

Does Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut. have a pool?

No, this chalet doesn't have a pool.

Is Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut. family-friendly?

You bet! With amenities such as a BBQ, children's dinnerware and children's books, it's no surprise that Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut. is a winner with our family travellers.

Is there a free airport shuttle available at Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.?

No, Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut. does not offer an airport shuttle service.

What time are check-in & check-out at Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut.?

No, pets are not allowed.

Berkshires Hilltop Retreat w Magic View! 15 mins to Ski Butternut. Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 18 out of 21 reviews" "
Rating 8 - Good. 3 out of 21 reviews" "
Rating 6 - Okay. 0 out of 21 reviews" "
Rating 4 - Poor. 0 out of 21 reviews" "
Rating 2 - Terrible. 0 out of 21 reviews" "

9.2/10

Cleanliness

Reviews

10/10 Excellent

Daniel C.

Liked: Cleanliness
Beautiful home in Monterey, MA
Beautiful well kept house in the Berkshires, great view and layout. Close to amazing nature and Great Barrington if you need anything. Wonderful trip!
Stayed 3 nights in May 2024

10/10 Excellent

Hugh M.

Liked: Cleanliness
Great Berkshires Getaway
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.
Stayed 2 nights in Dec 2023

10/10 Excellent

sheila g.

Liked: Cleanliness
Great R&R
Fantastic home to unwind and enjoy the beauty of true peace and quiet.
Stayed 6 nights in Jun 2023

10/10 Excellent

Andrew R., Pelham, US

Liked: Cleanliness
Peaceful Getaway
The space was great for our family and gave us a nice relaxing trip away from the city.
Stayed 3 nights in May 2023

10/10 Excellent

Tori B.

Liked: Cleanliness
Perfect quiet getaway
I stayed three nights at Greg & Meg’s Monterey cabin with best friends of 30+ years and we had a wonderful time. The home is well-appointed and comfortable, with beautiful lake and mountain views. Our hosts were communicative but gave us space. It rained the entire four days, but we were cozy with the wood stove and enjoyed a movie night in the downstairs space the last night. Not a ton to do in the area but that’s what we wanted — a wine tasting and a brewery, a restaurant meal here and there, and the Norman Rockwell museum was more interesting than I’d expected. It was just enough, really - totally relaxed weekend. We even had a movie star sighting while eating brunch at the Southfield Store (delicious French toast btw!). Already looking forward to our next visit. Thank you!
Stayed 3 nights in Apr 2023

10/10 Excellent

Jamie Z.

Liked: Cleanliness
A great ski house!
We had a wonderful time at this house (our second time visiting) and really appreciate how responsive the hosts are to any small issues that arise! It is a great space for families with a cozy living room and an excellent basement for kids to relax in, and it's proximity to Butternut makes it a great choice for skiers.
Stayed 8 nights in Feb 2023

8/10 Good

Nicole T.

Liked: Cleanliness
Ski weekend
What a wonderful place to call “home” for a long ski weekend with friends, 4 adults and 4 kids. The finished basement was perfect for the kids to sleep and play while the adults enjoyed the main floor and upstairs bedroom. The view of the mountains, lake and sunset was icing on the cake. The location of the house to Butternut Ski and Great Barrington made it a great place to get away but have access to fun activities, shopping, and restaurants.
Stayed 3 nights in Dec 2022

10/10 Excellent

Elizabeth P.

Liked: Cleanliness
Family refresher
We stayed here with our daughter and son-in-law and their two boys, 6 and 3. The house was spotlessly clean and very well supplied, and we loved the pictures and books. The view really is extraordinary, and sitting on the deck looking out at the lake and listening to the wind in the trees was totally restorative. We went to the town beach daily, which was a great pleasure. The only cultural thing we did was to visit the beautiful garden at the Bidwell House Museum, highly recommended!
Stayed 4 nights in Aug 2022

10/10 Excellent

Frank G.

Liked: Cleanliness
Beautiful view, peaceful lake
We enjoyed our week here, a very comfortable house that is well equpped for both good weather and the occasional rainy day. Great view of the mountains and lake, nearby farm stands and all the cultural attractions of Western Mass in the summer. We hope to visit again.
Stayed 7 nights in Jul 2022

10/10 Excellent

Justin E.

Liked: Cleanliness
Great property
Great property & house. Very clean, good amenities & sleeps a group of people easily.
Stayed 2 nights in May 2022

10/10 Excellent

Envera E.

Liked: Cleanliness
Super cozy
Highly recommend! Cabin/house is very nice, clean and specious. Having no pats allowed was the major reason I picked this place it was a great decision. Ski areas are near by, beautiful view and house has everything you need (dishes, spices, paper towels, towels, blankets, coffee maker, Wi-Fi, board games for kids, books, wood for wood stove, soap/shampoo..) it’s awesome. Owner was very responsive and helpful every time I had a question.
Stayed 3 nights in Feb 2022

10/10 Excellent

Jane C.

Liked: Cleanliness
New Years Eve Fun
Great house for a New Years gathering with friends. Although fogged in the entire weekend, the spacious welcoming basement provided all the room we needed to welcome in the new year. Greg is a very understanding and welcoming host, promptly responding to and if possible accommodating requests. Just a pleasure to communicate with. The lot of land itself does not provide much outside area for games etc. but given the weather and the opportunities in the Berkshires, it was not an issue. The house is well stocked with supplies and cooking needs and was very clean. We had a great stay.
Stayed 3 nights in Dec 2021

10/10 Excellent

JOSEPH G.

Liked: Cleanliness
Ideal Berkshire Home
Really wonderful home with a great view. Check in was very easy and Greg and Meg were available and quick to respond to any questions. Would absolutely stay here again. Thank you for a fantastic week relaxing with family.
Stayed 5 nights in Nov 2021

8/10 Good

Alice P.

Liked: Cleanliness
Beautiful views! Responsive host!
Thank you for a lovely stay. Beautiful views and Greg was available whenever we had questions. Thanks!
Stayed 4 nights in May 2021

10/10 Excellent

Marc U.

Liked: Cleanliness
Ideal 4 Day Get Away
This property was perfect for our first venture out in over a year. The views were wonderful, the neighborhood quiet and the hosts were fantastic.
Stayed 4 nights in May 2021

10/10 Excellent

Nancy W.

Liked: Cleanliness
Wonderful place to relax and check out The Berkshires
I rented this absolutely beautiful home with 4 other friends to celebrate my 60th birthday. It had amazing views of the morning moonrise and the sunset looking out over Lake Garfield and the mountain ridges. So spectacular. The house is so cozy especially with the wood burning stove. Beds are super comfortable and the house is very clean. It also has a great location! I'd love to return in a different season and explore the lake too.
Stayed 2 nights in Jan 2021

10/10 Excellent

Sam M.

Liked: Cleanliness
Great spot for a getaway
This was an awesome house to get away for a weekend. It has enough space for several people to stay comfortably, and was clean and as advertised. It's secluded but you can take a quick drive to get groceries, go hiking, or check out one of the cool towns nearby. The view is incredible too, as is the woodstove! Communication with the owners was also great, and they were quick to respond to the few questions we had. I would definitely stay here again and recommend anyone who is looking for a quiet weekend with friends or a basecamp for exploring the Berkshires to do the same.
Stayed 3 nights in Oct 2020

8/10 Good

James M.

Liked: Cleanliness
Great View Off the Deck
Nice country cabin. Plenty of room for the four of us. Great internet connection for our two adults who were on "working vacations."
Stayed 4 nights in Oct 2020

10/10 Excellent

Verified traveller

Liked: Cleanliness
Amazing weekend!
We had such an amazing stay at the Hupi Views house :) Myself and my friends escaped the city for a weekend to enjoy some foliage and fall fun at the Hupi Road house in the Berkshires and we were not disappointed. The view from the deck alone made the whole weekend worth it! There was plenty of space for my group and the house had everything we needed. Greg was very responsive and helpful the whole weekend. The house is super cozy and we couldn't of had a better time. Will definitely be staying again in the future! :)
Stayed 3 nights in Oct 2020

10/10 Excellent

Karen S., Georgia

Disliked: Cleanliness
Outstanding View of Garfield Lake and Rolling Mountains
Everything was so homey. Waking up to That View was Exhilarating! Glass from floor to ceiling. Beds were comfy and plenty of warm blankets. Didn't get to use the woodstove because the house was toasty even though it was 47 degrees at night. It is fully stocked with most any dishes and cookware that you may need for cooking. We cooked in every meal. It was one of the best vacations I have ever had.

10/10 Excellent

JT B., Boston

Great Cabin!
Our group had an amazing holiday weekend! The view of the lake and the wood stove made for a cozy, relaxing and fun stay!
Stayed 3 nights in Dec 2018