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Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

Family-friendly stay with in-room kitchens in Monterey

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Fridge, microwave, oven, stovetop
Interior
4 bedrooms, iron/ironing board, WiFi, bed sheets
TV, fireplace, DVD player, books
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms5 bathroomsSleeps 123100 sq ft

Popular amenities

  • Dryer
  • Washer
  • Barbecue grill
  • Parking available
  • Fireplace

Explore the area

View in a map
Monterey, MA
  • Place, Ski Butternut
    ‪13 min drive‬
  • Place, Lee Premium Outlets
    ‪27 min drive‬
  • Place, National Shrine of the Divine Mercy
    ‪28 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪57 min drive‬

Room options

About the neighborhood

Monterey

On lake.Stay at this Monterey vacation home and you'll be within 2 miles (3 km) of Bidwell House Museum and 6 miles (10 km) of McLennan Reservation. Ashintully Gardens and Dry Hill are also within 6 miles (10 km).
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What's nearby

  • Ski Butternut - 13 min drive - 8.4 miles
  • Jacob's Pillow - 25 min drive - 16.3 miles
  • Lee Premium Outlets - 27 min drive - 10.8 miles
  • National Shrine of the Divine Mercy - 28 min drive - 19.0 miles
  • Tanglewood Music Center - 36 min drive - 26.2 miles

Getting around

  • Pittsfield Intermodal Transportation Center - 36 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 35 min drive

Restaurants

  • ‪Paige's Place - ‬14 min drive
  • ‪Grouse House - ‬12 min drive
  • ‪The Old Inn On The Green - ‬14 min drive
  • ‪Gedney Farm - ‬15 min drive
  • ‪SUBWAY - ‬8 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.

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

The lakeside house is built on a 1.1 acre lot with view of Lake Garfield. It is only a few minutes walk to the town's beach with life guards on site. This one-level modern home has vaulted ceilings throughout. There are two master suites with king beds and two other bedrooms with queen beds. A walk out deck from one of the master bedrooms so you can enjoy morning coffee. Three common spaces include a loft for guests to chill out. A new washer and dryer is in one of the guest bathrooms. The kitchen with new stainless steel appliances is equipped with premium cooking tools and pots. Guests can hang out at the kitchen counter bar stools while someone is preparing meals. A gas grill is available on the front deck which can be accessed from the kitchen or the great room. There are two gas fireplaces to keep you cozy at night time.

In the summer, Jacob’s Pillow Dance Center and Tanglewood Music Center are about 25 to 30 minutes away. In the winter, Ski Butternut resort is about 10 minute drive. Monterey is a small secluded town with one general store, the Bidwell Museum and a few small farms where you can get fresh milk, eggs, pork, chicken, maple syrup, goat cheese, fruits and vegetables. It is only a 15 minute drive to Great Barrington where local gift shops, organic grocery stores and farm-to-table and gastronomic restaurants are located. If you like shopping, Lee Premium Outlets is 15 minutes away.

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Property amenities

Beach

  • Beach loungers

Ski

  • Close to skiing

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car required
  • Onsite parking options include a garage

Kitchen

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

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Stereo
  • TV

Outdoor areas

  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • On a lake

Things to do

  • Kayak
  • Fishing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby

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
  • Deadbolt lock

General

  • Garden
  • Unit size: 3,100 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

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

Pets

  • No pets allowed

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 first aid kit and a deadbolt lock
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property Registration Number C0095811930

Property is also known as

Spacious Lakeside Berkshire Home Tanglewood Jacob's Pillow House
Spacious Lakeside Berkshire Home Tanglewood Jacob's Pillow
Spacious Lakeside Berkshire Home Tanglewood Jacob's Pillow House
Spacious Lakeside Berkshire Home Tanglewood Jacob's Pillow House
Spacious Lakeside Berkshire Home Tanglewood Jacob's Pillow

Frequently asked questions

How close is Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow to the airport?

This vacation home is 19.7 mi (35-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

Does Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow to the beach?

This vacation home is 19.1 mi (29-min drive) from Iroquis Waterfront.

Does Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow?

No, there is no casino at this vacation home, but Magnolia Bluffs Casino (24-min drive) is nearby.

What time is check-in at Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow?

Check-in begins at 3:00 PM.

Is there free parking at Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow?

Free parking is not available at this vacation home.

Does Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow have a pool?

This vacation home does not have a pool.

Does Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow have a spa?

There are no spa services available at this vacation home.

How close is Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow to downtown Monterey?

This vacation home is 0.8 mi away from Monterey.

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 91 out of 97 reviews
Rating 8 - Good. 6 out of 97 reviews
Rating 6 - Okay. 0 out of 97 reviews
Rating 4 - Poor. 0 out of 97 reviews
Rating 2 - Terrible. 0 out of 97 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Susan g.

Liked: Cleanliness
A wonderful home in a great location. Home is clean, well equipped, and roomy enough for nine of us. A kid friendly beach is a short walk away. Everyone in our group fully enjoyed our time in Monterey!
Stayed 8 nights in Aug 2025

10/10 Excellent

Neema H.

Liked: Cleanliness

Great getaway in the Berkshires

Beautiful property. Large and really well-kept. Perfect for a weekend getaway with friends. Check-in was easy and straightforward.
Stayed 3 nights in Jul 2025

10/10 Excellent

Meghan M.

Liked: Cleanliness

Beautiful and Large House in the woods

This house was beautiful and exactly the place for a family trip (6 adults, 3 kids). Central air was key on hot days, the amount of bathrooms ideal for 9 people! Host was very accommodating and quick with communication. Enjoyed the kayaks and paddle boards at the lake (we had a truck to make it easier, but they could be walked down to the town beach, which isn’t too far!). All TVs are set for casting or using your own accounts (not that we watched too much tv!). Place was big enough for my toddler to nap and not have everyone too close to wake her. Would recommend!
Stayed 3 nights in Jun 2025

10/10 Excellent

Kirsten A.

Liked: Cleanliness

Really Great place

amazing home, great communication with the host.
Stayed 3 nights in Feb 2025

10/10 Excellent

Karen M.

Liked: Cleanliness

Great stay near Butternut

Took family on a trip to Butternut and this was the perfect house for my family of 5. House was clean and cozy, bed comfortable and lots of space for my 3 kids. Easy drive to downtown Great Barrington. We would stay here again in the future.
Stayed 3 nights in Feb 2025

10/10 Excellent

Randy P.

Liked: Cleanliness

Ski Weekend

Cindy's place is perfect for a family getaway - the floor plan is open - there is natural sunlight throughout the entire house and the views are incredible. The first floor has multiple places to hang out with 2 living room areas to gather for some family fun. There is also a beautiful loft to enjoy TV or just relax on the couch's. The kitchen has everything you need to stay in and cook meals and has seating at the island that can accommodate 4. There is also a dining room which would accommodate up to 10 at the same table. The kitchen, bathroom, and bedrooms were all fully stocked with all the essentials you need. The house was extremely clean and comfortable, clearly designed thoughtfully to accommodate guests. We used the gas fireplace's every night we were there - plenty of space for all eight of us to sit comfortably and enjoy the warmth of the fire. There is also an area on the main floor to watch TV and there is a wrap around couch to accommodate up to eight people. There is also an added bonus a 2 car garage that we used since there was a storm the weekend we stayed - so nice not to have to scrape/take the snow off the cars. The host is nice and very professional, and easy to reach out to if needed and responds right away. I would highly recommend staying here if you plan on visiting the Berkshires.
Stayed 3 nights in Feb 2025

10/10 Excellent

MaryEliza M.

Liked: Cleanliness

Lovely Trip

Great location and beautifully appointed house. Cindy is very helpful and responsive.
Stayed 3 nights in Nov 2024

8/10 Good

Gloria O.

Liked: Cleanliness

Great

Cozy and full of usable amenities that would your vacation superb.
Stayed 4 nights in Sep 2024

10/10 Excellent

Barbara S.

Liked: Cleanliness

Retreat

Very clean, spacious, and comfortable. Property manager’s information was helpful.
Stayed 3 nights in Oct 2024

10/10 Excellent

Linda P.

Liked: Cleanliness

Sisters weekend

Very clean. Very well stocked kitchen. Comfortable beds and seating areas. Beautiful views from front deck. Perfect.
Stayed 3 nights in Sep 2024

10/10 Excellent

Kelly V.

Liked: Cleanliness

Nice home!

Very nice home. Enjoyed our stay!
Stayed 3 nights in Aug 2024

10/10 Excellent

James W.

Liked: Cleanliness

Wonder vacation

We thoroughly enjoyed our stay at this home in the Berkshires. The house was lovely and nicely accommodated our family with adult children and grandchildren. The house was clean and very comfortable. And, being so close to a small beach for swimming and boating was terrific. We had easy access to much of what the Berkshires have to offer. We hope to return!
Stayed 7 nights in Jul 2024

10/10 Excellent

Nancy C.

Liked: Cleanliness

Beautiful home!

The property was wonderful! The exterior looked very well maintained but did prepare us for just how lovely the inside would be. Was extremely spacious and looked like a gigantic log cabin. Each room was spotless and very nicely decorated. The thing that my husband & I loved the most was that our master/king bedroom was located on the west side of house and all the others were on the east side. Since we tend to prefer a cooler home climate than the others do, we were able to control our own thermostat, especially at night for sleeping! The living and dining areas were very nice and cozy. Our only complaint was that the Living Room did not have a TV. But there was a TV in the loft area, which was beautiful! There was another tv in the other master bedroom. Being that we were there for a family reunion , to catch up with each other,the missing Tv wasn’t an issue. The kitchen was beautiful and well equipped. The view from front porch was very pretty! The was also a side porch. We all agreed that a fire pit there would have completed the magnificent home! Would definitely recommend!!
Stayed 3 nights in Apr 2024

10/10 Excellent

Marilyn B.

Liked: Cleanliness

Friend’s getaway

We had a wonderful long weekend. House was exceptionally clean and completely well stocked. Ample room for 6 adults. Beautiful souroundings outside perfect for walks. Decor was lovely and host made everything easy to find and mahage. Highly recommend.
Stayed 3 nights in Oct 2023

10/10 Excellent

Richard B.

Liked: Cleanliness

Berkshires

Great time,nice place
Stayed 3 nights in Sep 2023

8/10 Good

Kristen K.

Liked: Cleanliness

Family Getaway

The house was very clean and well stocked. Remote quiet location.
Stayed 4 nights in Sep 2023

10/10 Excellent

Zach M.

Liked: Cleanliness

Awesome stay

Perfect long weekend stay for a group of 10 including kids. The house is huge with lots of great amenities. I would definitely recommend to anyone wanting to visit the Berkshires with a large group. Local beach was great also and everyone there super friendly.
Stayed 3 nights in Sep 2023

10/10 Excellent

Joe G.

Liked: Cleanliness

Summer house

Spacious, well equipped, lovely house and property. Very nice beach nearby. One minor inconvenience. Kayaks have to be brought back and forth to the beach daily. Not a long walk but it is a hill.
Stayed 7 nights in Aug 2023

10/10 Excellent

Robert K.

Liked: Cleanliness

Summer 2023

Well appointed home for a family vacation. Nice lake for swimming and kayaking. Plenty of nearby attractions for all ages!
Stayed 7 nights in Aug 2023

10/10 Excellent

Barbara S., Pittsford NY

Liked: Cleanliness

A memorable gathering of siblings

My siblings and I gathered with our significant others in this well equipped and comfortable house nested in the woods in the Berkshires. We enjoyed sharing memories in this quiet setting. The beds were so comfortable, we all slept well. We were sorry we couldn’t see the lake from the deck because of trees and foliage but we were able to walk to the beach. We didn’t use the kayaks as they were too heavy for the group (all over 75). We enjoyed our trips to Jacobs Pillow and the Norman Rockwell museum. We spent our evenings gathered around the house’s large dining table eating our evening meal while laughing about our youth.
Stayed 4 nights in Aug 2023

10/10 Excellent

Barbara P.

Liked: Cleanliness

Great vacation home with friends

The house was great for our group of 4 couples, plus two of our young adult children for part of the time. Communication with Cindy was terrific! The house is lovely, spacious, bright, comfortorable, and well furnished. The kitchen is the best rental kitchen I've ever stayed in. It was great sitting in the living room and on the deck looking out on the lake, and it's a short walk to the beach. It's close to both Great Barrington and Lee. The only minor downside for us was that, although there was lots of space when we were in smaller subgroups, it was a bit crowded for all 10 of us to be together in the same space for meals or socializing. (for example: the patio table has 6 chairs, plus 3 adironack chairs that don't work well for sitting at the table. The livingroom sectional is comfortable but we needed to bring in some dining room chairs to all be in the livingroom at once). That being said, I'd still gladly stay at Cindy's house again.
Stayed 9 nights in Jul 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness

Wedding weekend

Traveled from NC and Las Vegas for a family wedding. Lovely house, perfect for the seven of us. Had a swim in the lake and made some good memories. The house had everything we needed and then some! Very spacious and comfortable. I highly recommend the home. Cindy was great to work with.
Stayed 3 nights in Jul 2023

10/10 Excellent

Susan P.

Liked: Cleanliness

Cousins trip

Just wonderful
Stayed 3 nights in Jun 2023

10/10 Excellent

Jeff P.

Liked: Cleanliness

Family Vaca

We stayed for a week in this beautiful Berkshire home with our adult children, their spouses and our one grandchild. There is so much room in this place that we never felt crowded. There are wonderful common areas inside and outside including two decks. The kitchen is well stocked. Appliances and decor are first class. The lake is a three minute walk. Lee, Great Barrington, and Lenox are all easily accessible, as well as some great local hikes and gardens. Check out Bob’s Way and Ashintully Gardens. we would definitely consider staying here again.
Stayed 7 nights in Jun 2023

10/10 Excellent

CHRISTIAN T.

Liked: Cleanliness

Graduation celebration

We had a fabulous time.The house was very spacious allowing our big family to get together and celebrate our Son's high school graduation. We love that everything was labled and easy to find and Cindy was very helpful and accessible. Definitely looking forward to going back to enjoy the lake thats only a few steps away!
Stayed 4 nights in May 2023