Hidden Oasis in the Mountains by Evergreen Home

Pittsfield, Massachusetts
$774 avg/night
Minimum Stay 2 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

Evergreen Home Vacation Rentals invites you to this hidden oasis in the heart of the Berkshires. This attractive 5-bedroom home features a large, fully-outfitted kitchen, Tuft & Needle mattresses, and stunning mountain views.

Relax in the hot tub, enjoy the perennial gardens, or gather on the stone patio by the fire pit. Just 7 minutes to Bousquet Mountain and minutes from Lenox and Tanglewood, this is the perfect retreat for family and friends. Experience luxury and comfort—book today!

If you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.

The property is at the top of the hill overlooking October Mountain. You will need AWD/4WD in the winter to ascend the street and driveway. The views are gorgeous and the location is just perfect. All Berkshire attractions are easy to get to from this spot.

Guests will have private access to the entire home, and property.

A lovely colonial at the end of a quiet cul de sac with central air conditioning for summer nights & all the fixings to get warm & cozy after a day on the slopes.

The main floor of this home includes a fully equipped kitchen with a viking range perfect for cooking meals at home. A small dining area in the kitchen seats 4 guests with the formal dining room seating an additional 8 guests. The family room features gorgeous mountain views, plenty of comfortable seating, large TV and sound system. and a wood burning fireplace. Enjoy your morning coffee in the light filled screened in porch off of the family room.

An additional sitting room houses a wood stove and a collection of board games. It is adjacent to the music room which contains a beautiful piano and additional seating. The French doors off of this room lead into the library that houses some of the extensive book collection in the home. The library also doubles as the first floor bedroom with a queen sized bed. Also on the first floor is a full bath with a walk in shower and washer/dryer unit.

The second floor of this home contains the other four bedrooms. The primary bedroom and ensuite bathroom contains a king sized bed, TV, walk in closet, and a desk perfect for a private work space. The second and third bedrooms both feature queen sized beds. The final bedroom includes two twin XL beds both with twin trundle beds, accommodating up to four guests. An additional full guest bath with a tub/shower combo is located on this floor.

The basement of this home features a home gym, bar, pool table, and ping pong table. A tv area with kids games/play area is also located in the lower level.

The outside of this home is just as stunning and spacious as the inside. With beautiful mountain views and perennial gardens in the front and an expansive backyard with a fire pit, hot tub, outdoor dining table and BBQ you have everything you need right at home!

This property is a true gem, offering something for everyone. Hiking, skiing, shopping, theater, golf, lakes, nature preserves, museums, & amazing restaurants all close by.

The house is a short drive to both downtown Lenox (7 mins) and downtown Pittsfield (9 mins). A car is recommended to get around but biking is also an option, especially in warmer seasons. Downtown Pittsfield's Joseph Scelsi Intermodal Transportation Center has a bus station (Peter Pan, Bonanza, Greyhound, BRTA) and an Amtrak train station that provide regular service throughout the region and to major cities.

Look no further; this is your ideal home away from home!

Having a car will greatly enhance your ability to explore the Berkshires effectively.


⭐️ LOCATION: Perched at the top of a hill with breathtaking views of October Mountain, this property offers privacy and easy access to all Berkshire attractions. AWD/4WD is required in winter to navigate the street and driveway.

⭐️ PETS: Small, trained, hypoallergenic pets may be allowed on a case-by-case basis. Pets must be under 50 lbs, fully housebroken/trained, and cannot shed (even service animals) due to family allergies. $100 fee per pet applies if approved. Please contact us before booking to ensure your pet is safe for the property.

⭐️ PARKING: Free on-site parking is available.

⭐️ HOT TUB: Please keep the hot tub closed when not in use and ensure jets are off before leaving. Guests use at their own risk and should be aware of potential health considerations.

⭐️ FIRE PIT: May not be cleared during heavy winter snow. Shovels will be provided if snow covers the pit.

⭐️ DAMAGE PROTECTION: Your reservation includes a $20 accidental damage insurance fee, allowing you to relax and enjoy your stay with peace of mind. If any damage occurs, please notify us so we can arrange timely replacements for the next guest.

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

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • 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

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3596 Sq Ft (334 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Patio
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    3 Bathrooms Bathtub Hair Dryer Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Center Fitness Facilities Nearby
  • ENTERTAINMENT

    Books Games Pool Or Billiards Table Table Tennis TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Highchair Travel Crib
  • 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 : 10

Map Map

School District Availability

Review Review

  • Jeremy R.

    Submitted Jun 14, 2026

    Stayed Jun 11, 2026

    Great place in the Berkshires. Loved the hot tub and pool table. The master bed and bathroom was great.Really enjoyed having coffee on the screened porch while staring at the mountains is a great way to wake up.Excellent landscaping too.Highly recommend this property

  • Narissa T.

    Submitted May 3, 2026

    Stayed May 1, 2026

    Place was great, hot tub great, views great!

  • Betsy H.

    Submitted Apr 12, 2026

    Stayed Apr 10, 2026

    We had a wonderful stay this weekend! The house was beautiful, clean and private. Super well stocked with any supplies that we’d need!

  • William K.

    Submitted Oct 20, 2025

    Stayed Oct 16, 2025

    The house was beautiful and clean. They also had all the amenities needed.

  • Mara F.

    Submitted Jul 3, 2025

    Stayed May 22, 2025

    We were there to celebrate our daughter’s wedding at a family home down the street so the location was perfect. The size of the house was

  • cathy h.

    Submitted Jun 22, 2025

    Stayed May 30, 2025

    The property was outstanding. Better than advertised the host was so easy to communicate with and went above and beyond Location was perfect for local dining. Local activities hiking and shopping and the the property had everything to just hang out Thank you Would highly recommend Thanks we will be back

  • kelli b.

    Submitted May 1, 2025

    Stayed Apr 21, 2025

    There really is lots to love about this house. It is very, very clean. We were able to completely relax because of the cleanliness and overall condition of the house and the property. Additionally, the grocery store was literally 4 minutes from the house. There were lots of things to do within a 15-20 minute drive. The area itself was absolutely beautiful and the people in the area are incredibly kind. Additionally, the house is set in a woodsy-type neighborhood, but you can be in town in just a few moments. It was a great location, the property managers were easy to work with, and the house was just wonderful. I would definitely recommend this property and we would definitely stay here again.

  • Valerie B.

    Submitted Sep 19, 2024

    Stayed Sep 11, 2024

    Our family enjoyed our week long stay in this beautiful home. Morning coffee on the screened porch watching the leaves change color each day was just so relaxing. This home has all of the amenities a family needs and we would love to stay here again. The property manager was extremely helpful and timely in communicating with us.

  • john m.

    Submitted Jul 5, 2024

    Stayed Jun 27, 2024

    A beautiful home in a gorgeous natural setting. The house is spacious and well-appointed had everything we needed for our stay. The property is spectacular with great sitting areas to enjoy the view of the beautiful Berkshires. We especially appreciated the screened-in porch and the fire pit in the backyard. The hosts were very easy to communicate with, and both check-in and check-out were seamless. Thanks for a great stay!

  • Joyce S.

    Submitted Jun 12, 2024

    Stayed Jun 6, 2024

    We were a group of mature women (friends and family) from 21 to 65 gathering from all over the country to celebrate a 65th birthday. Every single woman was delighted. The house was beautiful and the 'flow' enabled us to all gather for all inclusive meals and parlor games, and intimate talks - effortlessly. We used the garden, the hot tub, the game room and even had an impromptu concert in the 'music room'. The guitar has been tuned (you should probably take off the one steel string - it may cause warping), and even though the piano was lovely, it could also use a tune ;-) This did not hamper our enjoyment!! We cooked every meal there. The kitchen was VERY well stocked with staples and equipment and we appreciated the double oven. The beds were very comfortable for all. We thought we would do more cultural excursions, but we just didn't want to leave the house and its beautiful views. We liked being Herman Melville's neighbor and took a couple of walks there, as well as visiting The Mount.

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Total

Includes taxes and fees
$774+
View details