Hidden Oasis in the Mountains by Evergreen Home

Photo gallery for Hidden Oasis in the Mountains by Evergreen Home

A winding driveway leading to a lush garden with various plants and flowers.
An outdoor seating area with Adirondack chairs and a picnic table, surrounded by large rocks and greenery.
A kitchen with a central island, white cabinets, a gas stove, and a chandelier.
A two-story house with a front porch, surrounded by a well-maintained lawn and autumn-colored trees.
Living area

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Ping pong onsite
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 105 bedrooms8 beds

Popular amenities

  • Spa pool on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Pittsfield, MA
  • Place, Herman Melville's Arrowhead
    ‪6 min walk‬
  • Place, The Mount
    ‪13 min drive‬
  • Place, Tanglewood Music Center
    ‪14 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪11 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

4 Single Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Hidden Oasis in the Mountains by Evergreen Home

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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House Rules

Check in after 4:00 PM
Minimum age to rent: 23
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
-No Smoking or vaping -No parties or events on the property -No commercial photography or filming allowed without prior authorization

Important information

You need to know

Property Registration Number C0273852360
Property # 2053773vb
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

About the area

Pittsfield

Pittsfield is home to this holiday home. Tanglewood Music Center and Herman Melville's Arrowhead are cultural highlights, and some of the area's activities can be experienced at Jiminy Peak Mountain Resort and Bousquet Ski Area. Travelling with kids? Consider Berkshire Museum and Lichtenstein Center for the Arts.
Map
Pittsfield, MA

What's nearby

  • Herman Melville's Arrowhead - 6 min walk - 0.6 km
  • Bousquet Ski Area - 8 min drive - 5.7 km
  • The Mount - 13 min drive - 12.4 km
  • Tanglewood Music Center - 14 min drive - 11.4 km
  • Hancock Shaker Village - 16 min drive - 13.3 km

Getting around

  • Pittsfield Intermodal Transportation Center - 8 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 9 min drive

Restaurants

  • ‪Alltown - ‬9 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪Dunkin' - ‬7 min drive
  • ‪Dunkin' - ‬8 min drive

Frequently asked questions

Is Hidden Oasis in the Mountains by Evergreen Home pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Hidden Oasis in the Mountains by Evergreen Home?

As of 24 August 2026, prices found for a 1-night stay for 2 adults at Hidden Oasis in the Mountains by Evergreen Home on 8 September 2026 start from NZ$2,904, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Hidden Oasis in the Mountains by Evergreen Home?

On-site parking is available at the property.

What time is check-in at Hidden Oasis in the Mountains by Evergreen Home?

Check-in begins at 4:00 PM.

What time is check-out at Hidden Oasis in the Mountains by Evergreen Home?

Checkout is at 11:00 AM.

Where is Hidden Oasis in the Mountains by Evergreen Home located?

This family-friendly Pittsfield holiday home is within 1 mi (2 km) of Herman Melville's Arrowhead and Housatonic River. Berkshire Museum and Bousquet Ski Area are also within 3 miles (5 km).

About the host

Hosted by Evergreen Home

Host profile image
EVERGREEN HOME VACATION RENTALS is a locally owned and operated company with a focus on concierge vacation rental services.
Our team's passion is working with people to create beautiful spaces to be enjoyed for an extended stay or just for a quick getaway. We believe in hard work, open communication and a hands on approach to business. Our team of hosts include Shana, Molly, and Ari and we are ready to help you plan and enjoy your next vacation or work trip. Thanks for checking out our listings, we'd love to invite you to stay!!

Languages:

English

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