Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood
Welcome to Above the Clouds Mountain Retreat — your home above the hustle. Nestled in the Berkshire Mountains, this stunning cedar 3-bedroom, 4-bath hideaway features panoramic mountain views, soaring skylights, private decks, 2 fire pits, and a 6-person hot tub. Minutes from Tanglewood in Lenox, hiking in Great Barrington, and shopping in West Stockbridge. Come breathe easy, sleep deeply, and leave refreshed. THE SPACE This stunning cedar home spans four floors on 6 private acres at the top of the mountain, accessed by a long private drive. The main floor features an open kitchen, dramatic vaulted living room with skylights, a flex room, and deck access. The loft master suite overlooks the living room and offers a private deck and spa ensuite. A second main-floor bedroom has its own deck, while the third bedroom upstairs boasts wraparound mountain views and a private ensuite. Four main decks span the front of the house, plus private decks off two of the bedrooms — endless spots to take in the views. The basement offers a full bar, lounge, and private gym complete with a Peloton bike. Two laundry sets, a 6-person hot tub, and a heated 3-car garage complete the property. YOUR ACCESS The whole home is yours for the duration of your stay — all four floors, all bedrooms, the basement bar and gym, the hot tub, all decks, the heated 3-car garage, and all 6 acres of private grounds. There is a small fenced in area for your furry friends to enjoy the outdoors as well. A NOTE FROM YOUR HOSTS This home has been lovingly designed and cared for. We simply ask that you treat it with the same respect and enjoy it as if it were your own. Make memories, relax fully, and have an amazing stay!
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Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 5372876vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
New Lebanon
New Lebanon is home to this holiday home. Jiminy Peak Mountain Resort and Balderdash Cellars are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Zema's Nursery and Mountain Coaster. Bousquet Ski Area and Alpine Super Slide are also worth visiting.
Mount Lebanon Shaker Village - 7 min drive - 5.7 km
Zema's Nursery - 8 min drive - 8.6 km
Getting around
Pittsfield Intermodal Transportation Center - 26 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 24 min drive
Restaurants
Stewart's Shops - 5 min drive
Cumberland Farms - 10 min drive
Flo's Diner - 15 min drive
Blueberry Hill Market Cafe - 5 min drive
M&M'S Tap and Tavern - 5 min drive
Frequently asked questions
Is Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood?
As of 11 Jul, 2026, prices found for a 1-night stay for 2 adults at Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood on 10 Apr, 2027 start from S$1,124, 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 Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood?
On-site parking is available at the property.
What time is check-in at Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood?
Check-in begins at 1:00 PM.
What time is check-out at Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood?
Checkout is at 11:00 AM.
Where is Berkshires Mountain Retreat w Panoramic Views, 5 Decks, Hot Tub, near Tanglewood located?
Situated in New Lebanon, this holiday home is within 3 miles (5 km) of New Lebanon Town Hall, Shatford Memorial Park and New Lebanon Library. Mount Lebanon Shaker Village is 3 mi (4.8 km) away.