About the property
Welcome to Friendly Hills, a one-of-a-kind Mid-Century home nestled on 6 private acres. Built in the 1950s by GE engineer Willard F.M. Gray, this passive solar retreat offers panoramic views, triple-pane windows, and ceramic tile floors that retain heat year-round. Enjoy direct access to private hiking trails, peaceful ponds, and nearby Hancock Shaker Village. Fast Wi-Fi, thoughtful design, and natural beauty make this perfect for families, couples, and nature lovers alike.
✔ Guest pass to Hancock Shaker Village INCLUDED
✔ EV Charger: High-speed Level 2
✔ High-speed Wi-Fi
✔ Cats and dogs allowed
✔ Extra bedding
✔ Fully equipped kitchen
✔ Outdoor firepit
✔ Washer & dryer
✔ Free parking
✔ Direct access to private hiking trails, peaceful ponds
✔ Corn hole boards, Saucer sleds, and Picnic table & chairs
✔ Weddings/events & Pet-friendly
✔ Pack n Play Travel Crib (Upon request)
➥ 1 mins to Hancock Shaker Village
➥ 7 mins to Lenox Mountain
➥ 7 mins to Bousquet Mountain Ski Area
➥ 11 mins to Barrington Stage
➥ 9 mins to Berkshire Museum
➥ 13 mins to Pittsfield State Forest
➥ 13 mins to Olivia's Overlook at Yokun Ridge Reserve
➥ 14 mins to Lake Onota
➥ 16 mins to Tanglewood
✦BEDS & BATHS✦
Inside we have 3 bedrooms and 2 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 1 Queen bed
Bedroom 2 - 1 Queen bed
Bedroom 3 - 2 Twin beds
All Berkshire Vacation Rental Co.™ Properties include:
- Support from full-time local team available daily from 9am to 9pm
- Professional housekeeping & property inspection prior to guest arrival
- Towels, linens, and bath products
- At least a mornings worth of coffee to get you started
- Learn more @berkshirevacationrental
Cleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.
• Pets: Your cats and dogs are welcome, one-time fee of $100. Please include your pets in the booking so we know ahead of time. Max of 2 pets. No other types of animals are authorized.
To provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.
There is space for parking multiple cars in the driveway. A Level 2 high-speed electric car charger with a 25' cable, featuring both J1772 and NACS (Tesla) plugs, is in the garage for indoor or outdoor charging.
Welcome to Friendly Hills, a one-of-a-kind Mid-Century home nestled on 6 private acres. Built in the 1950s by GE engineer Willard F.M. Gray, this passive solar retreat offers panoramic views, triple-pane windows, and ceramic tile floors that retain heat year-round. Enjoy direct access to private hiking trails, peaceful ponds, and nearby Hancock Shaker Village. Fast Wi-Fi, thoughtful design, and natural beauty make this perfect for families, couples, and nature lovers alike.
✔ Guest pass to Hancock Shaker Village INCLUDED
✔ EV Charger: High-speed Level 2
✔ High-speed Wi-Fi
✔ Cats and dogs allowed
✔ Extra bedding
✔ Fully equipped kitchen
✔ Outdoor firepit
✔ Washer & dryer
✔ Free parking
✔ Direct access to private hiking trails, peaceful ponds
✔ Corn hole boards, Saucer sleds, and Picnic table & chairs
✔ Weddings/events & Pet-friendly
✔ Pack n Play Travel Crib (Upon request)
➥ 1 mins to Hancock Shaker Village
➥ 7 mins to Lenox Mountain
➥ 7 mins to Bousquet Mountain Ski Area
➥ 11 mins to Barrington Stage
➥ 9 mins to Berkshire Museum
➥ 13 mins to Pittsfield State Forest
➥ 13 mins to Olivia's Overlook at Yokun Ridge Reserve
➥ 14 mins to Lake Onota
➥ 16 mins to Tanglewood
✦BEDS & BATHS✦
Inside we have 3 bedrooms and 2 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 1 Queen bed
Bedroom 2 - 1 Queen bed
Bedroom 3 - 2 Twin beds
All Berkshire Vacation Rental Co.™ Properties include:
- Support from full-time local team available daily from 9am to 9pm
- Professional housekeeping & property inspection prior to guest arrival
- Towels, linens, and bath products
- At least a mornings worth of coffee to get you started
- Learn more @berkshirevacationrental
Cleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.
• Pets: Your cats and dogs are welcome, one-time fee of $100. Please include your pets in the booking so we know ahead of time. Max of 2 pets. No other types of animals are authorized.
To provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.
There is space for parking multiple cars in the driveway. A Level 2 high-speed electric car charger with a 25' cable, featuring both J1772 and NACS (Tesla) plugs, is in the garage for indoor or outdoor charging.
Welcome to Friendly Hills, a one-of-a-kind Mid-Century home nestled on 6 private acres. Built in the 1950s by GE engineer Willard F.M. Gray, this passive solar retreat offers panoramic views, triple-pane windows, and ceramic tile floors that retain heat year-round. Enjoy direct access to private hiking trails, peaceful ponds, and nearby Hancock Shaker Village. Fast Wi-Fi, thoughtful design, and natural beauty make this perfect for families, couples, and nature lovers alike.
✔ Guest pass to Hancock Shaker Village INCLUDED
✔ EV Charger: High-speed Level 2
✔ High-speed Wi-Fi
✔ Cats and dogs allowed
✔ Extra bedding
✔ Fully equipped kitchen
✔ Outdoor firepit
✔ Washer & dryer
✔ Free parking
✔ Direct access to private hiking trails, peaceful ponds
✔ Corn hole boards, Saucer sleds, and Picnic table & chairs
✔ Weddings/events & Pet-friendly
✔ Pack n Play Travel Crib (Upon request)
➥ 1 mins to Hancock Shaker Village
➥ 7 mins to Lenox Mountain
➥ 7 mins to Bousquet Mountain Ski Area
➥ 11 mins to Barrington Stage
➥ 9 mins to Berkshire Museum
➥ 13 mins to Pittsfield State Forest
➥ 13 mins to Olivia's Overlook at Yokun Ridge Reserve
➥ 14 mins to Lake Onota
➥ 16 mins to Tanglewood
✦BEDS & BATHS✦
Inside we have 3 bedrooms and 2 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 1 Queen bed
Bedroom 2 - 1 Queen bed
Bedroom 3 - 2 Twin beds
All Berkshire Vacation Rental Co.™ Properties include:
- Support from full-time local team available daily from 9am to 9pm
- Professional housekeeping & property inspection prior to guest arrival
- Towels, linens, and bath products
- At least a mornings worth of coffee to get you started
- Learn more @berkshirevacationrental
Cleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.
• Pets: Your cats and dogs are welcome, one-time fee of $100. Please include your pets in the booking so we know ahead of time. Max of 2 pets. No other types of animals are authorized.
To provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.
There is space for parking multiple cars in the driveway. A Level 2 high-speed electric car charger with a 25' cable, featuring both J1772 and NACS (Tesla) plugs, is in the garage for indoor or outdoor charging.
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 17, 2026 | $388 | Not Available | 3 |
| Jul 18, 2026 | $404 | Not Available | 3 |
| Jul 19, 2026 | $225 | Not Available | 2 |
| Jul 20, 2026 | $277 | Not Available | 2 |
| Jul 21, 2026 | $280 | Not Available | 3 |
| Jul 22, 2026 | $247 | Not Available | 3 |
| Jul 23, 2026 | $271 | Not Available | 2 |
| Jul 24, 2026 | $296 | Not Available | 2 |
| Jul 25, 2026 | $288 | Not Available | 2 |
| Jul 26, 2026 | $263 | Not Available | 2 |
| Jul 27, 2026 | $329 | Not Available | 5 |
| Jul 28, 2026 | $287 | Not Available | 5 |
| Jul 29, 2026 | $285 | Not Available | 5 |
| Jul 30, 2026 | $326 | Not Available | 5 |
| Jul 31, 2026 | $395 | Not Available | 5 |
| Aug 1, 2026 | $412 | Not Available | 5 |
| Aug 2, 2026 | $268 | Not Available | 2 |
| Aug 3, 2026 | $245 | Not Available | 3 |
| Aug 4, 2026 | $223 | Not Available | 3 |
| Aug 5, 2026 | $222 | Not Available | 3 |
| Aug 6, 2026 | $258 | Not Available | 3 |
| Aug 7, 2026 | $338 | Not Available | 3 |
| Aug 8, 2026 | $380 | Not Available | 2 |
| Aug 9, 2026 | $287 | Available | 2 |
| Aug 10, 2026 | $262 | Available | 2 |
| Aug 11, 2026 | $287 | Available | 2 |
| Aug 12, 2026 | $305 | Available | 2 |
| Aug 13, 2026 | $499 | Not Available | 4 |
| Aug 14, 2026 | $499 | Not Available | 7 |
| Aug 15, 2026 | $499 | Not Available | 7 |
| Aug 16, 2026 | $281 | Available | 3 |
| Aug 17, 2026 | $308 | Available | 3 |
| Aug 18, 2026 | $328 | Available | 3 |
| Aug 19, 2026 | $300 | Not Available | 3 |
| Aug 20, 2026 | $283 | Not Available | 3 |
| Aug 21, 2026 | $360 | Not Available | 3 |
| Aug 22, 2026 | $342 | Not Available | 3 |
| Aug 23, 2026 | $242 | Not Available | 3 |
| Aug 24, 2026 | $241 | Not Available | 3 |
| Aug 25, 2026 | $217 | Available | 3 |
| Aug 26, 2026 | $222 | Available | 3 |
| Aug 27, 2026 | $247 | Available | 3 |
| Aug 28, 2026 | $309 | Available | 3 |
| Aug 29, 2026 | $353 | Available | 3 |
| Aug 30, 2026 | $232 | Available | 3 |
| Aug 31, 2026 | $222 | Available | 3 |
| Sep 1, 2026 | $207 | Available | 3 |
| Sep 2, 2026 | $227 | Not Available | 3 |
| Sep 3, 2026 | $287 | Not Available | 4 |
| Sep 4, 2026 | $470 | Not Available | 5 |
| Sep 5, 2026 | $499 | Not Available | 5 |
| Sep 6, 2026 | $472 | Not Available | 5 |
| Sep 7, 2026 | $231 | Not Available | 3 |
| Sep 8, 2026 | $157 | Available | 3 |
| Sep 9, 2026 | $157 | Not Available | 3 |
| Sep 10, 2026 | $190 | Not Available | 3 |
| Sep 11, 2026 | $206 | Not Available | 3 |
| Sep 12, 2026 | $202 | Not Available | 3 |
| Sep 13, 2026 | $180 | Not Available | 3 |
| Sep 14, 2026 | $173 | Available | 4 |
| Sep 15, 2026 | $210 | Available | 4 |
| Sep 16, 2026 | $192 | Available | 4 |
| Sep 17, 2026 | $215 | Available | 4 |
| Sep 18, 2026 | $250 | Available | 4 |
| Sep 19, 2026 | $241 | Available | 4 |
| Sep 20, 2026 | $207 | Available | 4 |
| Sep 21, 2026 | $189 | Available | 4 |
| Sep 22, 2026 | $185 | Available | 4 |
| Sep 23, 2026 | $188 | Available | 4 |
| Sep 24, 2026 | $210 | Available | 4 |
| Sep 25, 2026 | $257 | Available | 4 |
| Sep 26, 2026 | $265 | Available | 4 |
| Sep 27, 2026 | $207 | Available | 4 |
| Sep 28, 2026 | $183 | Available | 4 |
| Sep 29, 2026 | $180 | Available | 4 |
| Sep 30, 2026 | $189 | Not Available | 4 |
| Oct 1, 2026 | $301 | Not Available | 4 |
| Oct 2, 2026 | $408 | Not Available | 4 |
| Oct 3, 2026 | $437 | Not Available | 4 |
| Oct 4, 2026 | $220 | Not Available | 4 |
| Oct 5, 2026 | $199 | Available | 4 |
| Oct 6, 2026 | $225 | Available | 4 |
| Oct 7, 2026 | $244 | Available | 4 |
| Oct 8, 2026 | $289 | Not Available | 4 |
| Oct 9, 2026 | $499 | Not Available | 7 |
| Oct 10, 2026 | $492 | Not Available | 7 |
| Oct 11, 2026 | $410 | Not Available | 4 |
| Oct 12, 2026 | $301 | Available | 4 |
| Oct 13, 2026 | $253 | Available | 4 |
| Oct 14, 2026 | $256 | Available | 5 |
| Oct 15, 2026 | $306 | Available | 5 |
Amenities
4.9 · 65 reviews
The Friendly Hills house is a very unique property. It is spacious, very clean, comfortable and fully equipped. Our party of 4, plus our small dog, was in the Berkshires for a family reunion and the house was perfectly located for our needs. The weather wasn't the best for outside activities, so we were not able to use the yard or fire pit, or take advantage of the passes to Shaker Village. We did visit the Norman Rockwell museum, which I can highly recommend. Jaryn is a very professional host, expert communicator, and responds quickly to his guests.
Beautiful and interesting space close yo everything! Great kitchen and living area to relax in. Host was super responsive when we had a slight issue and kept in touch until it was sorted. Outside is all grass so makes it difficult to use due to bugs. Come prepared. Lovely stay!
We enjoyed our stay at Friendly Hills. The space was unique with a blend of old construction and newer amenities. Very convenient and quiet location. We loved the open kitchen/living area layout, and the ability to have a home cooked meal. Jaryn was very responsive and helped us out with a late check out.
Where you'll be
Pittsfield, MA, 01201, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.