Monterey, MA
Hupi Hills | town beach • Kayaks • shared court's
About the property
This house is located in peaceful Monterey less than a miles walk from the lake. Relax and unwind on the lovely grounds, cook up some food for friends out on the back patio, or take a short drive down to the town beach where a couple of kayaks will be waiting for you. After your paddle, rinse off in the outdoor shower and finish the night off outside by the fire. Doesn't get much better than this home nestled right into the lakeside community that is Monterey.
✔ High-speed Wi-Fi (1 gbps)
✔ TV
✔ Full kitchen
✔ Washer & dryer
✔ Free parking
✔ Shared tennis and pickleball court
✔ Large private grass yard
✔ Outdoor firepit
✔ Kayaks
✔ Pack n Play Travel Crib (Upon request)
➥ 3 min to Lake Garfield Beach
➥ 8 mins to Beartown State Forest
➥ 13 mins to Ski Butternut
➥ 18 mins to The Mahaiwe
➥ 20 mins to The Berkshire Theatre
➥ 20 mins to The Lion's Den
➥ 21 mins to W.E.B. Du Bois National Historic Site
➥ 27 mins to Norman Rockwell Museum
✦BEDS & BATHS✦
Inside we have 3 bedrooms and 3 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 2 Twin beds
Bedroom 2 - 1 Queen bed
Bedroom 3 - 1 Queen bed
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.
• DOGS: Your dog is welcome and there is a one time fee of $100. Please include your pet in the booking so we know ahead of time. Max of 2 dogs. 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. Please note, road and driveway of the property are gravel / dirt. Make sure to have an AWD equipped car in the winter months.
Please note that clay tennis court directly on the property is not available for guests. There is a shared tennis court two lots down for guests to use.
This house is located in peaceful Monterey less than a miles walk from the lake. Relax and unwind on the lovely grounds, cook up some food for friends out on the back patio, or take a short drive down to the town beach where a couple of kayaks will be waiting for you. After your paddle, rinse off in the outdoor shower and finish the night off outside by the fire. Doesn't get much better than this home nestled right into the lakeside community that is Monterey.
✔ High-speed Wi-Fi (1 gbps)
✔ TV
✔ Full kitchen
✔ Washer & dryer
✔ Free parking
✔ Shared tennis and pickleball court
✔ Large private grass yard
✔ Outdoor firepit
✔ Kayaks
✔ Pack n Play Travel Crib (Upon request)
➥ 3 min to Lake Garfield Beach
➥ 8 mins to Beartown State Forest
➥ 13 mins to Ski Butternut
➥ 18 mins to The Mahaiwe
➥ 20 mins to The Berkshire Theatre
➥ 20 mins to The Lion's Den
➥ 21 mins to W.E.B. Du Bois National Historic Site
➥ 27 mins to Norman Rockwell Museum
✦BEDS & BATHS✦
Inside we have 3 bedrooms and 3 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 2 Twin beds
Bedroom 2 - 1 Queen bed
Bedroom 3 - 1 Queen bed
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.
• DOGS: Your dog is welcome and there is a one time fee of $100. Please include your pet in the booking so we know ahead of time. Max of 2 dogs. 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. Please note, road and driveway of the property are gravel / dirt. Make sure to have an AWD equipped car in the winter months.
Please note that clay tennis court directly on the property is not available for guests. There is a shared tennis court two lots down for guests to use.
This house is located in peaceful Monterey less than a miles walk from the lake. Relax and unwind on the lovely grounds, cook up some food for friends out on the back patio, or take a short drive down to the town beach where a couple of kayaks will be waiting for you. After your paddle, rinse off in the outdoor shower and finish the night off outside by the fire. Doesn't get much better than this home nestled right into the lakeside community that is Monterey.
✔ High-speed Wi-Fi (1 gbps)
✔ TV
✔ Full kitchen
✔ Washer & dryer
✔ Free parking
✔ Shared tennis and pickleball court
✔ Large private grass yard
✔ Outdoor firepit
✔ Kayaks
✔ Pack n Play Travel Crib (Upon request)
➥ 3 min to Lake Garfield Beach
➥ 8 mins to Beartown State Forest
➥ 13 mins to Ski Butternut
➥ 18 mins to The Mahaiwe
➥ 20 mins to The Berkshire Theatre
➥ 20 mins to The Lion's Den
➥ 21 mins to W.E.B. Du Bois National Historic Site
➥ 27 mins to Norman Rockwell Museum
✦BEDS & BATHS✦
Inside we have 3 bedrooms and 3 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 2 Twin beds
Bedroom 2 - 1 Queen bed
Bedroom 3 - 1 Queen bed
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.
• DOGS: Your dog is welcome and there is a one time fee of $100. Please include your pet in the booking so we know ahead of time. Max of 2 dogs. 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. Please note, road and driveway of the property are gravel / dirt. Make sure to have an AWD equipped car in the winter months.
Please note that clay tennis court directly on the property is not available for guests. There is a shared tennis court two lots down for guests to use.
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 | $476 | Not Available | 2 |
| Jul 18, 2026 | $489 | Not Available | 2 |
| Jul 19, 2026 | $304 | Not Available | 2 |
| Jul 20, 2026 | $324 | Not Available | 3 |
| Jul 21, 2026 | $312 | Not Available | 3 |
| Jul 22, 2026 | $314 | Not Available | 3 |
| Jul 23, 2026 | $352 | Not Available | 3 |
| Jul 24, 2026 | $440 | Not Available | 3 |
| Jul 25, 2026 | $443 | Not Available | 3 |
| Jul 26, 2026 | $361 | Not Available | 3 |
| Jul 27, 2026 | $355 | Not Available | 3 |
| Jul 28, 2026 | $350 | Not Available | 3 |
| Jul 29, 2026 | $356 | Not Available | 3 |
| Jul 30, 2026 | $349 | Not Available | 3 |
| Jul 31, 2026 | $435 | Not Available | 3 |
| Aug 1, 2026 | $436 | Not Available | 3 |
| Aug 2, 2026 | $399 | Not Available | 4 |
| Aug 3, 2026 | $399 | Not Available | 4 |
| Aug 4, 2026 | $399 | Not Available | 4 |
| Aug 5, 2026 | $399 | Not Available | 4 |
| Aug 6, 2026 | $399 | Not Available | 4 |
| Aug 7, 2026 | $399 | Not Available | 4 |
| Aug 8, 2026 | $399 | Not Available | 4 |
| Aug 9, 2026 | $399 | Not Available | 4 |
| Aug 10, 2026 | $399 | Not Available | 4 |
| Aug 11, 2026 | $399 | Not Available | 4 |
| Aug 12, 2026 | $399 | Not Available | 4 |
| Aug 13, 2026 | $399 | Not Available | 4 |
| Aug 14, 2026 | $399 | Not Available | 4 |
| Aug 15, 2026 | $399 | Not Available | 4 |
| Aug 16, 2026 | $399 | Not Available | 4 |
| Aug 17, 2026 | $399 | Not Available | 4 |
| Aug 18, 2026 | $399 | Not Available | 4 |
| Aug 19, 2026 | $399 | Not Available | 4 |
| Aug 20, 2026 | $399 | Not Available | 4 |
| Aug 21, 2026 | $399 | Not Available | 4 |
| Aug 22, 2026 | $399 | Not Available | 4 |
| Aug 23, 2026 | $399 | Not Available | 4 |
| Aug 24, 2026 | $399 | Not Available | 4 |
| Aug 25, 2026 | $372 | Not Available | 4 |
| Aug 26, 2026 | $370 | Not Available | 4 |
| Aug 27, 2026 | $399 | Not Available | 4 |
| Aug 28, 2026 | $399 | Not Available | 4 |
| Aug 29, 2026 | $399 | Not Available | 4 |
| Aug 30, 2026 | $399 | Not Available | 4 |
| Aug 31, 2026 | $352 | Not Available | 4 |
| Sep 1, 2026 | $310 | Not Available | 4 |
| Sep 2, 2026 | $303 | Not Available | 4 |
| Sep 3, 2026 | $338 | Not Available | 4 |
| Sep 4, 2026 | $399 | Not Available | 4 |
| Sep 5, 2026 | $399 | Not Available | 4 |
| Sep 6, 2026 | $399 | Not Available | 4 |
| Sep 7, 2026 | $303 | Not Available | 4 |
| Sep 8, 2026 | $272 | Not Available | 4 |
| Sep 9, 2026 | $268 | Not Available | 4 |
| Sep 10, 2026 | $293 | Not Available | 4 |
| Sep 11, 2026 | $352 | Not Available | 4 |
| Sep 12, 2026 | $355 | Not Available | 4 |
| Sep 13, 2026 | $307 | Not Available | 4 |
| Sep 14, 2026 | $272 | Not Available | 4 |
| Sep 15, 2026 | $256 | Not Available | 4 |
| Sep 16, 2026 | $256 | Not Available | 4 |
| Sep 17, 2026 | $287 | Not Available | 4 |
| Sep 18, 2026 | $352 | Not Available | 4 |
| Sep 19, 2026 | $352 | Not Available | 4 |
| Sep 20, 2026 | $297 | Not Available | 4 |
| Sep 21, 2026 | $268 | Not Available | 4 |
| Sep 22, 2026 | $255 | Not Available | 4 |
| Sep 23, 2026 | $259 | Not Available | 4 |
| Sep 24, 2026 | $299 | Not Available | 4 |
| Sep 25, 2026 | $387 | Not Available | 4 |
| Sep 26, 2026 | $390 | Not Available | 4 |
| Sep 27, 2026 | $317 | Not Available | 4 |
| Sep 28, 2026 | $278 | Not Available | 4 |
| Sep 29, 2026 | $270 | Not Available | 4 |
| Sep 30, 2026 | $379 | Not Available | 4 |
| Oct 1, 2026 | $379 | Not Available | 4 |
| Oct 2, 2026 | $399 | Not Available | 4 |
| Oct 3, 2026 | $399 | Not Available | 4 |
| Oct 4, 2026 | $399 | Not Available | 4 |
| Oct 5, 2026 | $399 | Not Available | 4 |
| Oct 6, 2026 | $399 | Not Available | 4 |
| Oct 7, 2026 | $389 | Not Available | 4 |
| Oct 8, 2026 | $391 | Not Available | 4 |
| Oct 9, 2026 | $399 | Not Available | 4 |
| Oct 10, 2026 | $399 | Not Available | 4 |
| Oct 11, 2026 | $399 | Not Available | 4 |
| Oct 12, 2026 | $334 | Not Available | 4 |
| Oct 13, 2026 | $306 | Not Available | 4 |
| Oct 14, 2026 | $312 | Not Available | 4 |
| Oct 15, 2026 | $378 | Not Available | 4 |
Amenities
5.0 · 55 reviews
This house was a pleasure to stay in and the neighborhood was extremely relaxing. It was perfect for a weekend away, and only about 25 minutes from Tanglewood concerts. Would definitely stay again.
Jaryn was very responsive and his home in Monterey was beautiful and clean. Really enjoyed the stay
Away from it all, yet close to everything via beautiful country roads.
Where you'll be
Monterey, MA, 01245, 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.
