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) |
|---|---|---|---|
| Jun 2, 2026 | $189 | Available | 3 |
| Jun 3, 2026 | $189 | Not Available | 3 |
| Jun 4, 2026 | $221 | Not Available | 3 |
| Jun 5, 2026 | $271 | Not Available | 3 |
| Jun 6, 2026 | $278 | Not Available | 3 |
| Jun 7, 2026 | $241 | Not Available | 4 |
| Jun 8, 2026 | $211 | Not Available | 3 |
| Jun 9, 2026 | $210 | Available | 3 |
| Jun 10, 2026 | $209 | Available | 3 |
| Jun 11, 2026 | $220 | Available | 3 |
| Jun 12, 2026 | $263 | Available | 3 |
| Jun 13, 2026 | $270 | Available | 3 |
| Jun 14, 2026 | $238 | Available | 3 |
| Jun 15, 2026 | $227 | Available | 3 |
| Jun 16, 2026 | $225 | Available | 3 |
| Jun 17, 2026 | $232 | Available | 3 |
| Jun 18, 2026 | $270 | Available | 3 |
| Jun 19, 2026 | $315 | Available | 3 |
| Jun 20, 2026 | $321 | Available | 3 |
| Jun 21, 2026 | $263 | Available | 3 |
| Jun 22, 2026 | $245 | Available | 3 |
| Jun 23, 2026 | $253 | Available | 3 |
| Jun 24, 2026 | $280 | Available | 3 |
| Jun 25, 2026 | $277 | Not Available | 3 |
| Jun 26, 2026 | $373 | Not Available | 3 |
| Jun 27, 2026 | $415 | Not Available | 3 |
| Jun 28, 2026 | $383 | Not Available | 3 |
| Jun 29, 2026 | $292 | Not Available | 3 |
| Jun 30, 2026 | $355 | Not Available | 3 |
| Jul 1, 2026 | $405 | Not Available | 4 |
| Jul 2, 2026 | $499 | Not Available | 4 |
| Jul 3, 2026 | $499 | Not Available | 4 |
| Jul 4, 2026 | $499 | Not Available | 4 |
| Jul 5, 2026 | $430 | Not Available | 4 |
| Jul 6, 2026 | $417 | Available | 3 |
| Jul 7, 2026 | $379 | Available | 3 |
| Jul 8, 2026 | $389 | Available | 3 |
| Jul 9, 2026 | $395 | Available | 3 |
| Jul 10, 2026 | $386 | Not Available | 3 |
| Jul 11, 2026 | $364 | Not Available | 3 |
| Jul 12, 2026 | $318 | Not Available | 3 |
| Jul 13, 2026 | $349 | Not Available | 3 |
| Jul 14, 2026 | $338 | Available | 3 |
| Jul 15, 2026 | $333 | Available | 3 |
| Jul 16, 2026 | $381 | Available | 3 |
| Jul 17, 2026 | $499 | Not Available | 3 |
| Jul 18, 2026 | $499 | Not Available | 3 |
| Jul 19, 2026 | $380 | Not Available | 3 |
| 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 |
Amenities
5.0 · 25 reviews
very quite place.
We had a fantastic getaway at Jaryn’s place. Everything was extremely clean and homey, great kitchen and comfortable furniture and spaces. The house is located in a peaceful spot with quiet surroundings and beautiful neighborhood views. Can’t recommend it enough.
We had a lovely stay in the Berkshires at Jaryn’s place. It was very clean and perfect for a family with small children.
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.
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.

