Hupi Hills | town beach • Kayaks • shared court's

Exterior

Patio

Garden

Living Room

Kitchen

Bedroom 1

Bedroom 2

Bedroom 3

Ensuite Bathroom 1

Ensuite Bathroom 2

Ensuite Bathroom 3

Office

Dining Room

Monterey, MA

Hupi Hills | town beach • Kayaks • shared court's

3 bedrooms 4 beds 3 baths 6 guests

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 and noise monitoring hardware inside the home. If either of these items are tampered with in any way guests will be alerted immediately and we reserve the right to cancel the reservation if the problem isn't rectified. 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 and noise monitoring hardware inside the home. If either of these items are tampered with in any way guests will be alerted immediately and we reserve the right to cancel the reservation if the problem isn't rectified. 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

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Apr 18, 2026$199Available2
Apr 19, 2026$199Available2
Apr 20, 2026$199Available2
Apr 21, 2026$199Not Available2
Apr 22, 2026$157Not Available2
Apr 23, 2026$163Not Available2
Apr 24, 2026$175Not Available2
Apr 25, 2026$214Not Available2
Apr 26, 2026$199Available2
Apr 27, 2026$199Available2
Apr 28, 2026$199Available2
Apr 29, 2026$199Available2
Apr 30, 2026$203Available2
May 1, 2026$219Available2
May 2, 2026$222Available2
May 3, 2026$199Available2
May 4, 2026$199Available2
May 5, 2026$199Available2
May 6, 2026$199Available2
May 7, 2026$199Available2
May 8, 2026$199Available2
May 9, 2026$199Available2
May 10, 2026$199Available2
May 11, 2026$199Available2
May 12, 2026$199Available2
May 13, 2026$199Available2
May 14, 2026$206Available2
May 15, 2026$223Available2
May 16, 2026$230Available2
May 17, 2026$211Available3
May 18, 2026$232Available3
May 19, 2026$223Available3
May 20, 2026$235Available3
May 21, 2026$259Not Available3
May 22, 2026$317Not Available3
May 23, 2026$321Not Available3
May 24, 2026$317Not Available3
May 25, 2026$281Not Available3
May 26, 2026$240Available3
May 27, 2026$240Available3
May 28, 2026$257Available3
May 29, 2026$309Available3
May 30, 2026$343Available3
May 31, 2026$288Available3
Jun 1, 2026$259Available3
Jun 2, 2026$253Available3
Jun 3, 2026$263Not Available3
Jun 4, 2026$221Not Available3
Jun 5, 2026$271Not Available3
Jun 6, 2026$278Not Available3
Jun 7, 2026$241Not Available4
Jun 8, 2026$270Not Available3
Jun 9, 2026$272Available5
Jun 10, 2026$271Available5
Jun 11, 2026$280Available5
Jun 12, 2026$351Available5
Jun 13, 2026$360Available5
Jun 14, 2026$308Available5
Jun 15, 2026$283Available5
Jun 16, 2026$287Available5
Jun 17, 2026$291Available5
Jun 18, 2026$364Available5
Jun 19, 2026$423Available5
Jun 20, 2026$406Available5
Jun 21, 2026$333Available5
Jun 22, 2026$300Available5
Jun 23, 2026$319Available5
Jun 24, 2026$338Available10
Jun 25, 2026$374Available10
Jun 26, 2026$499Available10
Jun 27, 2026$534Available10
Jun 28, 2026$433Available10
Jun 29, 2026$328Available10
Jun 30, 2026$344Available10
Jul 1, 2026$447Available10
Jul 2, 2026$599Available10
Jul 3, 2026$599Available10
Jul 4, 2026$599Available10
Jul 5, 2026$496Available10
Jul 6, 2026$467Available10
Jul 7, 2026$405Available10
Jul 8, 2026$417Available10
Jul 9, 2026$429Available10
Jul 10, 2026$465Available10
Jul 11, 2026$473Available10
Jul 12, 2026$398Available10
Jul 13, 2026$370Available10
Jul 14, 2026$412Available10
Jul 15, 2026$361Available10
Jul 16, 2026$418Available10
Jul 17, 2026$523Available10

Where you'll sleep

Amenities

Hot tub
BBQ Area
Patio
Kitchen
Dryer
First aid kit
Air conditioning
Coffee maker

Guests love this place

4.96

based on 25 reviews

G
Gary D.
3 days ago

very quite place.

M
Maggie D.
17 days ago

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.

S
Sheila J.
about 2 months ago

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, United States of America

Immerse yourself in the cultural and natural splendor of the Berkshires, where Monterey serves as a serene gateway to outdoor adventure and world-class performing arts. Explore the tranquil grounds of nearby Hume New England or discover the lush, historic landscapes of Ashintully Gardens and Beartown State Forest, both just a short drive away. Winter sports enthusiasts will enjoy easy access to the slopes at

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.
Fair-Refund policy applies after the cancellation deadline.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 3:00 PM.
Check-out before 11:00 AM.
Maximum 6 guests.