Great Barrington, MA

Highland

4 bedrooms 4 beds 2.5 baths 10 guests 5.0 (53)

About the property

Highland Amenities: 4 Bedrooms, 2.5 baths, Sleeps 10. Pet friendly with a fully fenced yard (pet fees apply), hot tub (year round) propane grill, outdoor seating w/ sun umbrella on patio + chaises for sun deck, lovely gardens, high speed internet, mini split AC, ice maker, wood stove (wood included), Smart TV, washer/dryer, games, all linens included, attached garage. Gate access to McAllister Park for hiking and swimming and close to Lake Mansfield, Butternut, GB Busking in Summer! No Smoking.

Highland Amenities: 4 Bedrooms, 2.5 baths, Sleeps 10. Pet friendly with a fully fenced yard (pet fees apply), hot tub (year round) propane grill, outdoor seating w/ sun umbrella on patio + chaises for sun deck, lovely gardens, high speed internet, mini split AC, ice maker, wood stove (wood included), Smart TV, washer/dryer, games, all linens included, attached garage. Gate access to McAllister Park for hiking and swimming and close to Lake Mansfield, Butternut, GB Busking in Summer! No Smoking.

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.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jun 11, 2026$500Available2
Jun 12, 2026$500Available2
Jun 13, 2026$500Available2
Jun 14, 2026$500Available2
Jun 15, 2026$500Available2
Jun 16, 2026$500Available2
Jun 17, 2026$575Not Available3
Jun 18, 2026$575Not Available3
Jun 19, 2026$575Not Available3
Jun 20, 2026$575Not Available3
Jun 21, 2026$575Not Available2
Jun 22, 2026$575Not Available2
Jun 23, 2026$575Not Available2
Jun 24, 2026$575Available30
Jun 25, 2026$575Available30
Jun 26, 2026$433.33Not Available30
Jun 27, 2026$433.33Not Available30
Jun 28, 2026$433.33Not Available30
Jun 29, 2026$433.33Not Available30
Jun 30, 2026$433.33Not Available30
Jul 1, 2026$433.33Not Available30
Jul 2, 2026$433.33Not Available30
Jul 3, 2026$433.33Not Available30
Jul 4, 2026$433.33Not Available30
Jul 5, 2026$433.33Not Available30
Jul 6, 2026$433.33Not Available30
Jul 7, 2026$433.33Not Available30
Jul 8, 2026$433.33Not Available30
Jul 9, 2026$433.33Not Available30
Jul 10, 2026$433.33Not Available30
Jul 11, 2026$433.33Not Available30
Jul 12, 2026$433.33Not Available30
Jul 13, 2026$433.33Not Available30
Jul 14, 2026$433.33Not Available30
Jul 15, 2026$433.33Not Available30
Jul 16, 2026$433.33Not Available30
Jul 17, 2026$433.33Not Available30
Jul 18, 2026$433.33Not Available30
Jul 19, 2026$433.33Not Available30
Jul 20, 2026$433.33Not Available30
Jul 21, 2026$433.33Not Available30
Jul 22, 2026$433.33Not Available30
Jul 23, 2026$433.33Not Available30
Jul 24, 2026$433.33Not Available30
Jul 25, 2026$433.33Not Available30
Jul 26, 2026$433.33Not Available30
Jul 27, 2026$433.33Not Available30
Jul 28, 2026$433.33Not Available30
Jul 29, 2026$433.33Not Available30
Jul 30, 2026$433.33Not Available30
Jul 31, 2026$433.33Not Available30
Aug 1, 2026$433.33Not Available30
Aug 2, 2026$433.33Not Available30
Aug 3, 2026$433.33Not Available30
Aug 4, 2026$433.33Not Available30
Aug 5, 2026$433.33Not Available30
Aug 6, 2026$433.33Not Available30
Aug 7, 2026$433.33Not Available30
Aug 8, 2026$433.33Not Available30
Aug 9, 2026$433.33Not Available30
Aug 10, 2026$433.33Not Available30
Aug 11, 2026$433.33Not Available30
Aug 12, 2026$433.33Not Available30
Aug 13, 2026$433.33Not Available30
Aug 14, 2026$433.33Not Available30
Aug 15, 2026$433.33Not Available30
Aug 16, 2026$433.33Not Available30
Aug 17, 2026$433.33Not Available30
Aug 18, 2026$433.33Not Available30
Aug 19, 2026$433.33Not Available30
Aug 20, 2026$433.33Not Available30
Aug 21, 2026$433.33Not Available30
Aug 22, 2026$433.33Not Available30
Aug 23, 2026$433.33Not Available30
Aug 24, 2026$433.33Not Available30
Aug 25, 2026$433.33Not Available30
Aug 26, 2026$433.33Not Available30
Aug 27, 2026$433.33Not Available30
Aug 28, 2026$433.33Not Available30
Aug 29, 2026$433.33Not Available30
Aug 30, 2026$433.33Not Available30
Aug 31, 2026$433.33Not Available30
Sep 1, 2026$575Not Available30
Sep 2, 2026$575Not Available30
Sep 3, 2026$575Not Available4
Sep 4, 2026$575Not Available4
Sep 5, 2026$575Not Available4
Sep 6, 2026$575Not Available3
Sep 7, 2026$575Not Available2
Sep 8, 2026$475Not Available2
Sep 9, 2026$475Not Available2

Amenities

Fire place
Heating
Wifi
Bed linens
TV
Bath linens
Washer
Dishes

5.0 · 53 reviews

Sara
Sara
2 weeks ago

Really great home for our family of 6 adults. Loved the well-supplied kitchen and open floor plan. The view out the back is extraordinary and we enjoyed the nature- even though it rained the whole time we were there so didn't hang out outside. The listing suggests that there is a trail past the gate in the back but once through the gate we couldn't find a trail - perhaps it is seasonal? Close to the shops in town and grocery stores. Great stay.

Katie
Katie
March 2026

We had a great stay with our extended family for a ski trip at Butternut. Thank you!

K
Kathy U.
January 2026

Lovely and spacious home within minutes of Main Street. Lovely and spacious home within minutes of Main Street. We loved the living area's wall of large glass windows overlooking the backyard, and we loved that we could walk through the back gate to a wildlife refuge, which was lovely even in December in the snow (with good boots). The kitchen was well stocked, for people who actually cook. We would love to come back.

Where you'll be

Great Barrington, MA, 1230, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

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 10 guests.