Great Barrington, MA

Woodland

5 bedrooms 8 beds 4 baths 14 guests New

About the property

Sparkling Renovation, top to bottom, on quiet cul-du-sac: 5 bedrooms, 3.5 baths, sleeps 14 in beds. Max of 9 adults, preferred. Amenities: AC throughout, Spectrum internet, all new stainless appliances, wood stove (w/ wood) propane grill, umbrella and seating, fenced back yard, outdoor tether-ball, attached 2 car garage, fitness room, game room: air hockey, gaming center and convertible billiard table (ping-pong and pool). Blackout shades and all linens included! Well trained pets welcome, with pet fee. No cats, due to severe allergy. No Smoking. Woodland offers guests a wonderful rental experience with a beautifully renovated house - everything new, privacy and quiet - tucked deep into a wooded cul-du sac, less than 10 minutes to the center of Great Barrington! Main Floor: Family room with large smart TV Living room with wood stove Open concept light-filled Kitchen and Dining Access to Sun Deck with grill and outdoor seating TV Den Guest room (#5) with Queen bed 1/2 bath (powder room) Laundry Room Oversized 2 car garage with direct entry thru laundry Second Floor: Primary with King bed, floor-to-ceiling windows, blackout shades + TV lounge, walk in closet Primary bathroom en suite with oversized shower and two shower heads! Guest Room (#2) with Queen bed Second bathroom with all new tiled tub/ shower Guest room (#3) with Queen bed Guest room (#4) with 3 Twin Beds - sleeps 6 children or 3 adults Lower Level: Bonus area with gaming center, billiards, ping-pong, air hockey Fitness room 1/2 bath (sink and toilet) Outside and Location: Fenced back yard and very private - no road noise here! Propane grill, sun umbrella, outdoor seating on the sun deck Tether ball and basketball hoop Oversized 2-car garage with direct access into the house Location, centrally located in Great Barrington, close to all Berkshire venues! Less than 10 minutes to Guido's, 20 minutes to Tanglewood! Close to fun eco-tourism: Taft Farm, Berkshire Mountain Bakery, Windy Hill for Apple Picking, Prairie Whale, Holli's Cafe, taco food trucks and more!

Sparkling Renovation, top to bottom, on quiet cul-du-sac: 5 bedrooms, 3.5 baths, sleeps 14 in beds. Max of 9 adults, preferred. Amenities: AC throughout, Spectrum internet, all new stainless appliances, wood stove (w/ wood) propane grill, umbrella and seating, fenced back yard, outdoor tether-ball, attached 2 car garage, fitness room, game room: air hockey, gaming center and convertible billiard table (ping-pong and pool). Blackout shades and all linens included! Well trained pets welcome, with pet fee. No cats, due to severe allergy. No Smoking. Woodland offers guests a wonderful rental experience with a beautifully renovated house - everything new, privacy and quiet - tucked deep into a wooded cul-du sac, less than 10 minutes to the center of Great Barrington! Main Floor: Family room with large smart TV Living room with wood stove Open concept light-filled Kitchen and Dining Access to Sun Deck with grill and outdoor seating TV Den Guest room (#5) with Queen bed 1/2 bath (powder room) Laundry Room Oversized 2 car garage with direct entry thru laundry Second Floor: Primary with King bed, floor-to-ceiling windows, blackout shades + TV lounge, walk in closet Primary bathroom en suite with oversized shower and two shower heads! Guest Room (#2) with Queen bed Second bathroom with all new tiled tub/ shower Guest room (#3) with Queen bed Guest room (#4) with 3 Twin Beds - sleeps 6 children or 3 adults Lower Level: Bonus area with gaming center, billiards, ping-pong, air hockey Fitness room 1/2 bath (sink and toilet) Outside and Location: Fenced back yard and very private - no road noise here! Propane grill, sun umbrella, outdoor seating on the sun deck Tether ball and basketball hoop Oversized 2-car garage with direct access into the house Location, centrally located in Great Barrington, close to all Berkshire venues! Less than 10 minutes to Guido's, 20 minutes to Tanglewood! Close to fun eco-tourism: Taft Farm, Berkshire Mountain Bakery, Windy Hill for Apple Picking, Prairie Whale, Holli's Cafe, taco food trucks and more!

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) AvailabilityMin Stay (nights)
May 22, 2026$700Not Available3
May 23, 2026$700Not Available3
May 24, 2026$700Not Available3
May 25, 2026$700Not Available3
May 26, 2026$700Not Available30
May 27, 2026$700Not Available30
May 28, 2026$700Not Available30
May 29, 2026$700Not Available30
May 30, 2026$700Not Available30
May 31, 2026$700Not Available30
Jun 1, 2026$700Not Available30
Jun 2, 2026$700Not Available30
Jun 3, 2026$700Not Available30
Jun 4, 2026$700Not Available30
Jun 5, 2026$700Not Available30
Jun 6, 2026$700Not Available30
Jun 7, 2026$700Not Available30
Jun 8, 2026$700Not Available30
Jun 9, 2026$700Not Available30
Jun 10, 2026$700Not Available30
Jun 11, 2026$700Not Available30
Jun 12, 2026$700Not Available30
Jun 13, 2026$700Not Available30
Jun 14, 2026$700Not Available30
Jun 15, 2026$700Not Available30
Jun 16, 2026$700Not Available30
Jun 17, 2026$700Not Available30
Jun 18, 2026$700Not Available30
Jun 19, 2026$700Not Available30
Jun 20, 2026$700Not Available30
Jun 21, 2026$700Not Available30
Jun 22, 2026$700Not Available30
Jun 23, 2026$700Not Available30
Jun 24, 2026$700Not Available30
Jun 25, 2026$700Not Available30
Jun 26, 2026$700Not Available30
Jun 27, 2026$700Not Available30
Jun 28, 2026$700Not Available30
Jun 29, 2026$700Not Available30
Jun 30, 2026$700Not Available30
Jul 1, 2026$700Not Available30
Jul 2, 2026$700Not Available30
Jul 3, 2026$700Not Available30
Jul 4, 2026$700Not Available30
Jul 5, 2026$700Not Available30
Jul 6, 2026$700Not Available30
Jul 7, 2026$700Not Available30
Jul 8, 2026$700Not Available30
Jul 9, 2026$700Not Available30
Jul 10, 2026$700Not Available30
Jul 11, 2026$700Not Available30
Jul 12, 2026$700Not Available30
Jul 13, 2026$700Not Available30
Jul 14, 2026$700Not Available30
Jul 15, 2026$700Not Available30
Jul 16, 2026$700Not Available30
Jul 17, 2026$700Not Available30
Jul 18, 2026$700Not Available30
Jul 19, 2026$700Not Available30
Jul 20, 2026$700Not Available30
Jul 21, 2026$700Not Available30
Jul 22, 2026$700Not Available30
Jul 23, 2026$700Not Available30
Jul 24, 2026$700Not Available30
Jul 25, 2026$700Not Available30
Jul 26, 2026$700Not Available30
Jul 27, 2026$700Not Available30
Jul 28, 2026$700Not Available30
Jul 29, 2026$700Not Available30
Jul 30, 2026$700Not Available30
Jul 31, 2026$700Not Available30
Aug 1, 2026$665Available30
Aug 2, 2026$665Available30
Aug 3, 2026$665Available30
Aug 4, 2026$665Available30
Aug 5, 2026$665Available30
Aug 6, 2026$665Available30
Aug 7, 2026$665Available30
Aug 8, 2026$665Available30
Aug 9, 2026$665Available30
Aug 10, 2026$665Available30
Aug 11, 2026$665Available30
Aug 12, 2026$665Available30
Aug 13, 2026$665Available30
Aug 14, 2026$665Available30
Aug 15, 2026$665Available30
Aug 16, 2026$665Available30
Aug 17, 2026$665Available30
Aug 18, 2026$665Available30
Aug 19, 2026$665Available30
Aug 20, 2026$665Available30

Amenities

Fire place
Dryer
Air conditioning
Washer
Garage
Hair dryer
Heating
Wifi

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Where you'll be

Great Barrington, MA, 1230, US

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 14 guests.