Great Barrington, MA
Woodland
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!
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) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 7, 2026 | $571.43 | Not Available | 30 |
| Jul 8, 2026 | $571.43 | Not Available | 30 |
| Jul 9, 2026 | $571.43 | Not Available | 30 |
| Jul 10, 2026 | $571.43 | Not Available | 30 |
| Jul 11, 2026 | $571.43 | Not Available | 30 |
| Jul 12, 2026 | $571.43 | Not Available | 30 |
| Jul 13, 2026 | $571.43 | Not Available | 30 |
| Jul 14, 2026 | $571.43 | Not Available | 30 |
| Jul 15, 2026 | $571.43 | Not Available | 30 |
| Jul 16, 2026 | $571.43 | Not Available | 30 |
| Jul 17, 2026 | $571.43 | Not Available | 30 |
| Jul 18, 2026 | $571.43 | Not Available | 30 |
| Jul 19, 2026 | $571.43 | Not Available | 30 |
| Jul 20, 2026 | $571.43 | Not Available | 30 |
| Jul 21, 2026 | $571.43 | Not Available | 30 |
| Jul 22, 2026 | $571.43 | Not Available | 30 |
| Jul 23, 2026 | $571.43 | Not Available | 30 |
| Jul 24, 2026 | $571.43 | Not Available | 30 |
| Jul 25, 2026 | $571.43 | Not Available | 30 |
| Jul 26, 2026 | $571.43 | Not Available | 30 |
| Jul 27, 2026 | $571.43 | Not Available | 30 |
| Jul 28, 2026 | $571.43 | Not Available | 30 |
| Jul 29, 2026 | $571.43 | Not Available | 30 |
| Jul 30, 2026 | $571.43 | Not Available | 30 |
| Jul 31, 2026 | $571.43 | Not Available | 30 |
| Aug 1, 2026 | $571.43 | Not Available | 7 |
| Aug 2, 2026 | $571.43 | Not Available | 7 |
| Aug 3, 2026 | $571.43 | Not Available | 7 |
| Aug 4, 2026 | $571.43 | Not Available | 7 |
| Aug 5, 2026 | $571.43 | Not Available | 7 |
| Aug 6, 2026 | $571.43 | Not Available | 7 |
| Aug 7, 2026 | $571.43 | Not Available | 7 |
| Aug 8, 2026 | $571.43 | Not Available | 7 |
| Aug 9, 2026 | $571.43 | Not Available | 7 |
| Aug 10, 2026 | $571.43 | Not Available | 7 |
| Aug 11, 2026 | $571.43 | Not Available | 7 |
| Aug 12, 2026 | $571.43 | Not Available | 7 |
| Aug 13, 2026 | $571.43 | Not Available | 7 |
| Aug 14, 2026 | $571.43 | Not Available | 7 |
| Aug 15, 2026 | $571.43 | Not Available | 7 |
| Aug 16, 2026 | $571.43 | Not Available | 7 |
| Aug 17, 2026 | $571.43 | Not Available | 7 |
| Aug 18, 2026 | $571.43 | Not Available | 7 |
| Aug 19, 2026 | $571.43 | Not Available | 7 |
| Aug 20, 2026 | $571.43 | Not Available | 7 |
| Aug 21, 2026 | $571.43 | Not Available | 7 |
| Aug 22, 2026 | $571.43 | Not Available | 7 |
| Aug 23, 2026 | $571.43 | Not Available | 7 |
| Aug 24, 2026 | $571.43 | Not Available | 7 |
| Aug 25, 2026 | $571.43 | Not Available | 7 |
| Aug 26, 2026 | $571.43 | Not Available | 7 |
| Aug 27, 2026 | $571.43 | Not Available | 7 |
| Aug 28, 2026 | $571.43 | Not Available | 7 |
| Aug 29, 2026 | $571.43 | Not Available | 7 |
| Aug 30, 2026 | $571.43 | Not Available | 7 |
| Aug 31, 2026 | $571.43 | Not Available | 7 |
| Sep 1, 2026 | $571.43 | Available | 7 |
| Sep 2, 2026 | $571.43 | Available | 7 |
| Sep 3, 2026 | $571.43 | Available | 7 |
| Sep 4, 2026 | $571.43 | Available | 7 |
| Sep 5, 2026 | $571.43 | Available | 7 |
| Sep 6, 2026 | $571.43 | Available | 7 |
| Sep 7, 2026 | $700 | Available | 2 |
| Sep 8, 2026 | $700 | Available | 2 |
| Sep 9, 2026 | $700 | Available | 2 |
| Sep 10, 2026 | $700 | Available | 2 |
| Sep 11, 2026 | $700 | Available | 2 |
| Sep 12, 2026 | $700 | Available | 2 |
| Sep 13, 2026 | $700 | Available | 2 |
| Sep 14, 2026 | $700 | Available | 2 |
| Sep 15, 2026 | $700 | Available | 2 |
| Sep 16, 2026 | $700 | Available | 2 |
| Sep 17, 2026 | $700 | Available | 2 |
| Sep 18, 2026 | $700 | Available | 2 |
| Sep 19, 2026 | $700 | Available | 2 |
| Sep 20, 2026 | $700 | Available | 2 |
| Sep 21, 2026 | $700 | Available | 2 |
| Sep 22, 2026 | $700 | Available | 2 |
| Sep 23, 2026 | $700 | Available | 2 |
| Sep 24, 2026 | $700 | Available | 2 |
| Sep 25, 2026 | $700 | Available | 2 |
| Sep 26, 2026 | $700 | Available | 2 |
| Sep 27, 2026 | $700 | Available | 2 |
| Sep 28, 2026 | $700 | Available | 2 |
| Sep 29, 2026 | $700 | Available | 2 |
| Sep 30, 2026 | $700 | Available | 2 |
| Oct 1, 2026 | $700 | Available | 2 |
| Oct 2, 2026 | $700 | Available | 2 |
| Oct 3, 2026 | $700 | Available | 2 |
| Oct 4, 2026 | $700 | Available | 2 |
| Oct 5, 2026 | $700 | Available | 2 |
Amenities
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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
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.