# Woodland – 5 Bedroom Vacation Rental in Great Barrington, MA | Berkshire Rental Properties 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! **Property URL**: https://www.berkrentals.com/property/668197974664282254/woodland **Markdown URL**: https://www.berkrentals.com/property/668197974664282254/woodland.md ## Property Overview - **Sleeps**: 14 guests - **Bedrooms**: 5 bedrooms - **Bathrooms**: 4 - **Square Footage**: 1,000 sq ft - **Pet Friendly**: Yes ## Pricing & Availability - **Nightly Rate**: $665 (before taxes and fees) - **Next Available**: August 1, 2026 - **Available Days**: 20 days in the next 90 days - **Daily Pricing (Next 90 Days)**: - May 22, 2026: $700 (Not Available) (3 night min) - May 23, 2026: $700 (Not Available) (3 night min) - May 24, 2026: $700 (Not Available) (3 night min) - May 25, 2026: $700 (Not Available) (3 night min) - May 26, 2026: $700 (Not Available) (30 night min) - May 27, 2026: $700 (Not Available) (30 night min) - May 28, 2026: $700 (Not Available) (30 night min) - May 29, 2026: $700 (Not Available) (30 night min) - May 30, 2026: $700 (Not Available) (30 night min) - May 31, 2026: $700 (Not Available) (30 night min) - Jun 1, 2026: $700 (Not Available) (30 night min) - Jun 2, 2026: $700 (Not Available) (30 night min) - Jun 3, 2026: $700 (Not Available) (30 night min) - Jun 4, 2026: $700 (Not Available) (30 night min) - Jun 5, 2026: $700 (Not Available) (30 night min) - Jun 6, 2026: $700 (Not Available) (30 night min) - Jun 7, 2026: $700 (Not Available) (30 night min) - Jun 8, 2026: $700 (Not Available) (30 night min) - Jun 9, 2026: $700 (Not Available) (30 night min) - Jun 10, 2026: $700 (Not Available) (30 night min) - Jun 11, 2026: $700 (Not Available) (30 night min) - Jun 12, 2026: $700 (Not Available) (30 night min) - Jun 13, 2026: $700 (Not Available) (30 night min) - Jun 14, 2026: $700 (Not Available) (30 night min) - Jun 15, 2026: $700 (Not Available) (30 night min) - Jun 16, 2026: $700 (Not Available) (30 night min) - Jun 17, 2026: $700 (Not Available) (30 night min) - Jun 18, 2026: $700 (Not Available) (30 night min) - Jun 19, 2026: $700 (Not Available) (30 night min) - Jun 20, 2026: $700 (Not Available) (30 night min) - Jun 21, 2026: $700 (Not Available) (30 night min) - Jun 22, 2026: $700 (Not Available) (30 night min) - Jun 23, 2026: $700 (Not Available) (30 night min) - Jun 24, 2026: $700 (Not Available) (30 night min) - Jun 25, 2026: $700 (Not Available) (30 night min) - Jun 26, 2026: $700 (Not Available) (30 night min) - Jun 27, 2026: $700 (Not Available) (30 night min) - Jun 28, 2026: $700 (Not Available) (30 night min) - Jun 29, 2026: $700 (Not Available) (30 night min) - Jun 30, 2026: $700 (Not Available) (30 night min) - Jul 1, 2026: $700 (Not Available) (30 night min) - Jul 2, 2026: $700 (Not Available) (30 night min) - Jul 3, 2026: $700 (Not Available) (30 night min) - Jul 4, 2026: $700 (Not Available) (30 night min) - Jul 5, 2026: $700 (Not Available) (30 night min) - Jul 6, 2026: $700 (Not Available) (30 night min) - Jul 7, 2026: $700 (Not Available) (30 night min) - Jul 8, 2026: $700 (Not Available) (30 night min) - Jul 9, 2026: $700 (Not Available) (30 night min) - Jul 10, 2026: $700 (Not Available) (30 night min) - Jul 11, 2026: $700 (Not Available) (30 night min) - Jul 12, 2026: $700 (Not Available) (30 night min) - Jul 13, 2026: $700 (Not Available) (30 night min) - Jul 14, 2026: $700 (Not Available) (30 night min) - Jul 15, 2026: $700 (Not Available) (30 night min) - Jul 16, 2026: $700 (Not Available) (30 night min) - Jul 17, 2026: $700 (Not Available) (30 night min) - Jul 18, 2026: $700 (Not Available) (30 night min) - Jul 19, 2026: $700 (Not Available) (30 night min) - Jul 20, 2026: $700 (Not Available) (30 night min) - Jul 21, 2026: $700 (Not Available) (30 night min) - Jul 22, 2026: $700 (Not Available) (30 night min) - Jul 23, 2026: $700 (Not Available) (30 night min) - Jul 24, 2026: $700 (Not Available) (30 night min) - Jul 25, 2026: $700 (Not Available) (30 night min) - Jul 26, 2026: $700 (Not Available) (30 night min) - Jul 27, 2026: $700 (Not Available) (30 night min) - Jul 28, 2026: $700 (Not Available) (30 night min) - Jul 29, 2026: $700 (Not Available) (30 night min) - Jul 30, 2026: $700 (Not Available) (30 night min) - Jul 31, 2026: $700 (Not Available) (30 night min) - Aug 1, 2026: $665 (Available) (30 night min) - Aug 2, 2026: $665 (Available) (30 night min) - Aug 3, 2026: $665 (Available) (30 night min) - Aug 4, 2026: $665 (Available) (30 night min) - Aug 5, 2026: $665 (Available) (30 night min) - Aug 6, 2026: $665 (Available) (30 night min) - Aug 7, 2026: $665 (Available) (30 night min) - Aug 8, 2026: $665 (Available) (30 night min) - Aug 9, 2026: $665 (Available) (30 night min) - Aug 10, 2026: $665 (Available) (30 night min) - Aug 11, 2026: $665 (Available) (30 night min) - Aug 12, 2026: $665 (Available) (30 night min) - Aug 13, 2026: $665 (Available) (30 night min) - Aug 14, 2026: $665 (Available) (30 night min) - Aug 15, 2026: $665 (Available) (30 night min) - Aug 16, 2026: $665 (Available) (30 night min) - Aug 17, 2026: $665 (Available) (30 night min) - Aug 18, 2026: $665 (Available) (30 night min) - Aug 19, 2026: $665 (Available) (30 night min) - Aug 20, 2026: $665 (Available) (30 night min) ## Availability Rules 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 listed minimum stay, and no intervening nights are marked "Not Available". - Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms. - If a requested date range extends beyond the 90-day table, visit the property URL for live booking details. ## Stay Timing - **Check-in**: After 3:00 PM - **Check-out**: Before 11:00 AM ## Location - **Address**: Great Barrington, MA, US - **Postal Code**: 1230 - **Coordinates**: 42.2252, -73.3633442 - **Local Area**: Beautiful destination with local attractions ## Sleeping Arrangements ### Bedroom 1 KING BED ### Bedroom 2 ### Bedroom 3 ### Bedroom 4 TWIN BED ### Bedroom 5 QUEEN BED ## Amenities - FIRE_PLACE - DRYER - AIR_CONDITIONING - WASHER - GARAGE - HAIR_DRYER - HEATING - WIFI - TV - COFFEE_MAKER - DISHES - DISHWASHER - KITCHEN - MICROWAVE - OVEN - FRIDGE - STOVE - TOASTER - CARBON_MONOXIDE_DETECTOR - FIRE_EXTINGUISHER - FIRST_AID_KIT - SMOKE_DETECTOR - TOILET - SHOWER - HAIR_DRYER - TOILET - SHOWER - TOILET - TOILET - FIRE_PLACE - HEATING - TV - GYM - GARAGE - WIFI - PING_PONG_TABLE - POOL_TABLE - DISHES - DISHWASHER - KITCHEN - MICROWAVE - OVEN - FRIDGE - STOVE - TOASTER ## Guest Services - **24/7 Concierge**: Available through the Berkshire Rental Properties app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 668197974664282254 - **Property Slug**: woodland ## Booking Information For more information and to book this property, visit: https://www.berkrentals.com/property/668197974664282254/woodland Or contact Berkshire Rental Properties customer service for assistance. --- *Last modified: 2026-05-22* *This markdown file is generated automatically for AI agents and search engines.*