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Great Barrington, Massachusetts

Wander Great Barrington Woods

Wander Great Barrington Woods

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10 guests

4 beds

2 bathrooms

1/38

Forest viewFire placeWifi

10 guests

4 bedrooms

4 beds

2 bathrooms

1646.8767 sq. ft.

Kick back among the wooded hills of the Berkshires at Half Moon.

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Check-in & out

Check-in after 4:00pm • Check-out before 11:00amPets allowed with fee

Easy cancellation

Cancel within 24 hours for a full refund.

Pristine homes, no to-do lists

Arrive to five star cleaning • No chores at checkout • Just lock up and go

About the property

Kick back among the wooded hills of the Berkshires at Half Moon. The rustic exterior of this log cabin gives way to naturally chic spaces inside. Take in the fresh air from the large deck, complete with plenty of comfortable seating, or grill out and relax in the covered outdoor dining area. Contemporary decor and a colorful kitchen create the perfect atmosphere for playful connection at home, while the charming town of Great Barrington is just a ten-minute drive away with shopping, dining, and entertainment. Surrounded by trees and tucked at the end of a long private driveway, Half Moon is a woodsy retreat packed with style, privacy, and convenience. AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Local Attractions: Berkshire Botanical Gardens, Bidwell House Museum, Mahaiwe Performing Arts Center, Norman Rockwell Museum, Hancock Shaker Village, Historic Deerfield, Jiminy Peak Mountain Resort Visiting the Berkshires is a must for anyone looking to pair a gorgeous natural landscape with an exciting cultural and culinary experience. The abundance of mountains, lakes, and woods here makes it easy to enjoy a wide range of outdoor activities, from rafting and fishing to ziplining and hiking. Stunning in any season, this region is famous for its food scene, which values local ingredients, and you’ll find many farm-to-table establishments in the southern areas. Explore classic New England architecture, a growing array of performing arts, and dozens of towns and trails. The Berkshires are waiting with variety and beauty you won’t find anywhere else. Home Truths: - The living room window is cracked and we are waiting for the replacement window to arrive. - This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet. - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. - This home is located in the Berkshires, so you may encounter wildlife such as bugs and insects. - The lawn care company comes weekly to service the lawn. ​​​​​​​Parking Details: - Carport accommodates 2 cars - Driveway accommodates 3 - 4 cars maximum ​​​​​​​ This home comes with a pack n' play travel crib available. A high chair can be provided upon request with at least 24hrs advanced notice. Just ask and we are happy to accommodate you and your little ones! --- The room configuration is as follows: Primary Bedroom / King bed Bedroom 2 / King bed Bedroom 3 / Queen bed Bedroom 4 / Two queen beds. + 2 twin size tri-fold sleeping mats --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud.
Property License: 3590

Hotel-grade amenities

Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.

Common Amenities

  • Wifi
  • Free parking
  • Mountain view
  • Forest view
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit
  • Patio
  • Balcony
  • High chair
  • Pack n play
  • Hot water
  • Garden

Deck

  • Outdoor seating
  • Outdoor dining area

Living room

  • Ceiling fan
  • Board games
  • Heating
  • Air conditioning
  • TV
  • Fire place
  • Telescope

Dining Room

  • Dining table

Kitchen

  • Cooking basics
  • Dishes
  • Dishwasher
  • Kitchen
  • Stove
  • Fridge
  • Coffee maker
  • Oven
  • Microwave
  • Freezer
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses
  • Baking sheet

Bedroom 1

  • Bed linens
  • Ceiling fan
  • Fire place

Ensuite Bathroom 1

  • Body soap
  • Bath linens
  • Toilet
  • Shower gel
  • Shampoo
  • Conditioner
  • Shower

Bedroom 1

  • Bed linens
  • Ceiling fan

Bedroom 3

  • Bed linens

Bedroom 4

  • Bed linens
  • Ceiling fan

Bathroom

  • Shower
  • Hair dryer
  • Bath linens
  • Toilet
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Heating

Laundry room

  • Iron
  • Dryer
  • Washer
  • Cleaning supplies
  • Ironing board

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 1

1 queen bed

Bedroom 3

1 queen bed

Bedroom 4

2 queen beds

Bedroom 1
1 king bed
Bedroom 1
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
2 queen beds

Where you’ll be

Experience the refined charm of the Berkshires from the heart of Great Barrington. Ski Butternut offers nearby alpine adventure, while the scenic trails of Beartown State Forest and Monument Mountain provide breathtaking views year-round.

Great Barrington, Massachusetts, United States
42.1760213-73.2987007
Timezone: America/New_York

Restaurants

GB Eats

GB Eats is a beloved Great Barrington diner serving all-day breakfast favorites like fluffy omelets, French toast with local compote, and hearty schnitzel sandwiches, alongside vegan and gluten-free options. Enjoy friendly service, pet-friendly outdoor seating, and a cozy vibe that's kept locals coming back since 2000.

Barrington Brewery & Restaurant

Discover Barrington Brewery & Restaurant, where solar-powered, barn-brewed ales pair perfectly with scratch-made dishes like Cheddar Ale Soup and Chocolate Stout Cake, all sourced locally in the Berkshires. Since 1995, this eco-friendly brewpub delivers fresh, flavorful pub fare in a cozy, converted barn atmosphere.

The Prairie Whale

Nestled in Great Barrington, The Prairie Whale delivers farm-to-table American cuisine with seasonal, locally sourced dishes like brick chicken and grass-fed steaks in a cozy, rustic space of reclaimed wood and a glowing zinc bar. Its warm, inclusive vibe draws locals and visitors for unfussy yet inventive meals.

Marketplace Kitchen Table

Marketplace Kitchen Table serves creative farm-to-table American fare with fresh, locally sourced twists on sandwiches, burgers, and pies in a cozy, communal cafeteria-style space. Friendly staff and quick service make it a welcoming spot for casual meals indoors or out.[1][2][3][4]

Fuel Coffee

Fuel Coffee & Books brews exceptional Caffé Vita coffee alongside fresh pastries and pies in cozy Seattle spots with retro gas-station vibes and a welcoming community feel. It's the perfect pit stop for smooth brews and a touch of neighborhood charm.

The Bistro Box

The Bistro Box is a seasonal roadside eatery in Great Barrington, Massachusetts, serving fresh, made-to-order American classics like gourmet burgers, hand-cut fries, and panini in a spacious outdoor picnic setting perfect for families and locals alike.

The Well Restaurant + Bar

Discover The Well in Austin's vibrant 2nd Street District, where 100% gluten-free modern American cuisine shines with fresh, organic ingredients like Wagyu tacos, salmon, and vegan avocado mousse. Savor health-conscious flavors in a chic café atmosphere that nourishes without sacrificing taste.

Xicohtencatl Restaurant

Xicohtencatl Restaurant delights with authentic Mexican cuisine made from fresh, homemade recipes, including the best mole east of Chicago and guacamole in the Berkshires. Savor festive margaritas in its vibrant, colorful ambiance with a lovely patio.[2][3][4]

No Comply Foods

No Comply Foods is a skate-punk inspired gem in Great Barrington, serving creative, locally sourced dishes with a rotating menu of global flavors like Japanese sweet potato with labne and chili crisp. Dive into its retro vibe with reclaimed furniture, Ms. Pac-Man, and an alcohol-free, DIY ethos that keeps things fresh and unhurried.[1][2][5]

Attractions

AsiaBarong Gallery

Step into AsiaBarong Gallery, a magical museum-gallery hybrid nestled in Berkshire hills, brimming with rare Asian artifacts, sculptures, and rebuilt houses that whisk you to distant cultures. Art lovers, families, and adventure seekers will adore wandering its enchanting grounds and discovering one-of-a-kind treasures.[2][3][4]

Bidwell House Museum

Step back in time at the Bidwell House Museum, an authentically restored 1760s Georgian saltbox amid 194 acres of Berkshire trails, heritage gardens, and Native American history exhibits. History buffs and nature lovers will relish docent-led tours, guided walks, and immersive reenactments year-round.

Umpachene Falls Park

Umpachene Falls Park is a hidden gem where a 40-foot waterfall cascades into scenic pools perfect for wading and swimming, surrounded by picnic areas and riverside trails that appeal to families, nature lovers, and anyone seeking a peaceful escape in the Berkshires.

Ski Butternut

Discover Ski Butternut, the Berkshires' family gem with 22 groomed trails, 1,000 feet of vertical drop, and dedicated beginner areas plus terrain parks for all ages. Perfect for families, novices building confidence, and experts seeking fun without crowds.

Monument Mountain Reservation

Conquer Monument Mountain Reservation's steep trails to a 1,642-foot summit, where dramatic rock scrambles, Devil's Pulpit vistas, waterfalls, and soaring bald eagles await in the Housatonic Valley. Adventure-loving hikers seeking a rewarding Berkshires challenge will love it.

Lake Mansfield Beach and Conservation Forest Trails

Discover Lake Mansfield Beach and Conservation Forest Trails, a serene Berkshire gem blending sandy swims, easy accessible paths through shaded woods, playground fun, and wildlife spotting. Families, nature lovers, and casual explorers will cherish its inclusive vibe and pristine beauty.[1][2][4]

River Walk

Stroll the enchanting San Antonio River Walk, a vibrant 15-mile urban waterway lined with lively restaurants, charming shops, serene boat cruises, and lush gardens blending history and culture. Perfect for families, couples, and adventure seekers craving an iconic Texas escape.[1][2][3]

Beartown State Forest

Discover Beartown State Forest's pristine Benedict Pond and expansive trails, where you might spot bears, bobcats, and deer amid stunning Berkshires scenery, including Appalachian Trail views. Nature lovers, hikers, and wildlife enthusiasts will love this serene 12,000-acre escape.[1][2][3]

Thom Reed - UFO Park

Discover Thom Reed UFO Park, site of America's first officially recognized UFO encounter in 1969—validated by historians, the governor, and shows like Ancient Aliens. UFO enthusiasts and curious explorers will love this quirky riverside memorial near a historic covered bridge.[1][3][4][6]

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Wander Guarantee Badge

Guests love Wander

Wander's average ratings

Cleanliness
4.8
Location
4.8
Check-in
4.8
Value
4.8
Concierge Quality
4.8
Wow Factor
4.9

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Things to know

Here are some things which you should know before booking Wander Great Barrington Woods

HOUSE RULES

Check-in: after 4:00 pm

Check-out: before 11:00 am

10 guests maximum

Pets allowed with fee

No smoking - fees will apply

Events require approval

CANCELLATION POLICY

Cancel within 24 hours for a full refund.

Before you book

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Mar 7, 2026$412Not Available
Mar 8, 2026$245Not Available
Mar 9, 2026$161Available
Mar 10, 2026$161Available
Mar 11, 2026$161Available
Mar 12, 2026$260Not Available
Mar 13, 2026$366Not Available
Mar 14, 2026$388Not Available
Mar 15, 2026$176Available
Mar 16, 2026$165Available
Mar 17, 2026$161Available
Mar 18, 2026$165Available
Mar 19, 2026$296Not Available
Mar 20, 2026$418Not Available
Mar 21, 2026$429Not Available
Mar 22, 2026$192Available
Mar 23, 2026$172Available
Mar 24, 2026$168Available
Mar 25, 2026$165Available
Mar 26, 2026$179Available
Mar 27, 2026$242Available
Mar 28, 2026$254Available
Mar 29, 2026$181Available
Mar 30, 2026$165Available
Mar 31, 2026$161Available
Apr 1, 2026$209Available
Apr 2, 2026$230Available
Apr 3, 2026$291Available
Apr 4, 2026$295Available
Apr 5, 2026$258Available
Apr 6, 2026$200Available
Apr 7, 2026$195Available
Apr 8, 2026$202Available
Apr 9, 2026$220Available
Apr 10, 2026$241Available
Apr 11, 2026$248Available
Apr 12, 2026$222Available
Apr 13, 2026$205Available
Apr 14, 2026$199Available
Apr 15, 2026$205Available
Apr 16, 2026$217Available
Apr 17, 2026$237Available
Apr 18, 2026$242Available
Apr 19, 2026$221Available
Apr 20, 2026$205Available
Apr 21, 2026$231Available
Apr 22, 2026$227Available
Apr 23, 2026$227Available
Apr 24, 2026$263Available
Apr 25, 2026$253Available
Apr 26, 2026$231Available
Apr 27, 2026$209Available
Apr 28, 2026$198Available
Apr 29, 2026$198Available
Apr 30, 2026$231Available
May 1, 2026$270Available
May 2, 2026$274Available
May 3, 2026$252Available
May 4, 2026$228Available
May 5, 2026$225Available
May 6, 2026$227Available
May 7, 2026$249Available
May 8, 2026$272Available
May 9, 2026$279Available
May 10, 2026$260Available
May 11, 2026$234Available
May 12, 2026$234Available
May 13, 2026$241Available
May 14, 2026$260Available
May 15, 2026$469Not Available
May 16, 2026$484Not Available
May 17, 2026$408Not Available
May 18, 2026$221Available
May 19, 2026$233Available
May 20, 2026$264Available
May 21, 2026$626Not Available
May 22, 2026$626Not Available
May 23, 2026$626Not Available
May 24, 2026$525Not Available
May 25, 2026$280Available
May 26, 2026$276Available
May 27, 2026$245Available
May 28, 2026$260Available
May 29, 2026$277Available
May 30, 2026$284Available
May 31, 2026$265Available
Jun 1, 2026$279Available
Jun 2, 2026$273Available
Jun 3, 2026$284Available
Jun 4, 2026$330Available
Jun 5, 2026$393Available