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10 guests
5 beds
2 bathrooms
10 guests
4 bedrooms
5 beds
2 bathrooms
1652 sq. ft.
Wander Great Barrington Woods is a chic log cabin retreat tucked into the serene hills of the Berkshires.

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Check-in after 4:00pm • Check-out before 11:00am • Pets allowed with fee
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
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.
Bedroom 1
1 king bed
Bedroom 1
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
2 queen beds
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.
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.
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.
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 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 & 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 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.
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 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 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]
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]
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 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.
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.
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.
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]
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]
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]
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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Here are some things which you should know before booking Wander Great Barrington Woods
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
Cancel within 24 hours for a full refund.
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
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 17, 2026 | $272 | Not Available |
| Feb 18, 2026 | $268 | Not Available |
| Feb 19, 2026 | $478 | Not Available |
| Feb 20, 2026 | $517 | Not Available |
| Feb 21, 2026 | $485 | Not Available |
| Feb 22, 2026 | $202 | Available |
| Feb 23, 2026 | $162 | Available |
| Feb 24, 2026 | $162 | Available |
| Feb 25, 2026 | $165 | Available |
| Feb 26, 2026 | $195 | Available |
| Feb 27, 2026 | $365 | Not Available |
| Feb 28, 2026 | $361 | Not Available |
| Mar 1, 2026 | $225 | Available |
| Mar 2, 2026 | $180 | Available |
| Mar 3, 2026 | $180 | Available |
| Mar 4, 2026 | $188 | Available |
| Mar 5, 2026 | $222 | Available |
| Mar 6, 2026 | $410 | Not Available |
| Mar 7, 2026 | $412 | Not Available |
| Mar 8, 2026 | $245 | Not Available |
| Mar 9, 2026 | $167 | Available |
| Mar 10, 2026 | $167 | Available |
| Mar 11, 2026 | $171 | Available |
| Mar 12, 2026 | $260 | Not Available |
| Mar 13, 2026 | $366 | Not Available |
| Mar 14, 2026 | $388 | Not Available |
| Mar 15, 2026 | $272 | Available |
| Mar 16, 2026 | $220 | Available |
| Mar 17, 2026 | $218 | Available |
| Mar 18, 2026 | $218 | Available |
| Mar 19, 2026 | $296 | Not Available |
| Mar 20, 2026 | $418 | Not Available |
| Mar 21, 2026 | $429 | Not Available |
| Mar 22, 2026 | $277 | Available |
| Mar 23, 2026 | $224 | Available |
| Mar 24, 2026 | $223 | Available |
| Mar 25, 2026 | $224 | Available |
| Mar 26, 2026 | $267 | Available |
| Mar 27, 2026 | $371 | Available |
| Mar 28, 2026 | $379 | Available |
| Mar 29, 2026 | $258 | Available |
| Mar 30, 2026 | $208 | Available |
| Mar 31, 2026 | $208 | Available |
| Apr 1, 2026 | $265 | Available |
| Apr 2, 2026 | $318 | Available |
| Apr 3, 2026 | $389 | Available |
| Apr 4, 2026 | $449 | Available |
| Apr 5, 2026 | $355 | Available |
| Apr 6, 2026 | $253 | Available |
| Apr 7, 2026 | $253 | Available |
| Apr 8, 2026 | $253 | Available |
| Apr 9, 2026 | $302 | Available |
| Apr 10, 2026 | $353 | Available |
| Apr 11, 2026 | $361 | Available |
| Apr 12, 2026 | $315 | Available |
| Apr 13, 2026 | $253 | Available |
| Apr 14, 2026 | $253 | Available |
| Apr 15, 2026 | $253 | Available |
| Apr 16, 2026 | $302 | Available |
| Apr 17, 2026 | $353 | Available |
| Apr 18, 2026 | $361 | Available |
| Apr 19, 2026 | $323 | Available |
| Apr 20, 2026 | $260 | Available |
| Apr 21, 2026 | $259 | Available |
| Apr 22, 2026 | $259 | Available |
| Apr 23, 2026 | $310 | Available |
| Apr 24, 2026 | $362 | Available |
| Apr 25, 2026 | $370 | Available |
| Apr 26, 2026 | $323 | Available |
| Apr 27, 2026 | $260 | Available |
| Apr 28, 2026 | $261 | Available |
| Apr 29, 2026 | $261 | Available |
| Apr 30, 2026 | $312 | Available |
| May 1, 2026 | $395 | Available |
| May 2, 2026 | $405 | Available |
| May 3, 2026 | $354 | Available |
| May 4, 2026 | $286 | Available |
| May 5, 2026 | $286 | Available |
| May 6, 2026 | $287 | Available |
| May 7, 2026 | $344 | Available |
| May 8, 2026 | $403 | Available |
| May 9, 2026 | $414 | Available |
| May 10, 2026 | $362 | Available |
| May 11, 2026 | $291 | Available |
| May 12, 2026 | $293 | Available |
| May 13, 2026 | $293 | Available |
| May 14, 2026 | $354 | Available |
| May 15, 2026 | $469 | Not Available |
| May 16, 2026 | $484 | Not Available |
| May 17, 2026 | $408 | Not Available |
| May 18, 2026 | $271 | Available |