Operated by a Wander partner
Trusted operators, vetted by Wander
Hartfield: Sprawling Designer Colonial with 8 Bedrooms, 4.5 baths - sleeps 18 Max. High Speed internet and Wi-Fi, 2 wood-burning fireplaces and 1 wood-burning stove, 2 smart TVs, chef's dream kitchen with high-end appliances, 6 burner gas range, washer/dryer, Nespresso pods coffee maker + French press, board games, chess, books and full on charm! laundry room, Inspire* cable gym Peloton bike and sauna with oversized shower adjacent. Outdoors offers an outdoor shower with hot/cold water, stone patio, dining table, café lights, and 2 grills: Blackstone Grill Top and standard propane Weber. Sprawling lawn, stunning sunsets, and secondary trellis seating. 2 bikes, Ping pong, nooks, crannies, romance and a little mystery around each corner. You will fall in love!
No more than 15 adults please. Guest count max, with children and adults, shall not exceed 18 and a baby. Pets considered with a $ pet fee. No Smoking and no proms, bachelor parties, or requests for weddings.
Perfect for gathering friends, or multi-generational stays, Hartfield is a true destination! With 8-bedrooms and 4.5-baths this stunning Designer Colonial blends history, comfort, beauty, and sweeping views for a truly unforgettable experience.
Features include:
8 Bedrooms and 3 Full and a 1/2 Bath, all on second floor:
Primary: King bed with green tile en suite full bath (tub/shower)
Bedroom #2: Flower Bedroom with King bed - with shared bath (sleeps 2)
Hartfield offers guests a taste of rare timeless Berkshire beauty - with 2+ acres, mature trees, perennial gardens, and overlooking scenic mountain vistas, while enjoying the stone patio with café lights, dining table, fire pit, and a special bistro set under the pergola covered in lush grape vines. Two bikes are available and the lawn is long and flat - ready for lawn games of all kinds.
Pets considered with a $150 pet fee, per pet.
Location - Hartfield is central to cultural landmarks, hiking trails, mountain views, and all quaint New England towns. Whether you want to explore summer destinations, a winter ski retreat, or just unwind by the fire, you'll find the perfect backdrop here. Just 5 miles to Catamount Resort, 10 mins to Great Barrington center, 30 mins to Tanglewood, and 15 Mins to Ski Butternut, you are within easy reach!
Bedroom 1
1 king bed
Bedroom 2
1 queen bed, 1 twin bed
Bedroom 3
1 queen bed
Bedroom 5
1 full bunk bed
Bedroom 6
1 full bunk bed
Bedroom 7
1 twin xl bed
Bedroom 8
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 queen bed, 1 twin bed
Bedroom 3
1 queen bed
Bedroom 5
1 full bunk bed
Bedroom 6
1 full bunk bed
Bedroom 7
1 twin xl bed
Bedroom 8
1 queen bed
Sheffield, MA 1257, US
Sheffield, MA, USThe Bistro Box is a lively roadside drive-in in Great Barrington, MA, dishing up fresh, scratch-made American classics like juicy burgers, hand-cut truffle fries, and pressed Cubanos with modern twists. Grab picnic tables in the spacious outdoor grove for family fun or a casual date under the pines.
Discover authentic Indian flavors at Aroma Bar and Grill, where imported ingredients and handcrafted spices elevate tandoori specialties, vegetarian delights, and fusion dishes in a welcoming, family-friendly vibe.[1][2]
Discover Big Elm Brewing's Sheffield taproom, where reduced-gluten craft beers like 413 Farmhouse Ale and IPA meet refreshing Berkshire Hard Seltzers in a family- and pet-friendly vibe. Bring your own food from nearby spots or catch a food truck, and grab growlers to go under the spirit of Sheffield's legendary Big Elm.
Hilltown is a Neapolitan-style sourdough pizzeria in the Berkshire Hills that crafts naturally leavened dough baked at 800 degrees, featuring seasonal pizzas inspired by Southern Italian traditions and local ingredients in a converted 1920s carriage house setting.
Savor authentic New York-style bagels at Great Barrington Bagel, chewy and golden-fresh daily with 17 cream cheese flavors, smoked fish, and hearty deli sandwiches. This Berkshires gem offers a warm, inviting spot for breakfast or lunch in a lively community vibe.[1][2][3]
Nestled in the Hudson Valley-Berkshire foothills, Little Cat Lodge serves authentic American cuisine in a cozy Alpine chalet with a roaring fireplace, expansive terrace, and award-winning wine list—perfect for post-ski unwinding.[1][2][3][4]
Discover The Mill in historic downtown Murrieta, where creative Italian pizzas with nine unique sauces and crowd-pleasing pasta dishes shine, crafted with the freshest ingredients since 1996. Join locals for unbeatable happy hours and friendly service in a hometown gem.[1]
Soar through New England's largest aerial adventure park at Catamount Mountain Resort, tackling 9 treetop courses with bridges, ladders, obstacles, and thrilling ziplines for 3 hours of heart-pounding fun. Perfect for adventure seekers, families, and first-timers ready to conquer the canopy![1][2]
Discover Ski Butternut, a charming family-friendly gem in Massachusetts' Berkshires with 22 varied trails, terrain parks, and a new high-speed quad lift, blending rich 1960s history with top snow conditions in a relaxed, natural haven. Perfect for beginners, families, and intermediate skiers seeking affordable fun without the crowds.
Taconic State Park's Copake Falls area offers a perfect blend of natural beauty and history, featuring stunning waterfalls like Bash Bish Falls, scenic overlooks, and the fascinating Copake Iron Works historic site—ideal for hikers, history buffs, and anyone seeking outdoor adventure in the Hudson Valley.
Discover Massachusetts' tallest single-drop waterfall at Bash Bish Falls State Park, where a short, thrilling hike through lush forests reveals a dramatic 80-foot cascade into an emerald pool. Nature lovers, photographers, and hikers seeking serene beauty and rare wildlife sightings will love this Berkshires gem.
Discover Bartholomew's Cobble Reservation, where ancient quartzite cobbles, fern-filled caves, and the Housatonic River meet panoramic mountain vistas amid 800 plant species. Nature lovers, hikers, and families will cherish its diverse trails and wildflower blooms.[1][2][3]
Discover Thom Reed UFO Park, site of America's first officially recognized off-world encounter in 1969, validated by historians and the Massachusetts governor with a striking monument near a scenic covered bridge. UFO enthusiasts and mystery seekers will love this quirky, historically endorsed hotspot.[1][3][5]
Soar through New England's largest aerial adventure park at Catamount, tackling 9 treetop courses with over 150 thrilling obstacles like zip lines, bridges, and ladders. Perfect for families, first-timers, or adrenaline junkies seeking 3 hours of challenge and canopy views.[1][3][4]
Discover Lake Mansfield Beach and Conservation Forest Trails, a serene Berkshire gem blending family-friendly swimming, playground fun, and accessible crushed-stone paths through shaded woods teeming with birds and wildlife. Perfect for families, nature lovers, and casual walkers seeking relaxation year-round.[1][2][3][5]
Discover over 30 miles of rugged trails through Mount Washington State Forest's vibrant red oak-hardwood woods, summiting Alander Mountain for epic vistas of ferns, laurel blooms, and ravines. Hikers, mountain bikers, and nature lovers craving wilderness adventure will thrive here.[2][3]
Conquer the challenging 5-6 mile Alander Mountain Trail through meadows, hemlock forests, and rocky ridgelines to a stunning panoramic summit with 360-degree views of the Berkshires, Catskills, and beyond. Perfect for fit hikers and backpackers craving epic rewards in Massachusetts' Taconic wilds.
50% refund up to 30 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 3:00 pm
Check-out before 11:00 am
18 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 11, 2026 | $850 | Not Available |
| Jul 12, 2026 | $850 | Not Available |
| Jul 13, 2026 | $850 | Not Available |
| Jul 14, 2026 | $850 | Not Available |
| Jul 15, 2026 | $850 | Not Available |
| Jul 16, 2026 | $850 | Not Available |
| Jul 17, 2026 | $850 | Not Available |
| Jul 18, 2026 | $850 | Not Available |
| Jul 19, 2026 | $850 | Not Available |
| Jul 20, 2026 | $850 | Not Available |
| Jul 21, 2026 | $850 | Not Available |
| Jul 22, 2026 | $850 | Not Available |
| Jul 23, 2026 | $850 | Not Available |
| Jul 24, 2026 | $850 | Not Available |
| Jul 25, 2026 | $850 | Not Available |
| Jul 26, 2026 | $850 | Not Available |
| Jul 27, 2026 | $850 | Not Available |
| Jul 28, 2026 | $850 | Not Available |
| Jul 29, 2026 | $850 | Not Available |
| Jul 30, 2026 | $850 | Not Available |
| Jul 31, 2026 | $850 | Not Available |
| Aug 1, 2026 | $850 | Not Available |
| Aug 2, 2026 | $850 | Not Available |
| Aug 3, 2026 | $850 | Not Available |
| Aug 4, 2026 | $850 | Not Available |
| Aug 5, 2026 | $850 | Not Available |
| Aug 6, 2026 | $850 | Not Available |
| Aug 7, 2026 | $850 | Available |
| Aug 8, 2026 | $850 | Available |
| Aug 9, 2026 | $850 | Available |
| Aug 10, 2026 | $850 | Available |
| Aug 11, 2026 | $850 | Available |
| Aug 12, 2026 | $850 | Not Available |
| Aug 13, 2026 | $850 | Not Available |
| Aug 14, 2026 | $850 | Not Available |
| Aug 15, 2026 | $850 | Not Available |
| Aug 16, 2026 | $850 | Not Available |
| Aug 17, 2026 | $850 | Not Available |
| Aug 18, 2026 | $850 | Not Available |
| Aug 19, 2026 | $850 | Available |
| Aug 20, 2026 | $850 | Available |
| Aug 21, 2026 | $850 | Not Available |
| Aug 22, 2026 | $850 | Not Available |
| Aug 23, 2026 | $850 | Not Available |
| Aug 24, 2026 | $850 | Available |
| Aug 25, 2026 | $850 | Available |
| Aug 26, 2026 | $850 | Not Available |
| Aug 27, 2026 | $850 | Not Available |
| Aug 28, 2026 | $850 | Not Available |
| Aug 29, 2026 | $850 | Not Available |
| Aug 30, 2026 | $850 | Not Available |
| Aug 31, 2026 | $850 | Not Available |
| Sep 1, 2026 | $850 | Not Available |
| Sep 2, 2026 | $850 | Not Available |
| Sep 3, 2026 | $1000 | Not Available |
| Sep 4, 2026 | $1000 | Not Available |
| Sep 5, 2026 | $1000 | Not Available |
| Sep 6, 2026 | $1000 | Not Available |
| Sep 7, 2026 | $1000 | Not Available |
| Sep 8, 2026 | $800 | Not Available |
| Sep 9, 2026 | $800 | Not Available |
| Sep 10, 2026 | $800 | Not Available |
| Sep 11, 2026 | $800 | Not Available |
| Sep 12, 2026 | $800 | Not Available |
| Sep 13, 2026 | $800 | Not Available |
| Sep 14, 2026 | $800 | Not Available |
| Sep 15, 2026 | $800 | Not Available |
| Sep 16, 2026 | $800 | Not Available |
| Sep 17, 2026 | $800 | Not Available |
| Sep 18, 2026 | $800 | Not Available |
| Sep 19, 2026 | $800 | Not Available |
| Sep 20, 2026 | $800 | Not Available |
| Sep 21, 2026 | $800 | Not Available |
| Sep 22, 2026 | $800 | Not Available |
| Sep 23, 2026 | $800 | Not Available |
| Sep 24, 2026 | $800 | Not Available |
| Sep 25, 2026 | $800 | Not Available |
| Sep 26, 2026 | $800 | Not Available |
| Sep 27, 2026 | $800 | Not Available |
| Sep 28, 2026 | $800 | Not Available |
| Sep 29, 2026 | $800 | Not Available |
| Sep 30, 2026 | $800 | Not Available |
| Oct 1, 2026 | $800 | Not Available |
| Oct 2, 2026 | $800 | Not Available |
| Oct 3, 2026 | $800 | Not Available |
| Oct 4, 2026 | $800 | Not Available |
| Oct 5, 2026 | $800 | Not Available |
| Oct 6, 2026 | $800 | Not Available |
| Oct 7, 2026 | $800 | Not Available |
| Oct 8, 2026 | $800 | Not Available |
| Oct 9, 2026 | $800 | Not Available |