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Home in Sheffield

Berkshires Farmhouse

4 bedrooms

9 beds

2.5 bathrooms

14 guests

3680 sq. ft.

Wander Berkshires Farmhouse

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About the property

Wander Berkshires Farmhouse is a sophisticated farmhouse retreat set across 52 breathtaking acres in the Berkshires. This elegant estate blends timeless character with modern luxury, featuring a chef’s kitchen and inviting living spaces. Outside, the landscape offers stunning mountain views from the spacious patio, complete with a BBQ area and fire pit. With a lush garden and direct access to scenic hiking trails, this property provides an exquisite sanctuary for a peaceful countryside reset.
Property License: C0549192670

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

1 queen bed

Bedroom 4

4 full bunk beds, 2 twin xl bunk beds

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

1 queen bed

Bedroom 4

4 full bunk beds, 2 twin xl bunk beds

Amenities

Common Amenities

  • Wifi
  • Free parking
  • Fire pit
  • Garden
  • Hot water
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit
  • Air conditioning
  • Patio
  • Pack n play
  • Outdoor dining area
  • High chair
  • Mountain view
  • BBQ Area

Living room

  • Ceiling fan
  • Board games
  • TV

Dining room

  • Dining table

Kitchen

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

Bedroom 1

  • Bed linens
  • Ceiling fan

Ensuite Bathroom

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

Bedroom 2

  • Bed linens
  • Desk
  • Ceiling fan
  • Closet

Bedroom 3

  • Bed linens
  • Wardrobe

Bedroom 4

  • Bed linens
  • Dresser
  • Ceiling fan
  • TV
  • Toys

Bathroom

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

Half Bath

  • Bathtub
  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Office

  • Desk
  • Dedicated workspace

Entry

  • Dedicated workspace
  • Desk

Laundry room

  • Dryer
  • Washer
  • Cleaning supplies

Guests love Wander

Where you’ll be

Sheffield, Massachusetts 1257, United States

Sheffield, Massachusetts, United States
42.0585745-73.3412336
Timezone: America/New_York

Restaurants

Picante’s Canaan

Picante's Canaan delights with a bold fusion of authentic Mexican and Italian cuisine, from spicy molcajetes and fresh ceviche to seafood ravioli and chicken parmigiana. This hidden gem serves up fresh, flavorful dishes in a welcoming spot perfect for lunch or dinner.

Roberto's Pizza

Roberto's Pizza in North Brunswick crafts diverse pies from deep dish classics to crispy Thin Sicilian and nostalgic Grandma styles, alongside pasta and subs. This cozy, family-friendly spot next to the bowling alley delivers welcoming service and Italian delights perfect for groups.[1]

The Marketplace Kitchen and Cafe

Discover The Marketplace Kitchen and Cafe, a family-friendly Berkshire gem serving fresh salads, signature sandwiches, housemade soups, and decadent pastries in a fast-casual vibe. Grab-and-go specialties and lattes make it perfect for breakfast, lunch, or a quick treat.

Canaan Country Club and The Belted Cow

Nestled beside a scenic nine-hole golf course along the Blackberry River, Canaan Country Club's Belted Cow Farmhouse Tavern offers hearty farmhouse fare like prime rib in a cozy, belted cow-themed space with expanded outdoor dining.[1][3][4]

Big Elm Brewing - Sheffield - Brewery & Taproom

Discover Big Elm Brewing's Sheffield taproom, where fresh ales, lagers, and hard seltzers flow alongside flights and growlers in a laid-back Berkshire spot perfect for families and leashed pets. Pair your pints with takeout from nearby gems like Roberto’s Pizza or food trucks, channeling the spirit of the historic Big Elm tree.

Industry Kitchen & Bar

Industry Kitchen is a modern American restaurant featuring seasonal ingredients, wood-fired pizzas, and grilled meats in a striking industrial-chic space beneath the FDR Drive with views of the East River and Brooklyn skyline.

Blackberry River Bistro

Nestled in Canaan, Blackberry River Bistro serves up fresh, from-scratch Mexican delights like tacos, burritos, and flavorful rice bowls in a cozy, casual vibe with excellent beer and wine. It's the perfect spot for simple, satisfying meals with friendly service.[1][2][3][4]

Attractions

Bartholomew's Cobble Reservation

Discover Bartholomew's Cobble Reservation, a National Natural Landmark with twin rocky knolls, 5 miles of trails through caves, marshes, and wildflower meadows, plus stunning Housatonic River views from Hurlburt's Hill. Nature lovers, hikers, and birders will adore its rugged geology and 800+ plant species.

Thom Reed - UFO Park

Discover Thom Reed UFO Park, site of the first UFO encounter officially recognized as historically true by Massachusetts historians and the governor, where Thom Reed's family witnessed insect-like beings after a glowing craft emerged from the Housatonic River in 1969. UFO enthusiasts, mystery lovers, and history buffs will relish this quirky riverside tribute near a scenic covered bridge.[1][2][3][5]

New England Accordion Connection and Museum Company

Discover over 500 sparkling vintage accordions—rhinestone-encrusted gems with stories from Lawrence Welk to Al Capone—at this hidden Connecticut gem in a historic train station. Music history buffs, polka lovers, and curious families will squeeze pure joy from Paul Ramunni's passionate tribute to the squeezebox.

Land of Nod Vineyard & Winery

Discover the timeless charm of Land of Nod Vineyard & Winery, a bicentennial farm in Connecticut's Berkshire foothills crafting grape and fruit wines amid serene mountain views and the Blackberry River since 1780. Wine lovers, history buffs, and nature seekers will savor tastings, farm-fresh yarns, and picnic bliss.[1][3][4]

Mount Everett State Reservation

Discover breathtaking 360-degree panoramas from Mount Everett's summit, the Dome of the Taconics, via scenic Appalachian Trail hikes for all levels, waterfalls, and serene Guilder Pond. Nature lovers, avid hikers, and birders will relish this stunning Massachusetts reservation year-round.

Mass Audubon's Lime Kiln Farm Wildlife Sanctuary

Discover the magic of Lime Kiln Farm Wildlife Sanctuary, where 2 miles of easy trails wind through diverse habitats teeming with butterflies, pileated woodpeckers, and stunning Mount Everett vistas, plus historic lime kilns and quarries. Nature lovers, birders, and families seeking serene hikes will love this Berkshires gem.

Campbell Falls State Park

Discover the hidden gem of Campbell Falls State Park, where a stunning 50-foot waterfall thunders through a zig-zagging gorge in lush evergreen forest, reachable by a short, steep trail to a serene swimming pool. Nature lovers and solitude seekers will love this uncrowded Berkshires escape.[2][3]

Mount Riga State Park

Mount Riga State Park offers hikers an unforgettable adventure to Bear Mountain, Connecticut's highest peak, crowned with a stone pyramid and featuring panoramic views across three states. Nature enthusiasts and trail seekers will love the accessible Appalachian Trail connection and scenic forest walks through this 276-acre wilderness.

Beckley Iron Furnace State Park

Explore Connecticut's best-preserved industrial landmark, where you can hike scenic trails past historic slag piles, learn how 19th-century ironworks operated, and enjoy picnicking and fishing in a picturesque park setting—perfect for history enthusiasts and nature lovers alike.

Umpachene Falls Park

Umpachene Falls Park is a hidden gem where cascading waterfalls meet peaceful river pools, offering the perfect blend of scenic beauty and family-friendly recreation. Whether you're swimming in the cool Konkapot River, wading through shallow falls, or picnicking on the grassy field, this tucked-away Berkshires treasure appeals to nature lovers, photographers, and families alike.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

Pets not allowed

No smoking - fees will apply

Events require approval

Safety & security

Check-in after 4:00 pm

Check-out before 11:00 am

14 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Apr 7, 2026$167Available
Apr 8, 2026$167Available
Apr 9, 2026$167Available
Apr 10, 2026$279Available
Apr 11, 2026$279Available
Apr 12, 2026$213Available
Apr 13, 2026$195Available
Apr 14, 2026$197Available
Apr 15, 2026$200Available
Apr 16, 2026$260Available
Apr 17, 2026$289Available
Apr 18, 2026$293Available
Apr 19, 2026$279Available
Apr 20, 2026$253Available
Apr 21, 2026$263Available
Apr 22, 2026$267Available
Apr 23, 2026$283Available
Apr 24, 2026$292Available
Apr 25, 2026$296Available
Apr 26, 2026$292Available
Apr 27, 2026$269Available
Apr 28, 2026$264Available
Apr 29, 2026$272Available
Apr 30, 2026$286Available
May 1, 2026$310Available
May 2, 2026$316Available
May 3, 2026$299Available
May 4, 2026$274Available
May 5, 2026$270Available
May 6, 2026$276Available
May 7, 2026$298Available
May 8, 2026$323Available
May 9, 2026$314Available
May 10, 2026$308Available
May 11, 2026$282Available
May 12, 2026$278Available
May 13, 2026$284Available
May 14, 2026$301Available
May 15, 2026$811Not Available
May 16, 2026$840Not Available
May 17, 2026$290Available
May 18, 2026$272Available
May 19, 2026$269Available
May 20, 2026$515Not Available
May 21, 2026$571Not Available
May 22, 2026$839Not Available
May 23, 2026$839Not Available
May 24, 2026$428Available
May 25, 2026$419Available
May 26, 2026$373Available
May 27, 2026$339Available
May 28, 2026$366Available
May 29, 2026$388Available
May 30, 2026$390Available
May 31, 2026$417Available
Jun 1, 2026$391Available
Jun 2, 2026$391Available
Jun 3, 2026$391Available
Jun 4, 2026$475Available
Jun 5, 2026$475Available
Jun 6, 2026$475Available
Jun 7, 2026$432Available
Jun 8, 2026$391Available
Jun 9, 2026$391Available
Jun 10, 2026$391Available
Jun 11, 2026$475Available
Jun 12, 2026$475Available
Jun 13, 2026$475Available
Jun 14, 2026$446Available
Jun 15, 2026$421Available
Jun 16, 2026$414Available
Jun 17, 2026$423Available
Jun 18, 2026$587Available
Jun 19, 2026$589Available
Jun 20, 2026$610Available
Jun 21, 2026$587Available
Jun 22, 2026$517Available
Jun 23, 2026$507Available
Jun 24, 2026$515Available
Jun 25, 2026$570Available
Jun 26, 2026$624Available
Jun 27, 2026$717Available
Jun 28, 2026$655Available
Jun 29, 2026$589Available
Jun 30, 2026$589Available
Jul 1, 2026$781Available
Jul 2, 2026$1035Available
Jul 3, 2026$1035Available
Jul 4, 2026$1035Available
Jul 5, 2026$1035Available
Jul 6, 2026$794Available