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Home in Sheffield, Massachusetts

Berkshires Estate

5 bedrooms

6 beds

2.5 bathrooms

10 guests

2566 sq. ft.

About the property

Wander Berkshires Estate is a private Berkshires retreat surrounded by fresh mountain air and open meadow views. A screened patio with foosball invites relaxed afternoons, while a large yard offers space to unwind beneath the trees. Inside, enjoy a cozy fireplace, charming kitchen, and thoughtfully designed bedrooms. A peaceful escape perfectly positioned for exploring the beauty of the Berkshires.
Property License: C0399272670

Where you’ll sleep

Bedroom 1

1 king bed, 1 twin sofa

Bedroom 2

1 queen bed

Bedroom 3

1 queen bed

Bedroom 4

1 queen bed

Bedroom 5

2 twin bunk beds

Bedroom 1

1 king bed, 1 twin sofa

Bedroom 2

1 queen bed

Bedroom 3

1 queen bed

Bedroom 4

1 queen bed

Bedroom 5

2 twin bunk beds

Amenities

Common Amenities

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

Patio

  • Outdoor seating

Living room

  • Fire place
  • TV

Dining Room

  • Dining table

Kitchen

  • Cooking basics
  • Dishes
  • Dishwasher
  • Kitchen
  • Stove
  • Microwave
  • Fridge
  • Coffee maker
  • Oven
  • Freezer
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses
  • Air conditioning
  • Breakfast nook
  • Dining table
  • Baking sheet
  • High chair

Bedroom 1

  • Bed linens
  • Ceiling fan

Ensuite Bathroom

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

Bedroom 2

  • Bed linens

Ensuite Bathroom 2

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

Bedroom 3

  • Bed linens

Bedroom 4

  • Bed linens
  • Dresser

Bedroom 5

  • Bed linens

Half Bath

  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Game room

  • Foosball table

Laundry room

  • Dryer
  • Washer
  • Cleaning supplies

4.8 · 32 reviews

Where you’ll be

Sheffield, Massachusetts 1257, United States

Sheffield, Massachusetts, United States
42.127628-73.3453787
Timezone: America/New_York

Restaurants

The Bistro Box

The Bistro Box is a seasonal roadside eatery in Great Barrington, MA, serving fresh, made-to-order classics like gourmet burgers, hand-cut fries, and creative sandwiches in a spacious outdoor setting with picnic tables—perfect for families and locals seeking quality comfort food with modern twists.

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. Pet-friendly outdoor seating and incomparable customer care make it a community staple since 2000.[1][2][3]

Great Barrington Bagel

Great Barrington Bagel crafts authentic New York-style bagels—chewy, golden, and baked fresh daily—with 17 cream cheese flavors, smoked fish, and hearty deli sandwiches.[1][2][3] Dive into this local favorite's inviting deli vibe for breakfast or lunch in the Berkshires.[2][3]

Bizen Gourmet Japanese Restaurant and Sushi Bar

Bizen is a Japanese restaurant and sushi bar in Great Barrington, Massachusetts, frequently praised for its fresh, authentic sushi and vibrant Japanese cuisine served in an elegantly decorated setting that captures the beauty of Japanese culture.

The Well Restaurant + Bar

The Well Restaurant + Bar serves up classic American cuisine like hand-packed, hormone-free burgers in a cozy spot perfect for lunch, dinner, and drinks. Gluten-free options and a welcoming vibe make it a Great Barrington favorite.

The Prairie Whale

Nestled in Great Barrington, The Prairie Whale delivers farm-to-table American cuisine with seasonal, locally sourced dishes like grass-fed steaks and brick chicken 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.

Fuel Coffee

Fuel America is a welcoming coffeehouse fueling your day with gourmet espresso drinks, all-day breakfast, fresh açaí bowls, paninis, and protein-packed prolattas in a warm, unpretentious vibe that celebrates America's diverse spirit.[1][4]

Roberto's Pizza

Roberto's Pizzeria in Sandestin serves Sandestin's best gourmet pizzas, pastas, calzones, and strombolis with premium ingredients. Relax in casual indoor-outdoor seating with a full bar, big screens for the game, and friendly service perfect for families or delivery.

Attractions

Thom Reed - UFO Park

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

Mount Washington State Forest

Discover the wild beauty of Mount Washington State Forest, where 30 miles of rugged trails lead hikers and mountain bikers to Alander Mountain's stunning 2,250-foot summit views amid blooming laurel and fern-carpeted woods. Perfect for adventure seekers craving backcountry thrills and nature immersion.

Beartown State Forest

Discover Beartown State Forest's serene Benedict Pond for swimming, kayaking, and fishing, surrounded by miles of hiking trails including the Appalachian Trail, alive with deer, bears, and bobcats. Nature lovers and outdoor adventurers seeking peaceful wilderness escapes will love it.[1][3][4]

Ski Butternut

Discover Ski Butternut, the Berkshires' family gem with 1,000 feet of vertical drop across 22 groomed trails, terrain parks, and tubing fun for all ages. Perfect for beginners building confidence and experts seeking affordable thrills amid stunning views.[2][4][6]

Lake Mansfield Beach and Conservation Forest Trails

Discover the serene Lake Mansfield Beach and Conservation Forest Trails, where clean, accessible paths wind through shaded woods to a pristine lakeside beach perfect for relaxing, paddling, or picnicking amid stunning Berkshire scenery. Families, nature lovers, and casual walkers will cherish its peaceful vibes and wildlife spotting.

Bartholomew's Cobble Reservation

Discover Bartholomew's Cobble Reservation, a National Natural Landmark with twin rocky knolls, 5 miles of trails past caves, ferns, and the Housatonic River, culminating in panoramic mountain views from Hurlburt's Hill. Nature lovers, hikers, and birders will cherish its exotic biodiversity and serene escape.

River Walk

Stroll the enchanting San Antonio River Walk, a vibrant 15-mile urban oasis blending lush gardens, public art, historic landmarks, and riverboat cruises past the Alamo and bat colonies. Perfect for families, culture lovers, and anyone craving a lively mix of adventure and serenity.[1][2][4][7]

Jug End State Reservation

Jug End State Reservation offers stunning Berkshire views with easy-to-moderate hiking trails through open meadows and forests, making it perfect for families and nature lovers seeking a peaceful outdoor escape with a touch of history from its former resort days.

Umpachene Falls Park

Discover the hidden gem of Umpachene Falls Park, where cascading falls meet shallow wading pools and the serene Konkapot River, perfect for picnics, play, and peaceful nature immersion. Families, hikers, and relaxation seekers will love this easy-access Berkshires oasis.[1][2][3][4]

AsiaBarong Gallery

AsiaBarong Gallery is a museum-like wonderland nestled in the Berkshire hills featuring over 25,000 pieces of high-quality Asian art and antiques, from Buddha statues to hand-carved furniture. Perfect for culture enthusiasts and curious explorers who want to spend hours discovering rare ethnographic treasures while supporting fair-trade artisan families across Asia.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

Not suitable for children (2-12 years)

Not suitable for infants (under 2)

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 11:00 am

10 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
May 10, 2026$128Available
May 11, 2026$128Available
May 12, 2026$128Available
May 13, 2026$128Not Available
May 14, 2026$128Not Available
May 15, 2026$236Not Available
May 16, 2026$250Not Available
May 17, 2026$315Not Available
May 18, 2026$249Not Available
May 19, 2026$250Not Available
May 20, 2026$251Not Available
May 21, 2026$317Not Available
May 22, 2026$404Not Available
May 23, 2026$419Not Available
May 24, 2026$328Not Available
May 25, 2026$260Not Available
May 26, 2026$256Not Available
May 27, 2026$258Not Available
May 28, 2026$326Not Available
May 29, 2026$410Not Available
May 30, 2026$276Not Available
May 31, 2026$208Available
Jun 1, 2026$204Available
Jun 2, 2026$203Available
Jun 3, 2026$213Available
Jun 4, 2026$228Available
Jun 5, 2026$268Available
Jun 6, 2026$274Available
Jun 7, 2026$244Available
Jun 8, 2026$224Available
Jun 9, 2026$224Available
Jun 10, 2026$240Available
Jun 11, 2026$256Available
Jun 12, 2026$293Available
Jun 13, 2026$305Available
Jun 14, 2026$268Available
Jun 15, 2026$253Available
Jun 16, 2026$242Available
Jun 17, 2026$249Available
Jun 18, 2026$272Available
Jun 19, 2026$323Available
Jun 20, 2026$446Not Available
Jun 21, 2026$345Not Available
Jun 22, 2026$281Not Available
Jun 23, 2026$283Not Available
Jun 24, 2026$290Not Available
Jun 25, 2026$340Not Available
Jun 26, 2026$368Available
Jun 27, 2026$517Not Available
Jun 28, 2026$417Not Available
Jun 29, 2026$336Not Available
Jun 30, 2026$339Not Available
Jul 1, 2026$398Not Available
Jul 2, 2026$564Not Available
Jul 3, 2026$564Not Available
Jul 4, 2026$564Not Available
Jul 5, 2026$564Not Available
Jul 6, 2026$367Available
Jul 7, 2026$361Available
Jul 8, 2026$367Available
Jul 9, 2026$402Available
Jul 10, 2026$520Available
Jul 11, 2026$515Not Available
Jul 12, 2026$398Not Available
Jul 13, 2026$324Not Available
Jul 14, 2026$325Not Available
Jul 15, 2026$325Not Available
Jul 16, 2026$386Not Available
Jul 17, 2026$504Not Available
Jul 18, 2026$525Not Available
Jul 19, 2026$402Not Available
Jul 20, 2026$325Not Available
Jul 21, 2026$325Not Available
Jul 22, 2026$325Not Available
Jul 23, 2026$386Not Available
Jul 24, 2026$510Not Available
Jul 25, 2026$526Not Available
Jul 26, 2026$403Not Available
Jul 27, 2026$327Not Available
Jul 28, 2026$327Not Available
Jul 29, 2026$327Not Available
Jul 30, 2026$389Not Available
Jul 31, 2026$512Not Available
Aug 1, 2026$626Not Available
Aug 2, 2026$488Not Available
Aug 3, 2026$485Not Available
Aug 4, 2026$483Not Available
Aug 5, 2026$478Not Available
Aug 6, 2026$463Not Available
Aug 7, 2026$609Not Available
Aug 8, 2026$623Not Available