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Home in Great Barrington

Berkshires Highlands

6 bedrooms

7 beds

3 bathrooms

12 guests

2900 sq. ft.

Wander Berkshires Highlands

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About the property

Wander Berkshires Highlands is a peaceful mountain retreat set on four acres of rolling countryside, just minutes from skiing at Catamount and the vibrant dining scene of Great Barrington. Newly renovated and thoughtfully designed, this spacious home features a grand great room with a cozy fireplace and TV, a welcoming basement game and media room, and a large deck overlooking the scenic grounds. Unwind in the soothing hot tub after a day of adventure or gather with loved ones in one of the beautifully appointed bedrooms spread across two floors, offering space and comfort for the entire family.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 queen bed

Bedroom 5

1 queen bed

Bedroom 6

2 full beds

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 queen bed

Bedroom 5

1 queen bed

Bedroom 6

2 full beds

Amenities

Common Amenities

  • Patio
  • Free parking
  • Long term stays allowed
  • Hot tub
  • Forest view
  • Game Room
  • Wifi
  • Carbon monoxide detector
  • Hot water
  • Fire extinguisher
  • Balcony
  • First aid kit
  • Air conditioning
  • Smoke detector

Patio

  • Outdoor seating
  • BBQ Area
  • BBQ Utensils

Living Room

  • TV
  • Fire place

Dining Room

  • Dining table

Kitchen

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

Game Room

  • Ping pong table
  • TV

Bedroom 1

  • Bed linens
  • TV
  • Closet
  • Hangers

Ensuite Bathroom 1

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

Bedroom 2

  • Bed linens
  • TV
  • Closet
  • Hangers

Ensuite Bathroom 2

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

Bedroom 3

  • Bed linens
  • TV
  • Closet
  • Hangers

Bedroom 4

  • Bed linens
  • TV
  • Closet
  • Hangers

Bedroom 5

  • TV
  • Closet
  • Hangers
  • Bed linens

Bedroom 6

  • Bed linens
  • TV
  • Closet
  • Hangers

Bathroom

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

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies
  • Extra pillows
  • Extra blankets
  • Iron

Guests love this place

5

based on 5 reviews

Overall rating

5
4
3
2
1

Where you’ll be

Great Barrington, Massachusetts 01230, United States

Great Barrington, Massachusetts, United States
42.2158641-73.4472783
Timezone: America/New_York

Restaurants

Hy's Fried

Hy's Fried serves addictive, hormone-free fried chicken with a crispy, sweet-savory crust in a vibrant, cozy space that turns into a lively dance club on weekends. Most dishes are gluten-free, making it a unique community hub with great food and fun vibes.

The Well Restaurant + Bar

The Well Restaurant + Bar offers a cozy atmosphere with a diverse menu featuring classic American cuisine made from quality ingredients, perfect for a relaxed dining experience. Guests enjoy its welcoming vibe and flavorful dishes.

Little Cat Lodge

Little Cat Lodge offers a cozy alpine-inspired retreat at the foot of Catamount, featuring seasonal, locally inspired dishes and a warm, rustic ambiance perfect for relaxing after a day on the slopes. Its inviting tavern and expansive terrace create a charming mountain getaway.

Bizen Gourmet Japanese Restaurant and Sushi Bar

Bizen Gourmet Japanese Restaurant and Sushi Bar offers fresh, vibrant Japanese cuisine with standout sushi and authentic dishes in a cozy, inviting atmosphere perfect for an intimate or casual meal. Its blend of traditional flavors and thoughtful presentation makes it a local favorite in Great Barrington.

GB Eats

GB Eats offers a vibrant dining experience with creative American cuisine, featuring locally sourced ingredients and a warm ambiance. This Great Barrington spot serves breakfast all day, with options for vegetarians, vegans, and gluten-free diners.

The Prairie Whale

The Prairie Whale in Great Barrington blends rustic Berkshire charm with Brooklyn-inspired flair, serving ever-changing farm-to-table dishes crafted from local produce and house-butchered meats in a cozy, reclaimed-wood setting—think candlelit comfort indoors and lively outdoor seating when the weather’s right.

Fuel Coffee

Fuel Coffee offers a cozy atmosphere with quality coffee and a variety of pastries, often blending a library-like setting with a vibrant coffee culture. The unique ambiance and delicious offerings make it a charming spot for both coffee and book lovers.

Roe Jan Brewing Co.

Roe Jan Brewing Co. in Hillsdale offers a warm, inviting brewpub experience with craft beers, a wood-fired open kitchen serving fresh, seasonal dishes, and a lively atmosphere enhanced by live music and spacious indoor and outdoor seating.

Twisted Sisters Coffee House

Twisted Sisters Coffee House offers expertly brewed specialty coffees, fresh-baked pastries, and a cozy, welcoming atmosphere perfect for relaxing or catching up with friends in a charming historic setting.

Heirloom Lodge

Heirloom Lodge offers a refined farm-to-table dining experience in a sleek lodge setting, featuring locally sourced seasonal dishes paired with exceptional wines from family-run vineyards. Its open kitchen and elegant simplicity create a warm, inviting atmosphere perfect for savoring the Berkshires' finest flavors.

Attractions

French Park

French Park offers a vibrant playground, scenic lake activities, and trails, making it perfect for families and outdoor enthusiasts. Its creative play area and beautiful surroundings ensure a fun-filled day for all ages.

River Walk

The San Antonio River Walk offers a vibrant mix of scenic strolls, lively dining, rich history, and unique cultural attractions, perfect for explorers, food lovers, and families seeking a memorable urban adventure along a beautiful 15-mile waterway.

Catamount Aerial Adventure Park

Catamount Aerial Adventure Park offers thrilling ropes courses and zip lines set high in the trees, perfect for adventurers aged 7 and up seeking a fun, active challenge in a beautiful forest setting. It’s ideal for families, friends, and groups of all skill levels.

Catamount Mountain Resort

Catamount Mountain Resort offers year-round adventure with thrilling ziplines, one of the largest aerial parks in New England, and scenic chairlift rides—perfect for families, thrill-seekers, and anyone looking to enjoy the outdoors on both sides of the New York–Massachusetts border.

Monument Mountain Reservation

Monument Mountain Reservation offers a steep but rewarding hike with stunning 360-degree views from its 1,642-foot summit, perfect for adventurous hikers who enjoy rocky trails, scenic overlooks, and a touch of local history and wildlife. Ideal for those seeking both challenge and natural beauty.

Guthrie Center

The Guthrie Center offers a unique blend of cultural, educational, and spiritual experiences, perfect for those seeking community and artistic expression. It's ideal for music enthusiasts and history buffs looking for a meaningful connection.

Lake Mansfield Beach and Conservation Forest Trails

Lake Mansfield Beach and Conservation Forest Trails offer a refreshing escape with swimming, shaded walking paths, and peaceful picnicking—perfect for families, nature lovers, and anyone seeking a relaxing day by the water or a gentle stroll through the woods.

Roeliff Jansen Park

Roeliff Jansen Park offers peaceful trails, a dog run, a community garden, and a lively farmers market, making it perfect for families, nature lovers, and anyone seeking outdoor fun and local culture in a scenic setting. Kids enjoy activity packs and live music on market days.

Jug End State Reservation

Jug End State Reservation offers a peaceful 3-4 mile loop through scenic Berkshires meadows and forests, perfect for families and nature lovers seeking wildlife, wildflowers, and stunning mountain views. It’s ideal for hiking, picnicking, and connecting with the Appalachian Trail.

Monument Mountain Reservation Parking

Monument Mountain Reservation offers a short but steep hike through lush forests and dramatic rock ledges, rewarding you with sweeping views of the Berkshires—perfect for adventurous hikers seeking a quick challenge and anyone who loves panoramic mountain vistas. Families, nature lovers, and history buffs will all find something memorable here.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

Dogs allowed

No smoking - fees will apply

Events require approval

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

12 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Mar 21, 2026$542Not Available
Mar 22, 2026$460Available
Mar 23, 2026$446Available
Mar 24, 2026$473Available
Mar 25, 2026$478Not Available
Mar 26, 2026$451Not Available
Mar 27, 2026$622Not Available
Mar 28, 2026$638Not Available
Mar 29, 2026$547Not Available
Mar 30, 2026$518Available
Mar 31, 2026$513Not Available
Apr 1, 2026$509Not Available
Apr 2, 2026$503Not Available
Apr 3, 2026$669Not Available
Apr 4, 2026$661Not Available
Apr 5, 2026$570Not Available
Apr 6, 2026$513Available
Apr 7, 2026$508Available
Apr 8, 2026$493Available
Apr 9, 2026$562Available
Apr 10, 2026$716Not Available
Apr 11, 2026$752Not Available
Apr 12, 2026$571Available
Apr 13, 2026$474Available
Apr 14, 2026$457Available
Apr 15, 2026$451Available
Apr 16, 2026$493Available
Apr 17, 2026$653Not Available
Apr 18, 2026$635Not Available
Apr 19, 2026$511Not Available
Apr 20, 2026$474Available
Apr 21, 2026$465Available
Apr 22, 2026$487Not Available
Apr 23, 2026$573Not Available
Apr 24, 2026$715Not Available
Apr 25, 2026$684Not Available
Apr 26, 2026$511Not Available
Apr 27, 2026$466Available
Apr 28, 2026$359Available
Apr 29, 2026$468Not Available
Apr 30, 2026$536Not Available
May 1, 2026$1101Not Available
May 2, 2026$1082Not Available
May 3, 2026$806Not Available
May 4, 2026$640Available
May 5, 2026$595Available
May 6, 2026$598Available
May 7, 2026$663Available
May 8, 2026$889Available
May 9, 2026$885Available
May 10, 2026$712Available
May 11, 2026$639Available
May 12, 2026$625Available
May 13, 2026$639Available
May 14, 2026$712Available
May 15, 2026$1184Available
May 16, 2026$1194Available
May 17, 2026$828Available
May 18, 2026$717Available
May 19, 2026$719Available
May 20, 2026$849Available
May 21, 2026$1309Available
May 22, 2026$2151Available
May 23, 2026$1985Available
May 24, 2026$1771Available
May 25, 2026$1047Available
May 26, 2026$723Available
May 27, 2026$696Available
May 28, 2026$935Not Available
May 29, 2026$1129Not Available
May 30, 2026$1015Not Available
May 31, 2026$770Not Available
Jun 1, 2026$732Not Available
Jun 2, 2026$728Not Available
Jun 3, 2026$748Not Available
Jun 4, 2026$793Not Available
Jun 5, 2026$924Not Available
Jun 6, 2026$948Not Available
Jun 7, 2026$818Not Available
Jun 8, 2026$788Not Available
Jun 9, 2026$776Not Available
Jun 10, 2026$782Not Available
Jun 11, 2026$822Not Available
Jun 12, 2026$1189Not Available
Jun 13, 2026$1251Not Available
Jun 14, 2026$830Not Available
Jun 15, 2026$793Not Available
Jun 16, 2026$781Not Available
Jun 17, 2026$788Not Available
Jun 18, 2026$1008Not Available
Jun 19, 2026$1271Not Available