Grandparents Cottage 250 Steps To The Lake
cottage, Stockbridge
This West Stockbridge rental is ideally situated near Tanglewood (6 minutes), the Berkshire Botanical Garden (7 minutes), and the Housatonic River (8 minutes), offering easy access to Stockbridge's cultural and natural attractions.
This four-bedroom, two-bathroom house sleeps seven and includes Wi-Fi, a dryer, and essential amenities; nearby attractions include Guido's Marketplace and Lee Premium Outlets.
This four-bedroom, two-bathroom house sleeps seven and includes Wi-Fi, a dryer, and essential amenities; nearby attractions include Guido's Marketplace and Lee Premium Outlets.
224 Lodge -Skiing/entertainment
house, Great Barrington
224 Lodge, a newly renovated one-bedroom house in Great Barrington, is less than two miles from Butternut Ski Area and seven miles from Catamount Ski Resort, near Cove Bowling Lanes, famed for its connection to "The Big Lebowski."
This pet-friendly (small dogs only) rental sleeps four, features a kitchen with a fridge and microwave, air conditioning, parking, and internet access, offering a peaceful Berkshires getaway.
This pet-friendly (small dogs only) rental sleeps four, features a kitchen with a fridge and microwave, air conditioning, parking, and internet access, offering a peaceful Berkshires getaway.
Berkshires Winter Season Vacation House
chalet, New Marlborough
This spacious chalet is located in a roomy district of New Marlborough, offering ample space for family enjoyment.
This 4-bedroom, 4-bathroom mountain lodge accommodates up to 7 guests and features a full kitchen with a dishwasher, air conditioning, a garden, a bar, and parking, making it ideal for family gatherings and activities.
This 4-bedroom, 4-bathroom mountain lodge accommodates up to 7 guests and features a full kitchen with a dishwasher, air conditioning, a garden, a bar, and parking, making it ideal for family gatherings and activities.
Log Cabin In The Woods With A Rustic Vibe
cabin, Great Barrington
This secluded 3-bedroom, 1-bathroom log cabin, accommodating up to 6 guests, offers a private forested setting atop a hill just 2 miles from downtown Great Barrington's dining and shopping, and is a short drive from attractions like Tanglewood and the Norman Rockwell Museum.
Enjoy classic log cabin vibes from 1976, featuring a unique circular staircase, a fully equipped kitchen with a new fridge, and proximity to hiking trails including the Appalachian Trail and Beartown State Forest.
Enjoy classic log cabin vibes from 1976, featuring a unique circular staircase, a fully equipped kitchen with a new fridge, and proximity to hiking trails including the Appalachian Trail and Beartown State Forest.
The Millhouse
chalet, Stockbridge
This converted grist mill, offering historic charm, is located in the Berkshires, within walking distance to Stockbridge town.
This 3-bedroom, 3-bathroom lodge accommodates up to 6 guests and features a full kitchen, air conditioning, gas fireplaces, and a garden.
This 3-bedroom, 3-bathroom lodge accommodates up to 6 guests and features a full kitchen, air conditioning, gas fireplaces, and a garden.
Modern Mtn Chalet | Great Barrington & Tanglewood
chalet, West Stockbridge
This secluded mountain cabin is located just a short drive from West Stockbridge, offering easy access to hiking, boating, swimming, skiing, and shopping. The chalet consistently receives excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom, two-bathroom cabin comfortably accommodates up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, a cozy fireplace, and a screened-in porch, perfect for relaxing and taking in the stunning mountain views.
This three-bedroom, two-bathroom cabin comfortably accommodates up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, a cozy fireplace, and a screened-in porch, perfect for relaxing and taking in the stunning mountain views.
Berkshire Riverfront Ski Cabin: Close To Hiking!
cabin, New Marlborough
The Mill River Cabin with Fireplace and River View! is located in Mill River, a short drive from both Tanglewood and Cranwell Spa & Golf Club, offering a peaceful escape in the Berkshires. Guests have consistently rated the cabin excellent for its location, cleanliness, and overall experience.
This 2-bedroom, 1-bathroom cabin comfortably accommodates 5 guests in its 1100 square feet of space. Enjoy amenities like a fully equipped kitchen, air conditioning, a fireplace, free Wi-Fi, and a garden, perfect for relaxing and enjoying the beautiful scenery.
This 2-bedroom, 1-bathroom cabin comfortably accommodates 5 guests in its 1100 square feet of space. Enjoy amenities like a fully equipped kitchen, air conditioning, a fireplace, free Wi-Fi, and a garden, perfect for relaxing and enjoying the beautiful scenery.
Cottage In The Pines
cottage, New Marlborough
This New Marlborough cottage, 6.5 miles from Great Barrington and 12 miles from Tanglewood, offers direct lake access to Lake Buel with kayaks, swimming, and fishing.
The two-bedroom, one-bathroom rental sleeps four, features a fully equipped kitchen, extensive outdoor space including a deck and screened porch, and modern amenities such as Wi-Fi and a landline.
The two-bedroom, one-bathroom rental sleeps four, features a fully equipped kitchen, extensive outdoor space including a deck and screened porch, and modern amenities such as Wi-Fi and a landline.
Renovated Private Guest House By Evergreen Home
house, Great Barrington
This Great Barrington guesthouse, located 3 miles from Lake Mansfield Park and the Housatonic River, offers easy access to outdoor recreation and is 6 miles from the Mahaiwe Performing Arts Center and Art Omi.
The two-bedroom, one-bathroom rental sleeps five guests and features a kitchen with a fridge, microwave, and dishwasher, plus a terrace, garden, air conditioning, free parking, and Wi-Fi.
The two-bedroom, one-bathroom rental sleeps five guests and features a kitchen with a fridge, microwave, and dishwasher, plus a terrace, garden, air conditioning, free parking, and Wi-Fi.