Downtown Great Barrington Enjoy Mountain Views
house, Great Barrington
This Great Barrington vacation home offers a downtown location, conveniently near the Norman Rockwell Museum (9.3 miles), Cranwell Spa & Golf Club (13 miles), and Tanglewood (14 miles).
This 1640-square-foot house features three bedrooms, two bathrooms, sleeps nine guests, and includes a fully equipped kitchen, private patio, garden, free Wi-Fi, and air conditioning.
This 1640-square-foot house features three bedrooms, two bathrooms, sleeps nine guests, and includes a fully equipped kitchen, private patio, garden, free Wi-Fi, and air conditioning.
Elegant Year-round Lakeside Retreat With Ac
apartment, Great Barrington
This elegant cottage is located near a pristine lake in the woods, just a short drive from the towns of Great Barrington, Lenox, and Stockbridge. The 4-bedroom, 3-bathroom cottage features a spacious living area, a fully equipped kitchen, a screened-in porch, a private dock on a 60-acre lake, and a year-round hot tub.
Berkshire Bliss: Nature + Luxe
apartment, Great Barrington
This five-bedroom, four-and-a-half-bathroom house is located five minutes from downtown Great Barrington, Massachusetts, providing easy access to shops, restaurants, and attractions like Tanglewood, Ski Butternut, and Catamount.
The property boasts a private pool, tennis court, and gazebo, plus a fitness center, accommodating up to twelve guests and offering stunning mountain views.
The property boasts a private pool, tennis court, and gazebo, plus a fitness center, accommodating up to twelve guests and offering stunning mountain views.
153 M² House ∙ 4 Bedrooms ∙ 10 Guests
house, Great Barrington
This four-bedroom, two-bathroom log cabin rental is located in the Berkshires, a ten-minute drive from Great Barrington's shops and restaurants.
The 1,650-square-foot home, part of the AvantStay program, features a large deck, a fully equipped kitchen with dishwasher, air conditioning, and accommodates up to ten guests, with access to nearby attractions like the Berkshire Botanical Garden and Mahaiwe Performing Arts Center.
The 1,650-square-foot home, part of the AvantStay program, features a large deck, a fully equipped kitchen with dishwasher, air conditioning, and accommodates up to ten guests, with access to nearby attractions like the Berkshire Botanical Garden and Mahaiwe Performing Arts Center.
Kitchenette|king Bed|couch
apartment, Great Barrington
This remodeled mid-century motel apartment is located in Great Barrington, Massachusetts, just a short walk from downtown and the Mahaiwe Performing Arts Center. The apartment offers easy access to restaurants, shops, and cultural attractions.
The apartment features a stylish mid-century modern design and can accommodate up to two guests. It includes a comfortable king-sized bed, a modern kitchenette with a SMEG coffee maker, a 58-inch TV with Hulu Live, and a private garden.
The apartment features a stylish mid-century modern design and can accommodate up to two guests. It includes a comfortable king-sized bed, a modern kitchenette with a SMEG coffee maker, a 58-inch TV with Hulu Live, and a private garden.
Lovely House In The Berkshires
apartment, Monterey
This three-bedroom, one-bathroom house is conveniently located on Route 23 in Monterey, Massachusetts, offering easy access to Butternut Ski Area (3 minutes), Great Barrington (8 minutes), Tanglewood (20 minutes), and the Appalachian Trail (2 minutes), with Lake Buel's boat launch a mere 500 feet away.
The 6-guest home features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and plush bedding; enjoy nearby hiking, skiing, and water activities.
The 6-guest home features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and plush bedding; enjoy nearby hiking, skiing, and water activities.
The Great Escape Berkshire Ski Cottage W/hot Tub!
apartment, Great Barrington
This secluded cottage offers a private 5-acre wooded forest setting just 5 minutes from Catamount Ski Mountain and 10 minutes from Butternut, while being only 5 minutes from the town center of Great Barrington. With excellent user, location, and cleanliness ratings, this cottage is a top choice for travelers.
The 3,000 square foot cottage has five bedrooms, four bathrooms, and can accommodate up to 16 guests. It features a modern farmhouse design with spacious living areas, a covered porch with a hot tub, a volleyball net, soccer goals, and a fire pit. Inside, there is a well-equipped playroom with basketball, air hockey, foosball, and board games.
The 3,000 square foot cottage has five bedrooms, four bathrooms, and can accommodate up to 16 guests. It features a modern farmhouse design with spacious living areas, a covered porch with a hot tub, a volleyball net, soccer goals, and a fire pit. Inside, there is a well-equipped playroom with basketball, air hockey, foosball, and board games.
Spacious Hideaway Mins From Town
apartment, Great Barrington
This charming vacation rental is located just 10 minutes from Great Barrington's town center, offering easy access to shopping, dining, and attractions. The property is situated on 3 acres of wooded land, providing a peaceful retreat from the hustle and bustle of everyday life. Guests consistently rate the property excellent for its cleanliness, location, and overall experience.
The house features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 9 guests. Amenities include a fully equipped kitchen, a spacious living area, a private backyard with a fire pit, and a range of family-friendly features, making it perfect for a relaxing getaway with loved ones.
The house features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 9 guests. Amenities include a fully equipped kitchen, a spacious living area, a private backyard with a fire pit, and a range of family-friendly features, making it perfect for a relaxing getaway with loved ones.
Shady Grove
apartment, Great Barrington
This 3-bedroom, 2-bathroom apartment offers a prime location in Great Barrington, just a 7-minute drive from both Stockbridge and downtown Great Barrington, and a 10-minute drive to Butternut ski area.
This family-friendly rental accommodates up to 6 guests, features a full kitchen with a dishwasher and microwave, air conditioning, WiFi, a garden with a fire pit, a screened-in patio, and is conveniently located near a farm market and hiking trails.
This family-friendly rental accommodates up to 6 guests, features a full kitchen with a dishwasher and microwave, air conditioning, WiFi, a garden with a fire pit, a screened-in patio, and is conveniently located near a farm market and hiking trails.
The Freckled Hen's Berkshire Nest
apartment, Lee
This vacation rental is located in the mountains near Lee, just a short distance from the Housatonic River, Berkshire Mountain Country Store, and Animagic Museum of Animation. It has received excellent user ratings.
This three-bedroom, two-bathroom home can accommodate up to six guests. You'll enjoy amenities like a fitness center, tennis court, and spa, as well as a garden, terrace, and barbecue facilities.
This three-bedroom, two-bathroom home can accommodate up to six guests. You'll enjoy amenities like a fitness center, tennis court, and spa, as well as a garden, terrace, and barbecue facilities.
Cozy Riverside Berkshires Retreat
apartment, Great Barrington
This riverfront duplex in Great Barrington offers convenient access to downtown, Chesterwood, and the Mahaiwe Performing Arts Center, with outdoor cats on the property.
This 3-bedroom, 1-bathroom apartment accommodates up to 8 guests and features a full kitchen with a microwave, spa, parking, and internet, making it suitable for events and outdoor activities like skiing and sledding.
This 3-bedroom, 1-bathroom apartment accommodates up to 8 guests and features a full kitchen with a microwave, spa, parking, and internet, making it suitable for events and outdoor activities like skiing and sledding.
Garden Retreat, 1st Fl King Ste, Ev, Close To All
apartment, Great Barrington
This private wooded apartment estate is located less than 1 mile from Butternut Ski, 5 miles from downtown Great Barrington and Lake Buel, and 10 miles from Stockbridge.
This family-friendly 3-bedroom, 3-bathroom residence accommodates up to 6 guests and features a fully stocked kitchen, mini-split AC and heat in every room, a remote workspace, a clawfoot tub, and a fenced backyard with a fire pit and sun deck.
This family-friendly 3-bedroom, 3-bathroom residence accommodates up to 6 guests and features a fully stocked kitchen, mini-split AC and heat in every room, a remote workspace, a clawfoot tub, and a fenced backyard with a fire pit and sun deck.
