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This remodeled mid-century modern studio apartment is located in Great Barrington, Massachusetts, 1.5 miles from downtown and 1.3 miles from the Mahaiwe Performing Arts Center.
The pet-friendly unit sleeps two, features a king-size bed, high-speed internet, a 58" TV with Hulu + Live TV, a SMEG coffee maker, and a mini-fridge; shared guest amenities include a microwave.

This family-friendly vacation home is located just 20 kilometers from Catamount Aerial Adventure Park, Catamount Ski Area, and Omi International Arts Center, offering a peaceful mountain retreat near popular attractions. The house has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
This one-bedroom, one-bathroom house can accommodate up to six guests, making it ideal for families or groups of friends. The house offers a range of amenities, including a fully equipped kitchen, a spa tub, a fireplace, a terrace, a garden, and parking, ensuring a relaxing and enjoyable stay.

This spacious home is located in the "Hill" neighborhood of Great Barrington, a short walk from Lake Mansfield and a quick drive to downtown shops and restaurants. The apartment has received excellent ratings for its amenities and location.
This 5000 square foot home comfortably accommodates up to 12 guests with five bedrooms and five bathrooms. It features a gourmet kitchen, a screened porch, a private patio with a hot tub, a tennis court, and a playset for children.

This 2-bedroom apartment offers a prime location at the base of the ski resort, just 5 miles from Hillsdale and Copake, NY, and Egremont, MA, with Great Barrington, MA, 15 miles away.
This pet-friendly rental accommodates up to 7 guests with two queen beds and a bunk with trundle beds, featuring a full kitchen, air conditioning, and a garden, making it ideal for families seeking ski resort access and proximity to local towns.

This Scandivian-inspired house is located in Egremont, Massachusetts, a short walk from a country store and park, and minutes from Great Barrington and Hillsdale for dining and exploring.
This five-bedroom, four-bathroom home sleeps ten guests and boasts a great room, recreation room, extensive amenities including a terrace with firepit, and gigabit internet; enjoy contactless check-in and 24/7 support.

This Stockbridge apartment offers a unique and exclusive rental option for travelers seeking a luxurious and spacious accommodation in the heart of the Berkshires. The apartment boasts an excellent user, location, and cleanliness rating, ensuring a comfortable and memorable stay.
With its sprawling 2,000 square feet of living space, four bedrooms, and four bathrooms, the apartment comfortably accommodates up to eight guests. The fully equipped kitchen, expansive outdoor space, and access to a private swimming pool and lush grounds provide an unparalleled level of comfort and relaxation. The apartment's proximity to popular tourist destinations in Stockbridge makes it an ideal base for exploring the region's cultural and natural attractions.

This Great Barrington studio apartment is located one mile from downtown, providing easy access to restaurants, shops, and art galleries, and minutes from Catamount and Butternut ski areas.
The self-contained unit features a queen bed, pull-out couch sleeping up to four guests, a full kitchen with fridge and oven, in-unit laundry, and private backyard access with a deck.

This waterfront Cape Cod-style house is situated in the heart of Lenox, within walking distance of the Edith Wharton Estate and a short drive from Lee's cultural attractions and outdoor activities. The house has an excellent user rating.
The house has a floor area of 2700 square feet and can accommodate up to 14 guests. It has 5 bedrooms, 3 bathrooms, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a jacuzzi, a garden, and parking. The house also offers amenities such as a pool table, HD Smart TVs, wood-burning fireplaces, a wine cooler, a hot tub, an outdoor barbecue, a tennis court, kayaks, canoes, and a rowboat.

This West Stockbridge vacation rental is located in the mountains, within a 3-mile radius of local attractions like Hoffman's Pottery and Chesterwood. It has received very good user ratings.
This 3-bedroom, 3200 square foot home comfortably accommodates up to 6 guests. Enjoy the peaceful mountain setting, relax by the fireplace, and make use of the fully equipped kitchen, private patio, and outdoor barbecue.

This four-bedroom cabin is located in the foothills of the Appalachian Trail, a short drive from the center of Great Barrington, Massachusetts.
The cabin offers a spacious and modern design with 30-foot ceilings, a refinished swimming pool, and multiple patios, decks, and balconies for outdoor enjoyment.

This two-bedroom Copake Lake apartment rental is located near Hillsdale, within two miles of Hillsdale Town Hall, the Catamount Aerial Adventure Park, and the community library, and three miles from the Catamount Ski Area and Taconic State Park.
This pet-friendly unit sleeps four, features a full kitchen with a refrigerator, microwave, and stovetop, plus Wi-Fi, air conditioning, parking, and a workspace; nearby outdoor recreation includes hiking, skiing, and ziplining.

This Hillsdale rental is located near the Berkshires and Hudson Valley, offering 3 bedrooms and 2 bathrooms for up to 6 guests.
Enjoy a wood-burning fireplace, projector, outdoor fire pit, and fast WiFi in this modern mid-century designed home, perfect for exploring nearby hiking trails and nature.