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This 3-bedroom, 1-bathroom Berkshires rental is located in Egremont, directly across from French Park offering immediate access to trails, tennis, and a playground, and is a short drive from local dining.
This pet-friendly apartment accommodates up to 11 guests and features a granite kitchen, wood-burning fireplace, 3-season porch, outdoor fire pit, Blackstone grill, and pizza oven.

This Hillsdale cottage, a short 16-mile drive from both Tanglewood and the Norman Rockwell Museum in the Berkshires, offers a peaceful Hudson Valley getaway near Copake Lake. This one-bedroom, one-bathroom house comfortably sleeps three guests and features a fully equipped kitchen, free Wi-Fi, private parking, and a private entrance.

This apartment is located in downtown Great Barrington, just a short walk from restaurants and shops, and a quick drive to Tanglewood, Ski Butternut, and Catamount Ski Mountain. It has received excellent ratings for location, cleanliness, and user experience.
The rental has three bedrooms and sleeps up to 14 guests in a spacious 1,790 square foot area. Amenities include a modern kitchen, a large deck, a comfortable living room, and a pet-friendly policy.

This secluded 4-bedroom, 3-bathroom cabin is located in the foothills of East Mountain, offering privacy and natural beauty just a short distance from the Great Barrington town center.
This spacious accommodation accommodates up to 8 guests and features a seasonal swimming pool, private hiking trails connecting to the State Forest, expansive 30-foot ceilings with skylights, a wood-burning fireplace, and multiple outdoor areas for enjoying the Berkshires.

The Ponds at Foxhollow By Capital Vacations is located in Lenox, Massachusetts, just 2.5 miles from the renowned Tanglewood music venue. The resort has received very good user ratings, with excellent ratings for its location and very good ratings for cleanliness.
The resort offers a variety of accommodations, including villas and apartments. Guests can enjoy a range of amenities, including indoor and outdoor pools, a fitness center, a sauna, and free bicycle rentals.

This Sheffield apartment, part of the "Remodeled Unit #1, 7 Min To Great Barrington, 12 Min To Ski Resorts & Trails" offer, is situated near the Housatonic River, 2.4 miles from the Thom Reed UFO Monument Park, and within 6 miles of the Mahaiwe Performing Arts Center.
The one-bedroom, one-bathroom unit sleeps two guests and features in-unit laundry, air conditioning, and is within walking distance of the Housatonic River Walk.

This charming cottage, situated in the idyllic town of New Marlborough, offers a peaceful retreat with easy access to Lake Buel and the renowned Les Trois Emme Winery. It boasts excellent ratings for its location, cleanliness, and user experience.
With a floor area of 750 square feet, the cottage features one bedroom, one bathroom, and a versatile living space with a sofa bed, accommodating up to two guests. It is fully equipped with a kitchen, air conditioning, a terrace, a garden, and a spa, ensuring a comfortable and relaxing stay.

This pet-friendly vacation home in Copake Falls offers immediate access to winter sports, situated just a 1-minute walk from Catamount Ski Area and 11 minutes from Catamount Aerial Adventure Park.
This 3-bedroom, 2-bathroom apartment accommodates up to 7 guests and features a full kitchen, air conditioning, Wi-Fi, a swimming pool, and a garden, with on-site parking available.

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 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 cozy cottage is located in Great Barrington, just a short walk from Lake Buel and a short drive from wineries and ski resorts. The cottage is a peaceful retreat located just outside of the bustling town center.
The cottage offers a fully equipped kitchen, a relaxing patio, free parking, and free Wi-Fi. Guests can enjoy swimming, boating, fishing, wine tasting, and skiing within easy reach of the property.

Undermountain Lodge is a short drive from Mount Washington's cultural attractions like Ashley House and Mahaiwe Performing Arts Center, and sits between two natural spring lakes in Sheffield, offering a serene escape. The lodge has earned excellent user ratings.
The four-bedroom cabin comfortably sleeps 12 guests and features a spacious living room, dining room, and well-equipped kitchen. Guests can enjoy the expansive deck, covered porch, and firepit, as well as amenities like free Wi-Fi and a full kitchen with modern appliances.