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This Sheffield, Massachusetts mountain home sits near Mount Everett State Reservation (1.9 miles) and Mount Riga State Park (2.8 miles), offering easy access to hiking and outdoor recreation.
This four-bedroom, three-bathroom vacation rental sleeps twelve, boasting a private pool, fireplace, fully equipped kitchen, in-house laundry, and a terrace – perfect for enjoying the stunning mountain views.

This modern apartment is located near Great Barrington, just minutes from the town center and Butternut Ski Resort, making it a convenient base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The spacious apartment features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the modern kitchen, air conditioning, and a private garden with a deck, perfect for relaxing and taking in the beautiful Berkshire scenery.

This historic 1815 barn apartment in South Lee, MA, offers direct access to the Appalachian Trail and is located 2 miles from Stockbridge and 3 miles from downtown Lee, with Goose Pond and October Mountain State Forest 6 miles away.
This 900 sq ft, 1-bedroom loft studio accommodates up to 4 guests with a king bed and futon, featuring a kitchenette, air conditioning, Wi-Fi, a laptop-friendly workspace, and mountain and river views, with pets allowed for an additional fee.

This vacation home in Egremont is located just 5 kilometers from Catamount Ski Area, Jug End State Reservation, and Catamount Aerial Adventure Park, making it ideal for exploring the beautiful Berkshires. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 12,000 square foot home comfortably accommodates up to 6 guests with 4 bedrooms and 2 bathrooms. Amenities include a fully equipped kitchen, a fireplace, a private spa tub, a terrace, a garden, and a Smart TV, providing everything you need for a relaxing and memorable vacation.

This four-bedroom house in Great Barrington sits on a hill, a short walk from downtown shops and restaurants and a few blocks from Lake Mansfield.
The 8-guest rental boasts two full bathrooms, a fully equipped kitchen with dishwasher and freezer, a garage with storage for outdoor gear, plus a patio with a gas grill and outdoor fireplace, perfect for entertaining.

This apartment is located in Great Barrington, a short 10-15 minute drive from the town center, with Monument Mountain nearby. It's rated excellent for location, cleanliness, and user experience.
This 4-bedroom, 4-bathroom home comfortably sleeps 8 guests. The apartment has a fully equipped kitchen, a swimming pool, a garden, a fitness center, and a Tesla EV charger.

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 apartment, located blocks from Main Street and walking distance to Lake Mansfield Recreation Area, is situated in a historically significant Victorian house.
The one-bedroom, one-bathroom unit sleeps two guests and features a full kitchen with dishwasher, in-unit laundry, air conditioning, a private garden, on-site parking, and access to a fitness center; guests can also enjoy a record player and board games.

This Great Barrington home offers proximity to key Black History landmarks, including the W.E.B. Du Bois Boyhood Homesite (15 miles) and Clinton AME Zion Church (10 miles), with downtown Great Barrington's River Walk just 8 miles away.
This 4-bedroom, 2-bathroom residence sleeps 8 guests and features a fully-equipped kitchen, air conditioning, indoor gas fireplace, outdoor dining, and is 3 miles from Ski Butternut, with the Norman Rockwell Museum 17 miles and Tanglewood 22 miles distant.

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 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 Lenox, Massachusetts condo rental is conveniently located in the Berkshires, a short drive from The Mount (2.9 miles), Norman Rockwell Museum (7.2 miles), and Tanglewood (4.3 miles).
This two-bedroom, three-bathroom vacation home sleeps six guests and boasts a fully equipped kitchen, private deck with scenic pond views, access to resort amenities including indoor/outdoor pools, a fitness center, and a sauna.