Stockbridge Retreat w/ Pool & Hot Tub!

The Stockbridge Retreat w/ Pool & Hot Tub is a premier vacation destination that offers an unparalleled blend of luxury, privacy, and natural beauty. Nestled on 22 pristine acres in the historic town of Stockbridge, Massachusetts, this stunning 4-bedroom, 3.5-bathroom residence serves as a quintessential retreat for families and groups looking to experience the best of the Berkshires. From its expansive grounds to its meticulously designed modern interior, the property provides a sanctuary where guests can disconnect from the hustle of daily life and reconnect with nature in a sophisticated setting.

Designed to accommodate up to 10 guests, the cottage features a spacious 3,900-square-foot layout filled with natural light and upscale finishes. Whether you are planning a multi-generational family reunion or a quiet weekend with close friends, the Stockbridge Retreat is equipped to meet every need. The home’s contemporary architecture is complemented by a host of high-end amenities, including a private heated pool and a soothing hot tub, making it a year-round destination for relaxation and recreation in Western Massachusetts.

Located at 20A Goodrich St, Stockbridge, MA 01262, the retreat is perfectly positioned to offer both seclusion and convenient access to the region's most iconic attractions. Stockbridge is a town celebrated for its rich history and cultural significance, and this property puts you right at its heart. Guests are just a short drive from the world-renowned Norman Rockwell Museum, the botanical wonders of Naumkeag, and the vibrant musical performances at Tanglewood. The location is also ideal for exploring nearby Great Barrington and Lenox, offering a diverse array of fine dining, boutique shopping, and historic sites.

Accessibility is a hallmark of this property, with a paved driveway providing ample off-street parking for up to four vehicles. While the cottage offers 22 acres of private woodland and meadows to explore, it remains close to major regional thoroughfares, making it easy for Massachusetts residents to reach from any part of the state. For those who love the outdoors, the retreat is situated near popular recreation spots like Monument Mountain Reservation and Olivia’s Overlook, as well as several premier ski resorts for winter visits. The home itself features keyless entry for a seamless check-in experience, though guests should note that stairs are required to access certain areas of the house.

• Professional vacation rental management via Evolve, ensuring a high standard of cleanliness and 24/7 guest support.
• Self check-in process with a secure keypad system for flexibility and privacy.
• Full-service kitchen equipped with high-end appliances, cookware, and essentials for large group catering.
• Comprehensive laundry services featuring an on-site washer and dryer.
• High-speed wireless internet access available throughout the entire 3,900-square-foot residence.
• Central heating and air conditioning to maintain comfort across all seasons in the Berkshires.
• Complimentary toiletries, linens, and towels provided for all guests.
• Maintenance services for the private pool and hot tub to ensure optimal water quality during your stay.

• Private heated outdoor pool with depths ranging from 3.5 to 9 feet, accompanied by a selection of pool toys.
• Luxurious private hot tub available for year-round soaking under the stars.
• A 22-acre private estate featuring manicured gardens, a hammock, and a screened-in porch for bug-free relaxation.
• Dedicated recreation court designed for pickleball, basketball, and ball hockey.
• Modern interior highlights including a gas fireplace, a well-stocked library, and even a functioning popcorn machine for movie nights.
• Outdoor living space equipped with a gas grill, patio heater, and a gas fire pit for evening gatherings.
• Four well-appointed bedrooms including two King beds, a Queen bed, a Full bed, and additional sleeping options in the den.
• Proximity to world-class cultural institutions like Chesterwood and the Berkshire Theatre Group.

To inquire about availability or to make a reservation for your stay at the Stockbridge Retreat w/ Pool & Hot Tub, you can contact the property management team directly. The toll-free number for booking and guest services is (877) 818-1014. The physical address of the property is 20A Goodrich St, Stockbridge, MA 01262, USA. For more information or to view updated pricing for your specific dates, you can also reach out via their mobile contact at +1 877-818-1014. Professional staff are available 24/7 to assist with any questions regarding the property or local recommendations.

The Stockbridge Retreat is worth choosing because it offers a "best of both worlds" experience that is rare in the vacation rental market. Many properties offer either modern luxury or vast acreage, but this retreat provides both. It is a home that "loves to be filled with family," offering enough space for communal activities while providing quiet corners for solitude and reflection. The specific inclusion of a private pickleball and basketball court adds a layer of active fun that keeps guests of all ages entertained without ever having to leave the property.

Furthermore, the attention to detail in the home’s amenities—from the well-stocked kitchen to the functioning popcorn machine—reflects a high level of care by the owners. Past guests frequently highlight the "spotless" condition of the home and the promptness of the management team. When you choose this Stockbridge cottage, you aren't just booking a place to sleep; you are securing a 22-acre private oasis that serves as the perfect home base for exploring the legendary culture and natural beauty of the Berkshires. Whether it is the sunrise over the 22-acre meadow or a sunset soak in the hot tub, the memories made here are sure to be lasting.