Stockbridge, MA, USA apartments for rent

Drive down our private road to find an adorable and spacious cottage, nestled on four secluded wooded acres, with every modern amenity including central air conditioning, Internet TV andWIFI.Added for2021 -Custom shed that serves as an office with di...

We want renters to be comfortable, so we have been particularly careful during the pandemic regarding cleaning and by placing limitations on large gatherings and parties. We hope you understand.This Cozy rustic Berkshire Home offers lots of charm...

With soaring cathedral ceilings and light filled tranquility, off a quiet cul de sac road, this is the perfect place for your Berkshire retreat.For the past 25 years, the BSO has rented this house as a summer residence for their guest conductors ...

Welcome to "The Hideaway On Main " in Stockbridge Center. Now booking for 20-29 day stays this summer. Our recently renovated 2 bedroom unit offers a clean mix of modern elegance and cottage charm. With a private rear entrance and a charmingly mo...

At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and blackberry patch surrounded by 25 acres of woods. Walking paths reveal rocky knolls and paths circling through pine and maple tree...

One of TWO lovely dwellings for rent on nearly four private acres. SeeVRBO 3529604to learn more about our Charming Berkshire Cottage!The Main House is a beauty nestled in the heart of the Berkshires. An ideal home away from home for Tanglewood co...

Unique small cottage in the sought-after Beachwood community situated 2 miles from Tanglewood on Stockbridge Bowl. Features open ceilings, skylights, 2 full bathrooms and large living room. Close to Kripalu, Lenox, Stockbridge, restaurants, hiking an...

Transform yourself in to the middle of a Norman Rockwell painting. It is easy to see how so many of his paintings were inspired by homes like these and the Stockbridge locals. Cherry Hill at Farley's Crossing has been owned by the same family for ove...

This adorable wooden cottage feels bright, open, and spacious. It has modern amenities alongside its rustic charm. While it is a short distance away from our family home and one can hear the ambient hum of the highway, there is ample privacy with a s...

Charming three-bedroom, one-bathroom classic cape in West Stockbridge, close enough to walk to Main St.- an 8-minute drive to downtown Lenox, minutes to Tanglewood. Amenities included: dishwasher, hardwood floors, stainless steel appliances, updated ...

Escape to the Berkshires and indulge in the ultimate experience at this luxurious 4-bedroom, 3.5-bathroom house. Situated on 22 acres of pristine land, this vacation rental offers unrivaled privacy and tranquility. Take a dip in the private pool, soa...

Escape to the serene beauty of the Berkshires and stay at this bright and cozy 2-bed, 2-bath cabin! Nestled just a few steps from the Stockbridge Town Beach, the vacation rental is perfectly located for enjoying the area's top attractions, like lake ...

Delightful, classic Berkshires summer cottage in the Beachwood enclave. Shares in gorgeous community beach at south end of the Stockbridge Bowl (Lake Mahkeenac.) Enjoy swimming, kayaking, etc. Minutes to Tanglewood and all the cultural delights of th...

The Front 5 Bedroom Norman Rockwell Feel Home offers a Living Room, Den, Fully Stocked Kitchen, lovely screened porch & outside gas grill on the main level. Upstairs are 5 bedrooms - Two Queen Bedrooms & One Full Bedroom share a large hallway bathroo...

Elevate your Stockbridge experience by staying at this 3-bedroom, 1.5-bath vacation rental house! Boasting a private deck, fireplace, in-unit laundry, and 114 acres of property to explore, this home-away-from-home can’t be beat! When you aren’t enjoy...

Prior guests of this charming house next to the forest trails have already reserved their return stay for next year to ensure its availability!Beautifully restored 1913 home features 3-season front porch for entertaining or relaxing, steps from L...

This gorgeous farmhouse has four bedrooms each with a private full bathroom. Each bedroom has a queen size bed, sitting chair and closet or armoire .There is a fully stocked kitchen, living room with fireplace and dining room that seats 8 people. Thr...

Our home is nestled on 2.6 acres in the heart of the Berkshires! We are within 2 miles to Tanglewood & Kripalu while just minutes away from many local attractions! We are excited to be hosting short term guests again as we've had long term tenant...

Charming new construction home located in neighborhood community that has a private beach on the Stockbridge Bowl. Just completed in Spring of 2020, the home is open and airy and the perfect place to relax and enjoy being in the country while having ...

Spend theSUMMERin the HEART of the Berkshires ! Only minutes from both the Lenox and Stockbridge Town Beach with access to both! 7 minutes from Tanglewood. Experience the MAGIC of Summer in the Berks in this tastefully decorated, fully furnish...

Just minutes to Tanglewood! This Revolutionary-era home sits on a 10-acre hill with views of Monument Mountain, lawn, woods, and stream. A spacious and luxurious retreat for family and friends, it offers multiple living spaces with an open kitchen, b...

Summary:Classic Southern Berkshire escape, built in the early 1900s by a cartographer for the NY Times. The home boasts a living room sized for entertaining, a separate library and an additional sitting space. The wood burning fireplaces in the l...