Alquileres vacacionales en Pittsfield

Whispering Woods Guest House

Welcome to your perfect modern urban retreat in Pittsfield, Massachusetts! Our cozy home offers a charming and comfortable stay just a quick stroll from downtown, short drive to Tanglewood, and just a minute away from BMC. Enjoy the convenience of exploring local areas such as Lenox, Stockbridge, Great Barrington, North Adam’s and more! Ideal for solo travelers, couples, or anyone seeking a delightful small city experience. Come stay with us and immerse yourself in the local culture!

Cantabile life in the Berkshires

Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!

The sweet place in the beautiful Berkshires!

Spectacular view of Pontoosuc Lake and mountains. During the warmer season, directly across the street, is Berkshire U-Drive Boat Rental. Rent a pontoon boat and sit back and relax and enjoy the view! Reserve now - bookings fill up quickly! There is ice fishing on this lake but be sure to have a Massachusetts fishing license! For snow skiing, Jiminy Peak Mountain Resort and Bousquet Mountain are approximately 12 minutes away! Tanglewood in Lenox, MA is approximately 20-25 minutes away!

Comfortable Pittsfield Loft

Located in the center of the Berkshires, this newly renovated Pittsfield apartment is comfortable and convenient. Come enjoy the new kitchen and delightful walk in shower. Centrally located to all of the wonderful Berkshires attractions this one bedroom apartment offers new appliances, driveway parking, washer and dryer. Yuhong and Mike live on-site in the apartment below and they are dedicated to providing an excellent guest experience. THIS IS A NO SMOKING APARTMENT

Comfy Quaint Tavern

Experience this beautifully renovated unit which is available for overnight guests. Enjoy the charm of yesteryear and the echo of laughter and friendship. This property was originally a tavern that opened in 1933 and received one of the first liquor licenses in the area after prohibition was repealed. Now a fully renovated one bedroom unit (within two-unit property) with so much of the historic charm restored for your recreation and relaxation. Off street parking.

Newly Renovated Red Door Annex

Private keypad entrance with parking. Large bedroom with full bathroom. The spacious room features a high-end queen bed and a small table for dining and working, a small frig, microwave, toaster oven, and pour-over coffee in a nook outside the bedroom. Popcorn, oatmeal 1/2 and 1/2 are provided. The Annex is in a tranquil neighborhood between Great Barrington and Williamstown/North Adams and ski areas.1 mile to Berkshire Medical Center. 20 minutes to Lenox. Fire Pit.

Cozy Cottage on Peaceful Pond, Close to Winery

This little slice of heaven is located on the serene Richmond Pond. Right down the street from Balderdash Winery and a 15 minutes drive to charming downtown Lenox and Tanglewood, where you can find multiple fantastic restaurants. There is plenty of hiking and biking around this area. This cozy cottage has everything you need for a Berkshire retreat especially in the fall. Cozy up next to the fireplace inside or out, take a break and unwind at this peaceful oasis.

The Sunset House

Enjoy a getaway in the beautiful Berkshires! Our cozy home is on a quiet dead end street with a 3 minute walk to Pontoosic Lake. Centrally located, a 15 minute drive to Jiminy Peak Mountain Resort, 15 minutes to Bousquet Mountain Ski Area, a 25 minute drive to the famous Tanglewood or Naumkeag. The home is equipped with all basic needs, washer/dryer, smart TV's in living room and bedroom, WIFI included. 1 pet welcome per stay.

Airy apartment at the old boarding house

Distinctive 2-bedroom with lots of windows and light and a kind of shabby elegance. It's half of a Greek Revival house from 1900 on a country lane at the foot of the Berkshires. Enormous master bedroom with dressing room, 2nd bedroom with twin beds, lovely living room, separate dining room, full kitchen. Big covered front porch for eating outside, with grill, table and an acre of orchard outside too.