Accommodations at the best price near Pittsfield State Forest, Pittsfield

This cozy cabin in Lanesborough, Massachusetts, is situated near the base of Mount Greylock, the highest peak in the state, and just a few miles south of a laundromat.
The 1-bedroom cabin features a rustic charm with a working brick fireplace, a cathedral ceiling in the living room, and a spacious deck overlooking a fresh-water stream with a gas grill and a privacy wall.

This Lenox, Massachusetts farmhouse rental is located on a mountainside, within 2 miles of the Housatonic River, Arrowhead, and the Arrowhead Museum.
This 2-bedroom, 1-bathroom vacation home sleeps 6, features a garden, air conditioning, Wi-Fi, and a kitchen with a refrigerator and microwave; nearby attractions include Guido's Marketplace and the Pleasant Valley Wilderness Sanctuary.

Historic Holmesdale Cottage is situated on 16 acres of a private estate on the Pittsfield/Lenox border, offering tranquility amidst the Berkshires. With excellent user, location, and cleanliness ratings, this one-bedroom, one-bathroom cottage accommodates up to four guests, featuring a king-size bed and a spiral staircase.
Guests enjoy access to a pool, tennis court, and reflecting pond, along with modern conveniences like central AC/heat, high-end appliances, and a king-size iComfort mattress with luxury linens. The cottage retains original details like wood floors and a fireplace, while offering stunning views of the Berkshire mountains.

This Hancock apartment rental is located near Jiminy Peak Ski Resort, approximately 21 miles from Tanglewood and other Berkshire attractions.
The 1000-square-foot unit features two bedrooms, one bathroom, and accommodates up to six guests, offering a fully equipped kitchen, free Wi-Fi, private parking, air conditioning, an outdoor fireplace, garden, and outdoor play equipment.

This Pittsfield, MA house rental boasts 2,300 square feet of space and is located on 12 private acres, minutes from Tanglewood, Barrington Stage Company, and other Berkshire attractions.
The three-bedroom, three-bathroom home features a fully remodeled kitchen, open floor plan, outdoor BBQ area, and accommodates up to six guests with free on-site parking.

This centrally located bungalow in Pittsfield is just minutes away from popular attractions such as Bousquet Ski Resort, hiking trails, museums, and Tanglewood in Lenox. It offers easy access to urban amenities, and has been rated as "excellent" by previous guests.
The bungalow has a floor area of 1000 square feet and can accommodate up to 5 guests. It has 2 bedrooms, 1 bathroom, a kitchen with a fridge, microwave oven, and dishwasher, and air conditioning. The bungalow also features a spa, an outdoor deck, a yard with games and a grill, and convenient access to hiking trails and museums.

This charming colonial house is located on a quiet street in southeast Pittsfield, just minutes from restaurants, shops, and major attractions like Hancock Shaker Village, MASS MoCA, and the Colonial Theatre. The home has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The three-bedroom house comfortably accommodates up to six guests, offering a spacious living room with a gas stove, a well-equipped kitchen, and a private backyard with a deck. Enjoy amenities like air conditioning, free Wi-Fi, and parking, making this a perfect base for exploring all that Pittsfield has to offer.

This Pittsfield apartment is located in a peaceful rural setting in the Berkshires, just minutes from lakes, ski resorts, and charming towns like Lenox, Williamstown, and North Adams. The apartment has excellent user, location, and cleanliness ratings. The 2-bedroom, 2-bathroom home offers spacious living areas for up to 7 guests. Enjoy amenities including a saltwater pool, fitness center, and a fully equipped kitchen, perfect for relaxing and enjoying the beautiful Berkshire scenery.

This Hancock slopeside condo is located within two miles of Jiminy Peak Mountain Resort, offering convenient access to skiing, the Alpine Super Slide, and the Mountain Coaster.
This 500-square-foot unit features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, an indoor pool, hot tub, and fitness center.

This Pittsfield cottage boasts a prime location, within a 10-minute walk of the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, and less than a mile from the Housatonic River and Barrington Stage Company.
This pet-friendly vacation home features two bathrooms, a fully equipped kitchen with microwave and dishwasher, a private balcony, free Wi-Fi, and free self-parking, plus a fireplace and air conditioning for added comfort.

This three-bedroom, one-bathroom Pittsfield apartment rental is located in a quiet neighborhood minutes from downtown, offering easy access to shops, restaurants, and a short drive to Tanglewood and Mass MoCA.
The 3-bedroom unit features a spacious kitchen, large living area, in-unit laundry, enclosed backyard with porch and grill, accommodating up to 7 guests and providing a tranquil escape near numerous parks and walking trails.

This Hancock, MA apartment is located at the base of Jiminy Peak Mountain Resort, minutes from Lanesboro, Pittsfield, and North Adams, offering easy access to both mountain activities and local attractions.
This 500-square-foot condo features a gamer-themed design, a king bed and queen pull-out sofa sleeping four, a fully equipped kitchenette with an air fryer and Keurig, and access to Jiminy Peak's amenities including a heated pool and hot tubs.