Book a Cabin in Pittsfield, MA

Free yourself from the busy city routine and book one of our delightful cabins near Pittsfield. From $250 to $250 a night, they’re the perfect blend of comfort, nature and adventure. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Act fast. The cheapest Pittsfield rental cabin in the last seven days was only $250 a night. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Lock in your next escape at one of the 237 options around Pittsfield. Two popular picks here include Cabin - Hunter Lakefront House: Ski, Swim and Pristine Mountaintop Log Cabin In Pine Forest. From thoughtful interiors to mountainous surroundings, there’s a cabin to suit everyone on Travelocity.

Surrounded by nature yet cozy and calming, Pittsfield cabins are popular bases for traveling families. Book one of our cheap cabin rentals and spend your escape in pursuit of adventure.

• First port of call? Yaddo Gardens. Around 50 mi to the northwest of Pittsfield, this family-friendly sight should be on your to-do list.
• Rally the troops and head out to Howe Caverns. This sight is about 60 mi to the west of Pittsfield.
• If you’re on the hunt for something that’ll please your traveling tribe, Kaaterskill Falls will tick your boxes. This top family-friendly attraction is about 45 mi to the southwest of Pittsfield.

There’s nothing like a trip to the mountains to leave you feeling on top of the world. Take in awe-inspiring natural beauty and enjoy some downtime at one of these Pittsfield mountain cabins:

• Toss your bags down at Gorgeous Deck Views At This Serene Berkshires Cabin. A favorite with many visitors, this comfy cabin has everything you need for a great mountain stay, including a microwave oven and a patio.
• Alternatively, enjoy a taste of mountain living at Cabin - Artists Camp On Lake Mahkeenac. It comes with nearby wildlife walks, nearby birdwatching activities and plenty more.

Go for a dip, skip stones along the water or just settle back and let the peaceful sounds of the river lull you into relaxation. If you’re after a place that offers both comfort and outdoor adventure, take a look at these river cabins near Pittsfield:

• Cabin - Artists Camp On Lake Mahkeenac — Settle in for a few nights at this comfy riverside retreat and watch all your stresses drift downstream. Amenities like nearby wildlife walks and nearby birdwatching activities help make this cabin a popular option.
• Mahican Cabin - A Private Natures Reserve For 2 — With a firepit, a queen bed and a host of other great amenities, this rental has everything you need for an unforgettable stay.

There are so many good reasons to take a romantic break. Whether it’s your honeymoon, anniversary or just because it’d be nice, these romantic cabins near Pittsfield are a fabulous place to relax with your love:

• Whisk your sweetie pie away to Cabin - Artists Camp On Lake Mahkeenac and make full use of amenities including mountain views and a fireplace.
• Alternatively, let love blossom at Quiet Comfortable Cabin 5 Min. Walk To Swimming And Boating. A fireplace and a firepit will help set the vibe here.

Nestled in nature but with all the comforts of home, nothing trumps a cabin stay if you want to fully experience the great outdoors. Leave the hustle and bustle behind at one of these popular Pittsfield cabins:

• Spend your days exploring Mother Nature and your nights cozied up at Cabin - Relax, Reconnect And Enjoy. This cabin retreat comes with a king bed and a water view.
• Cabin - Beautiful Mt Area With Beautiful Scenic Views is another fantastic option for a break. You’ll have use of a garden, a barbecue grill and more here.

Securing a terrific Pittsfield cabin is as simple as 1-2-3 with Travelocity. Step 1: Enter your destination, dates and number of travelers. Step 2: Use the handy filter tool to refine your search. Then just book your favorite option and pack your suitcase! Worried your plans could change? Choose a cabin that has free cancellation. With Travelocity, you can always book with confidence. Find the same vacation rental cheaper elsewhere within 24 hours of booking and we’ll refund you the difference. That’s Travelocity’s Price Guarantee.