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Featured Cabins in Pittsfield

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

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Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry are located nearby.
Kitchen
Washer
Crooked Lake Cabin

Crooked Lake Cabin

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Stay at this cabin in Averill Park. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Berkshire Retreat Center and Cherry Plain State Park are located nearby.
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Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

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Stay at this cabin in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located nearby.
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Bear Creek Cabin

Bear Creek Cabin

The price is CA $561 per night
CA $561
CA $839 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this cabin in Charlemont. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Rowe Town Forest and Hail to the Sunrise Statue are located nearby.
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The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly

The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly

The price is CA $315 per night
CA $315
CA $625 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this cabin in North Adams. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Free Public Library and Monroe State Forest are located nearby.
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Florida Mountain Log Cabin!

Florida Mountain Log Cabin!

2 out of 5
The price is CA $268 per night
CA $268
CA $568 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this cabin in North Adams. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Free Public Library and Hoosac Range are located nearby.
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Dadzpad Cabin in Stephentown

Dadzpad Cabin in Stephentown

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Stay at this cabin in Stephentown. Enjoy a garden, laundry facilities, and patios. Popular attractions Jiminy Peak Mountain Resort and Cherry Plain State Park are located nearby.
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Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods

The price is CA $175 per night
CA $175
CA $257 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this cabin in Sand Lake. Enjoy laundry facilities and an in-room coffeemaker. Popular attractions Pineridge Cross Country Ski Center and Cherry Plain State Park are located nearby.
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Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience

The price is CA $175 per night
CA $175
CA $257 total
Oct 31 - Nov 1
includes taxes & fees
Stay at this cabin in Sand Lake. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Pineridge Cross Country Ski Center and Cherry Plain State Park are located nearby.
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Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers

The price is CA $185 per night
CA $185
CA $412 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this cabin in Stephentown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jiminy Peak Mountain Resort and Zema's Nursery are located nearby.
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A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

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Stay at this cabin in Pittsfield. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Jiminy Peak Mountain Resort and Crane Museum of Papermaking are located nearby.
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Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

The price is CA $268 per night
CA $268
CA $638 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this cabin in Hinsdale. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bas Ridge Golf Course and Wahconah Falls State Park are located nearby.
Hot tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top trending hotels in Pittsfield

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

1055 South Street, Pittsfield, MA
The price is CA $201 per night from Oct 26 to Oct 27
CA $201
CA $225 total
Oct 26 - Oct 27
includes taxes & fees
9.4/10 Exceptional! (53 reviews)

Pittsfield Cabin Rentals

Does the thought of waking up in a plush bed, stepping out onto a private patio, and taking in views of the lovely surroundings sound like exactly what the wise wanderer ordered? Then it might be time to peruse cabin rentals in Pittsfield. Whether you’re looking for a log cabin to host your weekend of solitude, or are curious about one of many luxury cabin rentals to host you and your special someone, Travelocity has everything you need for your next vacation.

Travelers have always appreciated Pittsfield for its natural wonders, and now you can too. Spend your days exploring all the area has to offer, from its scenic trails near your accommodation to quirky boutiques and delicious restaurants in town. Wake up early for a sunrise hike, go fishing at a nearby lake, or sleep in and find a shady tree to read under in the afternoon. There’s no right or wrong way to experience the outdoors, but there are tons of cabin rentals that will let you enjoy them more thoroughly.

Even if your plans include roughing it while you’re out hiking during the day, you don’t need to shy away from enjoying the many amenities available at cabins in Pittsfield. Reserve a cabin with a spa tub for ultimate relaxation, or book one of many appealing cheap cabins that’s located near breweries and restaurants.

Confirm your hunch—that Pittsfield is the perfect place for your next getaway. Reserve a cabin with Travelocity, and get ready to explore the area to your heart’s content. Nature’s calling, and the best way to answer it is from inside an inviting cabin.

Pittsfield Cabins essential information

Accommodation
40 Cabins
Lowest Price
CA $106
Highest Price
CA $839
Popular accommodation
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating, Crooked Lake Cabin, Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard, Bear Creek Cabin, The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly, Florida Mountain Log Cabin!, Dadzpad Cabin in Stephentown, Taborton Harvest Boulder Pines Cabin in the woods, Taborton Harvest Timber Trails Unique cabin experience, Charming 3-bedroom Cabin for nature lovers, A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Frequently asked questions

What is the price range for cabins near Pittsfield?
Beat a hasty retreat from the city at one of our lovely cabins near Pittsfield. Priced from CA $106 to CA $839 a night, they perfectly blend comfort, nature and adventure. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How cheap are cabins near Pittsfield?
Finalize your vacation dates today and you could nab a cabin in or around Pittsfield for just CA $106 per night. This was the cheapest price available in the last seven days. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many options are there for Pittsfield cabin rentals?
With 352 options on offer in and around the Pittsfield region, reading through Travelocity's verified reviews is a great way to zero in on the perfect cabin retreat. Private And Artistic Cabin, Pet Friendly and Cabin - Hunter Lakefront House: Ski, Swim are two popular choices to consider.
What is there to do when renting a cabin near Pittsfield?
Tucked away in nature yet nice and cozy, Pittsfield cabins are fabulous bases for families. Reserve one of our cheap cabin rentals and spend your days searching for adventure.

  • Hop in the car and drive toward Yaddo Gardens. It's around 129 kilometers northwest of Pittsfield and appeals to plenty of younger travelers (as well as their parents!).
  • Rally the masses and make your way to Kaaterskill Falls. This attraction is about 113 kilometers to the southwest of Pittsfield.
  • If you're on the hunt for someplace that'll thrill the whole gang, Howe Caverns will make a great addition to your itinerary. This top family-friendly attraction is about 161 kilometers to the west of Pittsfield.

What are some Pittsfield mountain cabins?
There's nothing quite like heading for the mountains to help you feel on top of the world. Soak up mesmerizing views and enjoy some downtime at one of these Pittsfield mountain cabins:

  • Throw your bags down at The Luxury Lodge - Ski, Ride, Golf. Rated highly by many travellers, it has everything you need for a wonderful mountain stay, including nearby hunting activities and a microwave oven.
  • After a long day of adventuring, you'll like coming home to Cabin - The Lakefront Retreat - Ski, Ride. Along with the superb views, it comes with a wood stove and nearby hunting activities.

What are some river cabins near Pittsfield?
Go for a dip, dangle a line or just sit back and let the soothing sounds of the river lull you into a relaxed state. If you're chasing someplace that offers both comfort and nature, check out these river cabins near Pittsfield:

  • Cabin - Charming, Quiet, River Front — Escape from it all with a stay at this top-rated riverside retreat. It offers snowsport activities, skiing facilities and a good deal more.
  • Cabin - Romantic Retreat — With on-site watersports, snowsport activities and plenty of other amenities, this rental has all you need for a lovely stay.

What are some Pittsfield cabins with pools?
There's nothing better after a long day of being outdoors than taking a dip in a pool. Dig out your swimwear, pack your inflatable swan and dive into one of these Pittsfield cabins with a pool:


What are the best Pittsfield beach cabin rentals?
If spending long lazy days hunting for pretty seashells along the shore and enjoying magnificent ocean sunsets sounds like bliss to you, book one of our Pittsfield beach cabin rentals. From rustic and snug to spacious and luxurious, we've got the perfect beachside escape for you:


How can I find a great cabin near Pittsfield on Travelocity?
Browse Travelocity's impressive selection of cabins by location, amenities and price using our nifty filter tool. Whether you want a Pittsfield family cabin with space for the whole gang or a secluded haven for just you and your love, we'll help you find your perfect match. If there's a chance your plans will change, choose a property with free cancellation.

More places to stay in Pittsfield