Book Pittsfield Cabins

Wander Wisely with exceptional service, 24/7 support

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Featured Cabins in Pittsfield

Peaceful Mountain Cabin in the Berkshires

Peaceful Mountain Cabin in the Berkshires

The price is CA $191 per night
CA $191
per night
May 26 - May 27
Stay at this vacation home in Florida. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Monroe State Forest and Reed Brook Preserve are located nearby.
Kitchen
Pet-friendly
Martin Van Buren historical Log cabin

Martin Van Buren historical Log cabin

2 out of 5
Get rates
Stay at this cabin in Valatie. Enjoy air conditioning. Popular attractions Kinderhook Lake and Valatie Free Library are located nearby.
Pet-friendly
Air conditioning
Berkshires Cabin 2 Mi to Appalachian Trail!

Berkshires Cabin 2 Mi to Appalachian Trail!

Get rates
Stay at this cabin in Otis. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Jacob's Pillow and McLennan Reservation are located nearby.
Kitchen
Washer
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

Get rates
Stay at this cabin in Pittsfield. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Crane Museum of Papermaking and Alpine Super Slide are located nearby.
Kitchen
Washer
Artist's Camp on Lake Mahkeenac

Artist's Camp on Lake Mahkeenac

Get rates
Stay at this cabin in Berkshire County. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Kitchen
Washer
Crooked Lake Cabin

Crooked Lake Cabin

Get rates
Stay at this cabin in Averill Park. Enjoy free WiFi and air conditioning. Popular attraction Cherry Plain State Park is located nearby.
Washer
Dryer
Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.

Get rates
Stay at this cabin in Hillsdale. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Community Library and Catamount Aerial Adventure Park are located nearby.
Kitchen
Washer
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Get rates
Stay at this cabin in Sandisfield. Enjoy a garden, tennis courts, and patios. Popular attractions Otis Ridge and Old Baldy Wildlife Sanctuary are located nearby.
Kitchen
Washer
Cabin in the woods

Cabin in the woods

The price is CA $165 per night
CA $165
per night
May 26 - May 27
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.
Washer
Dryer
Bear Creek Cabin

Bear Creek Cabin

The price is CA $549 per night
CA $549
per night
May 26 - May 27
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.
Kitchen
Washer
Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers

The price is CA $221 per night
CA $221
per night
May 27 - May 28
Stay at this cabin in Stephentown. Enjoy free WiFi, a garden, and patios. Popular attractions Jiminy Peak Mountain Resort and Zema's Nursery are located nearby.
Kitchen
Washer
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

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

Get rates
Stay at this cabin in Great Barrington. Enjoy free WiFi, a garden, and patios. Popular attractions Ski Butternut and Lake Buel are located nearby.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
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

Hotel On North

Hotel On North

297 North Street, Pittsfield, MA
The price is CA $174 per night from May 27 to May 28
CA $174
CA $195 total
includes taxes & fees
May 27 - May 28
9.4/10 Exceptional! (720 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
42 Cabins
Lowest Price
CA $125
Highest Price
CA $549
Popular accommodation
Peaceful Mountain Cabin in the Berkshires, Martin Van Buren historical Log cabin , Berkshires Cabin 2 Mi to Appalachian Trail!, A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, Artist's Camp on Lake Mahkeenac, Crooked Lake Cabin, Ideal location for summer and winter activities with plenty of outdoor space. , Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns, Cabin in the woods, Bear Creek Cabin, Charming 3-bedroom Cabin for nature lovers, Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

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 $125 to CA $549 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 $125 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?
Lock in your next escape at one of the 348 cabin rentals around Pittsfield. Two popular picks here include Private And Artistic Cabin, Pet Friendly and Cabin - Hunter Lakefront House: Ski, Swim. From homey furnishings to gorgeous natural surroundings, there’s something to suit everyone on Travelocity.
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?
When you’d love to escape from the concrete jungle and immerse yourself in nature, Pittsfield mountain cabins are a fabulous choice. Go on a hiking adventure, breathe in the crisp, clean air and then settle back in comfort at one of these lodgings:

  • Book a few nights at Cabin - Hunter Lakefront House: Ski, Swim. Highly rated by many visitors, this comfortable cabin has everything you need for an unforgettable mountain break, including a microwave oven and a dishwasher.
  • Another cozy place where you can get in touch with nature is Cabin - Charming, Quiet, River Front. Snowsport activities and skiing facilities are just a couple of the amenities you can enjoy.

What are some river cabins near Pittsfield?
Wake up every morning to glorious water views and the sound of birds twittering when you stay at one of these Pittsfield cabins by the river. From cozy, rustic-style retreats to spacious luxury cabins right on the riverfront, we know you’ll find one you’ll love.

  • Cabin - Charming, Quiet, River Front — Swap the bright lights of the city for a week or so in the great outdoors at this leading riverside getaway. Top amenities include snowsport activities and skiing facilities.
  • Cabin - Romantic Retreat — With on-site watersports, snowsport activities and lots of other great amenities, this place has all you need for a lovely stay.

What are some Pittsfield cabins with pools?
There’s nothing better after an energetic day of exploring in nature than bobbing about in a pool. Dig out your one-piece, pack your inflatable flamingo and make a splash at one of these Pittsfield cabins with a pool:


What are the best Pittsfield beach cabin rentals?
If spending your vacation days searching for pretty seashells on the shore and enjoying incandescent ocean sunsets sounds like bliss to you, check out these Pittsfield beach cabin rentals. From cozy and rustic to expansive and luxe, Travelocity has the ideal beachside getaway 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