Search the Best Cabins in Pittsfield

Compare 40 Cabin Rentals in Pittsfield with updated reviews, rates, and availability.

Bear Creek Cabin
10.0 out of 10, Exceptional, 14 reviews
"Very well thought out rental home. Everything you could possibly need for cooking and all thought out to reduce your time cleaning and more time on the river. No issues and we had a great time. Thanks again,"
The price is $400
$602 total
includes taxes & fees
9 Jun - 10 Jun
Bear Creek Cabin
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, 32 reviews
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, 195 reviews
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.6 out of 10, Exceptional, 7 reviews
"This house was awesome! Plenty of room and amenities for all! Great location to the downtown, local restaurants and bars. Communicating with the host was also so easy to do. Would definitely recommend for a weekend getaway!"
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, 4 reviews
"Perfect place to relax and have dogs as part of a mini vacation. Very clean, organized, and provided helpful local information. Will definitely stay there again."
Serene Acreage - Pond - Hiking Trails Nearby
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, 6 reviews
"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."
Berkshires Cabin 2 Mi to Appalachian Trail!
Moose Lodge by AvantStay | Luxe Berkshires Escape
10.0 out of 10, Exceptional, 11 reviews
"We had a wonderful time at the Moose Lodge. It was perfect for our family. Very clean, everything we needed and the property managers were extremely communicative. Thank you!"
Moose Lodge by AvantStay | Luxe Berkshires Escape
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, 18 reviews
"Our stay at this cottage was wonderful. The property was perfect size for us and we enjoyed golfing at Bas Ridge Golf Course, even though the weather was not the greatest that day. The hot tub was such a great amenity and we enjoyed the nice quiet location!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
10.0 out of 10, Exceptional, 30 reviews
"We are avid hikers so we were delighted to find out the cottage is on a nature preserve. Was a refreshing and peaceful vacation. Thank you"
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
Woodfall by AvantStay | Tons of Outdoor Space
9.6 out of 10, Exceptional, 7 reviews
"Overall it was a very nice stay, and the home was as advertised. The only (minor) drawbacks were that there was noticeable wear and tear in a few places in home (the paint, the kitchen cabinets, outdoor living spaces). Sort of to be expected with rental properties. Great location for several nice golf courses. Plenty of space for 4 guys to each have their own room and bathroom. Game room was a nice feature!"
Woodfall by AvantStay | Tons of Outdoor Space
Charming, Quiet, River Front
9.8 out of 10, Exceptional, 69 reviews
"We loved this spacious and lovely log cabin overlooking the river which we enjoyed with family and friends. The setting in the Berkshires is just beautiful. The kitchen is well stocked and great for cooking. Also Melissa is an extremely attentive and responsive host and took care of the few issues that arose immediately. Many thanks!"
Charming, Quiet, River Front
Newly Renovated Cabin in the Country
10.0 out of 10, Exceptional, 26 reviews
"Another great stay at this adorable cabin, and we even got to hear a pack of coyotes running by! Such a special place. We'll be back :)"
Newly Renovated Cabin in the Country
A-Frame Cabin in Becket: Deck + Private Acreage!
8.0 out of 10, Very Good, 4 reviews
"What a beautiful property in a nice quiet location. We will be returning in the future"
A-Frame Cabin in Becket: Deck + Private Acreage!
Ideal location for summer and winter activities with plenty of outdoor space.
9.8 out of 10, Exceptional, 66 reviews
"Communication with Vivi was great. Stayed here with a friend for a writing retreat, and it was everything I'd hoped for. The cabin is set on a hill overlooking the valley. Wonderful fire pit and excellent stargazing. Very generous wood supply. Cabin was rustic and clean with comfortable beds. Recommend bringing your own cooking equipment if you plan on cooking, the kitchen lacked some basics including a cutting board and a larger skillet. Location wise it's 5 minutes away from everything you...
Ideal location for summer and winter activities with plenty of outdoor space.
Berkshires Log Cabin by Evergreen Home
10.0 out of 10, Exceptional, 6 reviews
"Super clean, very comfortable, very nicely furnished as well as everything you could need to cook a gourmet meal. Pet friendly a bonus, and a nice quiet area with large yard for play with your furry kid. Loved that a question was immediately responded to. KUDOS to management. Highly recommend and would stay there again."
Berkshires Log Cabin by Evergreen Home
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
10.0 out of 10, Exceptional, 11 reviews
"This is an unusually attractive, perfectly clean property in a beautiful setting, within an easy drive of all sorts of outdoor and cultural activities. However, I must mention that, though the house is listed as accessible, there is a rather steep ramp up to the deck, with a step required to get into the house. Also, the house lacks toilet and shower bars, and other ADA features. Perhaps the accessible listing is an error on VRBO’s part, and I hope it will be corrected. One small nitpick - I...
The price is $375
$588 total
includes taxes & fees
9 Jun - 10 Jun
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
TimberTown Cabin #1 at June Farms, GLAMPING at it's finest!
9.6 out of 10, Exceptional, 5 reviews
"Enjoyed our stay very nice people"
The price is $135
$228 total
includes taxes & fees
9 Jun - 10 Jun
TimberTown Cabin #1 at June Farms, GLAMPING at it's finest!
Beautiful cabin in the woods close to skiing, hiking and shopping
Beautiful cabin in the woods close to skiing, hiking and shopping
Artist's Camp on Lake Mahkeenac
10.0 out of 10, Exceptional, 13 reviews
"A most helpful owner made any bumps imperceptible. The area is a jewel and the cabin provides an excellent base for the Berkshires"
Artist's Camp on Lake Mahkeenac
Modern Cabin Near Tanglewood
10.0 out of 10, Exceptional, 2 reviews
"This is a lovely cabin with a fire pit, surrounded by trees and yet close enough to walk into West Stockbridge. Hosts were prompt to reply to our messages and very helpful. One of the nicer properties we have stayed in!"
Modern Cabin Near Tanglewood
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See all available properties in Pittsfield
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.

Other property types in Pittsfield

Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, 4 reviews
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, 859 reviews
"Great amenities and very clean property. Hot tub facilities and timings were also good. Just wished they had offered bath robes. "
The price is $146
$161 total
includes taxes & fees
24 Jun - 25 Jun
Jiminy Peak Mountain Resort
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, 1,676 reviews
"Internet and tv service not good and bathroom lighting minimal "
The price is $169
$195 total
includes taxes & fees
9 Jun - 10 Jun
Vacation Village in the Berkshires
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.

Pittsfield Cabin Rentals information

Number of reviews
454
Accommodation
40 Cabin Rentals
Lowest Price
$375
Highest Price
$400

Frequently asked questions

What are the best cabins near Pittsfield?
Ranging from rustic and small to spacious and luxurious, you have 289 cabins to take your pick of in and around Pittsfield. Top options include Log Cabin Living On The Esopus Creek and Private And Artistic Log Cabin.
Are there cheap cabins in Pittsfield?
For a nicely priced escape in nature, look no further than our cheap cabins in Pittsfield. Wake in the morning to the sweet sound of birds chirping from one of our cozy retreats priced from $375 to $400 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Pittsfield?
Escape to a mountain cabin near Pittsfield and be rewarded with picture-perfect views, outdoor adventure and an experience that’s hard to forget. Gorgeous Deck Views At This Serene Berkshires Cabin is tough to beat. Perched high in the hills, guests will find a microwave oven and a patio here. Cabin - Artists Camp On Lake Mahkeenac is another popular retreat. It comes with nearby wildlife walks, nearby birdwatching activities and natural surroundings that’ll make you swoon.
What are the best river cabins near Pittsfield?
If you’re in search of a peaceful abode steps from the water, a Pittsfield river cabin is hard to beat. Kick back at Cabin - Artists Camp On Lake Mahkeenac and let any stresses slip away downstream. Useful amenities here include nearby wildlife walks and nearby birdwatching activities. Another top riverside getaway is Mahican Cabin - A Private Natures Reserve For 2. It offers a firepit, towels and more.
What are the best romantic cabins near Pittsfield?
If you’re searching for somewhere to woo your darling, a romantic cabin rental checks all the boxes. Cozy up together at A Beautiful Log Cabin In The Woods. It features a fireplace, beach sun loungers and lots more. Cabin - Artists Camp On Lake Mahkeenac is another place to rekindle the romance. Mountain views and a fireplace are some amenities that’ll help you relax and recharge together.
What are some great Pittsfield cabins?
Tucked away in nature but with the comforts of home, nothing tops a cabin if you’re looking to immerse yourself in the great outdoors. Cabin - Relax, Reconnect And Enjoy is a great place to escape from it all. Amenities here include a king bed and a water view. Cabin - Beautiful Mt Area With Beautiful Scenic Views is another well-liked retreat. A garden and a barbecue grill will help make your stay even more comfy.
What are the best weekend cabin rentals in Pittsfield?
Nothing’s better than a weekend cabin getaway after a huge week at work. Swap your cubicle for a few days or so in the great outdoors at Cabin - Relax, Reconnect And Enjoy. A fireplace and a firepit are some of the amenities it comes with. Emails will also be the furthest thing from your mind at Cabin - Beautiful Mt Area With Beautiful Scenic Views. Kick back here and enjoy access to a patio and a barbecue grill.
What are the best cabin prices in Pittsfield?
With prices starting from as little as $375 per night for a cabin rental in Pittsfield, there’s no reason to rough it in a tent.
Can I find log cabins in Pittsfield?
Begin your day with a cup of coffee in your comfy log cabin and then try some camping and tubing. Sound perfect to you? Then you’ll love Mt. Snow/stratton Log Cabin In The Woods. Another retreat that has ample warmth and charm is Log Cabin Near Okemo / Ludlow On 25 Acres Borders State Forest W. Close-by activities like fishing and snow shoeing will add to your memories here.
What are the highest-rated cabins in Pittsfield?
Vacationers just keep going back to Cabin - Relax, Reconnect And Enjoy. This knockout features plenty of handy amenities including on-site watersports and a barbecue grill. It’s not hard to understand why Cabin - Beautiful Mt Area With Beautiful Scenic Views is also popular with travelers. Conveniences like a patio and a firepit will help make your stay even more comfortable.
What are the top things to see and do in Pittsfield?
Spend a day or so kicking back in your charming cabin and then get exploring. Colonial Theater and Berkshire Museum are must-see’s around Pittsfield. After you’ve crossed those off your schedule, hop behind the wheel of a rental car and visit Hancock Shaker Village and Pittsfield State Forest.
Why should I book a cabin in Pittsfield?
For a vacation in nature that won’t cost a fortune, you can’t top a cabin. Picture yourself waking up to the sounds of wildlife and then stepping onto your deck to be surrounded by dreamy views. Book a cabin in Pittsfield and say goodbye to the busyness of the city. Whether they’re by the beach, in the mountains or near a river, cabins offer a refreshing, rustic experience you’ll always remember.

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