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Cabin Rentals in Pittsfield

Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods
Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (13)
"We LOVED our stay! Cabins were spotless and the main building was just great! Waking up to a picture window behind us with all the fall colors in their glory was such a highlight. "
United States
Barb W.
$165 nightly
The price is $183
Nov 5 - Nov 6
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.8 out of 10, Exceptional, (33)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
$395 nightly
The price is $441
Nov 5 - Nov 6
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior
Charming 3-bedroom Cabin for nature lovers
Charming 3-bedroom Cabin for nature lovers
7.0 out of 10, Good, (2)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
United States
John O.
$262 nightly
The price is $291
Nov 6 - Nov 7
Total with taxes and fees
Charming 3-bedroom Cabin for nature lovers
Exterior
Bear Creek Cabin
Bear Creek Cabin
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
United States
Hillary S.
$536 nightly
The price is $599
Nov 5 - Nov 6
Total with taxes and fees
Bear Creek Cabin
Exterior
Luxury, modern AIRSTREAM at June Farms!
Luxury, modern AIRSTREAM at June Farms!
9.8 out of 10, Exceptional, (7)
"The place was so cute. We were so relaxed and cozy for the winter season. Great place to stay and I definitely recommend for a nice weekend get away! The farm with animals are adorable. The hot tub is a huge plus!"
United States
Ashley B.
$463 nightly
The price is $513
Nov 5 - Nov 6
Total with taxes and fees
Luxury, modern AIRSTREAM at June Farms!
Exterior
Taborton Harvest Timber Trails Unique cabin experience
Taborton Harvest Timber Trails Unique cabin experience
10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
$165 nightly
The price is $183
Nov 5 - Nov 6
Total with taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
Exterior
The Greylock Cabin
The Greylock Cabin
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Greylock Cabin! It is clean, well maintained, and was very prepared for our arrival. Extra towels, bedding, and basic cookware were helpful for a comfortable getaway. It was easy to access the cabin and park. The host was very communicative and easy to reach throughout our stay. The outdoor space had a great view and was perfect to grill and unwind by the fire."
United States
Robert G.
$435 nightly
The price is $471
Nov 5 - Nov 6
Total with taxes and fees
The Greylock Cabin
Exterior
A stunning, modern Lodge with rustic charm at June Farms!
A stunning, modern Lodge with rustic charm at June Farms!
10.0 out of 10, Exceptional, (4)
"Our stay at The Lodge at June Farms was amazing! Every little detail and more was thought of in the cabin!! It feels so welcoming and lots of memories were made!! We loved being able to walk down to the farm and see the animals. It’s winter and off season at the farm but I would love to come back when more is happening!!"
United States
Amie o.
$663 nightly
The price is $736
Nov 10 - Nov 11
Total with taxes and fees
A stunning, modern Lodge with rustic charm at June Farms!
Exterior
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
10.0 out of 10, Exceptional, (3)
"We can’t wait to come back! The lake house is so stunningly beautiful. Very clean and beds were comfortable. Michelle was super accommodating and made sure we had everything we needed. Everyone was so nice and made us feel comfortable and right at home!"
United States
MarissaI
$1,002 nightly
The price is $1,112
Nov 5 - Nov 6
Total with taxes and fees
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
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.
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Top Pittsfield Hotel Reviews

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn 3-night trip
Posted 1 day ago
The Central Downtown Inn & Suites

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
92
Accommodation
40 Cabin Rentals
Lowest Price
$183
Highest Price
$1,112

Frequently asked questions

What are the best cabins near Pittsfield?
Immerse yourself in the outdoors without having to rough it at one of our 363 cabins in and around Pittsfield. Whether you have relaxation or fun on your itinerary, Log Cabin Living On The Esopus Creek promises both. Alternatively, get comfy at Private And Artistic Cabin, Pet Friendly and enjoy staring out at its beautiful natural surroundings.
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 $183 to $1,112 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?
If you've ever yearned to sneak off to a cabin in the mountains with only nature and epic views for company, you're certainly not alone. Cabin - Hunter Lakefront House: Ski, Swim attracts plenty of adventurers. This mountain cabin near Pittsfield comes with home comforts, such as a microwave oven and a dishwasher. Another standout is Cabin - Charming, Quiet, River Front. Snowsport activities, skiing facilities and plenty of opportunities to explore the outdoors help make it a crowd-pleaser.
What are the best river cabins near Pittsfield?
If you're looking for a relaxing getaway surrounded by water, a Pittsfield river cabin is the perfect choice. Kick back at Cabin - Charming, Quiet, River Front and let any stresses disappear downstream. Handy amenities here include snowsport activities and skiing facilities. Another superb riverside stay is Cabin - Romantic Retreat. You'll have use of on-site watersports, snowsport activities and more.
What are the best cabins with pools near Pittsfield?
Staying in a cabin rental with a pool adds another level of excitement to your vacation. If you're chasing one near Pittsfield, Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna offers amenities like a swimming pool and a porch to make your poolside escape even more memorable. Cabin - Romantic Retreat is another top pick and features on-site watersports and a swimming pool.
Can I find beach cabins near Pittsfield?
Wake up and be within easy reach of glittering blue waters when you lock in a stay at a Pittsfield beach cabin rental. Sun and fun should be your major priorities at Cabin - Relax, Reconnect And Enjoy. This seaside retreat offers on-site watersports and children's activities. Or, throw your beach bag down and spend a few nights at Glamping Getaway In Woodstock Lake Campground. Conveniences here include a swimming pool and on-site watersports.
What are the best weekend cabin rentals in Pittsfield?
Whether you're organizing a short trip with your beau or your whole family, we'll help you locate the perfect weekend cabin getaway. One superb example? This Is It Fabulous Vermont Cabin W. Featuring a patio and a firepit, you'll appreciate being close to nature here. Cabin - Birch Hill Hollow - Mt Snow And Pool Table is another terrific place where you can hit pause. Enjoy a few nights or more at this escape which offers a spa tub and a patio.
What are the best cabin prices in Pittsfield?
With prices starting from as little as $183 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?
For some, the perfect outdoor vacation isn't complete without staying in a log cabin. Get out and active or simply switch off and unwind at Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. Activities such as cross-country skiing and tubing are close at hand here. Another attractive log cabin getaway is Luxury Secluded Catskill Log Cabin On Creek. Mountain climbing and horse riding will keep you entertained when you're not unwinding in your comfy hideaway.
What are the highest-rated cabins in Pittsfield?
With an impressive rating, it's not hard to see why Cabin - Artist's Camp On Lake Mahkeenac is recommended by Expedia adventurers. Some useful amenities here include a patio and a fireplace. Cabin With 3 Acres, Tennis Courts: By 4 Ski Mtns is another fabulous choice. Conveniences such as a porch and a tennis court will help make your stay a comfy one.
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.
What are the top nature cabins in Pittsfield?
Featuring plenty of home comforts and charm, Cabin - Charming, Quiet, River Front is among our most sought-after nature cabins in Pittsfield. But with so many things to do and see nearby, you won't want to spend too much time indoors. Activities including nearby water skiing and nearby rafting are waiting. Cabin - Romantic Retreat is another place where you can hang out in nature. Golf and nearby basketball are a couple of enjoyable ways to do it.
What are some of the best cabins near National Shrine of the Divine Mercy in Pittsfield?
Mother Nature is your neighbor at a cabin in National Shrine of the Divine Mercy. Cozy Stockbridge Cabin - Walk To Beach And Lake is a popular choice. This getaway is also big on adventure, with nearby hiking and biking trails and nearby motor boating among the activities in the area. Also check out Cabin - Artist's Camp On Lake Mahkeenac. Get active and then head back to your cabin to enjoy its comforts.

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