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Featured Cabin Rentals in Western Massachusetts and around

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

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

9.6 out of 10, Exceptional, (8)
"We had such a wonderful long weekend away that this home. Everything was exactly as pictured. Home was clean and so welcoming. Location was perfect for all that Great Barrington has to offer. The wraparound deck and fireplace made it all the more special. Communication was excellent and we got quick replies to any questions that came up. I would definitely recommend staying here and would happily return."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Bear Creek Cabin
Exterior

Bear Creek Cabin

9.8 out of 10, Exceptional, (20)
"The home was beautiful and we enjoyed our stay! The only thing about the location, it’s very remote. We had an event in North Adams and had a nearly impossible time getting a ride share service or taxi to come pick us up. Other than that, a wonderful stay!"
The price is €589
includes taxes & fees
23 Nov - 24 Nov
Bear Creek Cabin
Tolland Cabin w/ Private Hot Tub & Grill!
Fridge, microwave, stovetop, dishwasher

Tolland Cabin w/ Private Hot Tub & Grill!

9.4 out of 10, Exceptional, (12)
"I want to preface my review by stating we had a wonderful time. We needed a getaway to unplug and relax and we were able to do just that. The area was beautiful, nature-plenty, quiet, secluded. There were a few unexpected glitches but nothing that we couldn't improvise around. Having said that, the listing said queen size beds, but they were only full, so my husband and I stayed in separate rooms which was sad . We also felt the people that prepped the home for our stay, must have ran short of...
Tolland Cabin w/ Private Hot Tub & Grill!
'The Mill River Cabin’ w/ Fireplace & River View!
TV, streaming services

'The Mill River Cabin’ w/ Fireplace & River View!

9.8 out of 10, Exceptional, (37)
"The Mill River Cabin is the perfect location for a vacation focused on relaxation and communing with nature! We recently enjoyed a beautiful fall week at this property. Highlights included time spent on the deck overlooking the Konkapot River, evening campfires, hiking the large number/variety of trails very nearby, Hancock Shaker Village and the Norman Rockwell Museum. This rustic cabin has everything you need to make for an enjoyable stay. It's a good idea to bring your food and other...
'The Mill River Cabin’ w/ Fireplace & River View!
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Aerial view

LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

9.6 out of 10, Exceptional, (5)
"Beautiful lake, traditional charming cottage- great get-away"
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
A-Frame Cabin w/ Furnished Deck in Becket!
Exterior

A-Frame Cabin w/ Furnished Deck in Becket!

8.4 out of 10, Very good, (6)
"This A-frame cabin was the perfect location for some Berkshire R&R. Close to so many of western MA's greatest attractions, we had a great time visiting Tanglewood and museums, and touring local towns and restaurants. The property was clean, as described, and very comfortable. Communicating with our hosts was very simple. We will be happy to return!"
A-Frame Cabin w/ Furnished Deck in Becket!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
TV, fireplace, DVD player

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

9.8 out of 10, Exceptional, (37)
"Beautiful property located in the woods with plenty of privacy. 3 floors with a lot of elbow room and a tennis court also! Very good communication with the owners with easy check in/check out instructions. "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Serene Acreage - Pond - Hiking Trails Nearby
Terrace/patio

Serene Acreage - Pond - Hiking Trails Nearby

10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby
Berkshires Cabin 2 Mi to Appalachian Trail!
TV, fireplace, books

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (9)
"Enjoyed the foliage and some nice hikes. House was comfortable and clean. Owner was responsive and helpful. We arrived at night and had trouble locating the property when our gps failed. Owner was helpful guiding us to the house. I suggest arriving in the light of day. "
Berkshires Cabin 2 Mi to Appalachian Trail!
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

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

10.0 out of 10, Exceptional, (23)
"My partner and I really enjoyed our relaxing stay at this quaint cottage. It was clean, comfortable, and tucked away in a very quiet area. It was easy to get to restaurants and theaters in Pittsfield / Lenox / Stockbridge. The hot tub was also a great way to spend a cozy fall afternoon!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Romantic and Secluded Berkshire's Gem
Fridge, microwave, oven, stovetop

Romantic and Secluded Berkshire's Gem

9.8 out of 10, Exceptional, (11)
"We enjoyed our 2 week stay at this cute rustic cabin. The owner and caretakers were super responsive to our needs during our stay. The only thing that was missing was onsite laundry, but the laundromat was nearby so not a huge inconvenience. Overall, great place to relax in the woods."
Romantic and Secluded Berkshire's Gem
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.
Terrace/patio

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

9.6 out of 10, Exceptional, (59)
"Great"
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (5)
"Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. "
The price is €875
includes taxes & fees
24 Nov - 25 Nov
Guesthouse Cabin vacation rentals in Berkshire County
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
TV, fireplace, DVD player

East Otis Reservoir Cabin w/ Porch - Walk to Lake!

8.4 out of 10, Very good, (8)
"Lovely cottage. Very clean. Everything we needed. We had a great time!"
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Berkshires Log Cabin by Evergreen Home
Smart TV, fireplace, offices

Berkshires Log Cabin by Evergreen Home

10.0 out of 10, Exceptional, (7)
"We pulled in to a lighted log cabin that was lit by lights around the porch. You feel as if you are alone in the middle of the woods. It seemed all the restaurants were 20 minutes away. No shortage of good restaurants. We went to Tanglewood twice and what a treat. We saw Kool and the Gang and John Baptiste. Great performers playing in the Berkshires."
Berkshires Log Cabin by Evergreen Home
Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!
2 bedrooms, iron/ironing board, Internet, bed sheets

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

9.0 out of 10, Wonderful, (30)
"This Pet-Friendly Cabin was very cozy. It is in a woodland neighbor of cabins, but it feels very secluded. Nobody was at the one cabin that we could see. The weather was cool while we were there, so we enjoyed a campfire outside and one in the indoor fireplace. The cabin was decorated by someone like my grandma who was obsessed with bears and apples. The cabin is a short stroll from a lake with a beach. Although our overall experience was good, there are few negatives. First, there are no...
Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Lakefront Westhampton Cabin w/ Beach + Kayaks!
Interior

Lakefront Westhampton Cabin w/ Beach + Kayaks!

10.0 out of 10, Exceptional, (6)
"Our two weeks on the lake were filled with swimming, kayaking, hammock napping and eating. My daughter and I hosted guests and day trippers, almost filling the bunkhouse! The house itself is pristine, tastefully appointed and well stocked, from towels to firewood. A welcome basket from a local bakery awaited us. Our dogs were happy, too! The lake is perfect - the only sounds you can hear are happy kayakers and rowers talking to each other, and the mallard ducks quacking. A very serene and lovely...
Lakefront Westhampton Cabin w/ Beach + Kayaks!
Artist's Camp on Lake Mahkeenac
Property map

Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (18)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
Modern Cabin Near Tanglewood
Property grounds

Modern Cabin Near Tanglewood

10.0 out of 10, Exceptional, (8)
"A wonderful cabin with all the amenities you will need. Clean, beautifully decorated, and so much room. Highly recommend! Will be back for sure. "
Modern Cabin Near Tanglewood
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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Other property types in Western Massachusetts

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is €185
includes taxes & fees
24 Nov - 25 Nov
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is €156
includes taxes & fees
23 Nov - 24 Nov
Jiminy Peak Mountain Resort
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Interior

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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.

Frequently asked questions

Are there cheap cabins in Western Massachusetts?
For an affordable getaway in nature, have a look at our cheap cabins in Western Massachusetts. Wake up each morning to the sound of birds chirping from one of our cosy cabins priced from €589 to €875 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 in Western Massachusetts?
Say “see ya” to the city at one of Expedia’s mountain cabins in Western Massachusetts. Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East in Charlemont puts you in the centre of nature and offers conveniences like snow sports gear and a spa tub. Tucked away in the hills, Elegant Wilderness Cabin 12 Miles From Northampton is another picture-perfect escape. This Hampshire County property has nearby wildlife walks, nearby birdwatching activities and striking views that stretch for miles.
What are the best river cabins in Western Massachusetts?
Whether you’d like to go fishing, swimming or simply drift off to sleep with the peaceful sounds of water, nothing’s better than staying right on the river. Artist’s Camp on Lake Mahkeenac in Stockbridge is an exceptional waterside property. Conveniences here include nearby wildlife walks and nearby birdwatching activities. ‘The Mill River Cabin’ w/ Fireplace & River View! in New Marlborough is also an excellent option. It offers guests pet-friendly facilities, a firepit and boatloads of opportunities to have fun around the river.
What are the top lakefront cabin rentals in Western Massachusetts?
Whether you’re looking for rugged adventure or relaxation, our lakefront cabin rentals promise countless opportunities for both. Book A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything and stay moments from the water. This property in Pittsfield comes with on-site watersports and nearby wildlife walks. Artist’s Camp on Lake Mahkeenac is also a great spot for a lakefront getaway. Amenities like nearby wildlife walks and nearby birdwatching activities help make this Stockbridge retreat a winner.
What are some great cabins in Western Massachusetts?
An unforgettable cabin stay is all about immersing yourself in nature but still being comfortable. Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East is a good example. From its picturesque surroundings to its amenities like a spa tub and a barbecue grill, this Charlemont getaway promises a holiday you won’t forget. A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, in Pittsfield, is also a winner. Featuring on-site watersports and a barbecue grill, it combines the outdoorsy experience you crave with the creature comforts you need.
What are the best weekend cabin rentals in Western Massachusetts?
Whether you’re planning a quick escape with your sweetheart or the entire crew, we’ll help you locate the ideal weekend cabin getaway. One superb example? A spacious Log Home on 11+ Acres of Private Forest 5 minutes from Ski Butternut. Featuring a barbecue grill and a patio, you’ll love the natural surroundings here. Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7. is another terrific place where you can slow things down. Book a couple of nights at this retreat which offers on-site watersports and a spa tub.
What are the highest-rated cabins in Western Massachusetts?
Guests keep going back to A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything. This excellent option comes with a host of handy amenities like on-site watersports and a barbecue grill. It won’t take you a long time to work out why Artist’s Camp on Lake Mahkeenac is also a favourite with travellers. Conveniences like a barbecue grill and a fireplace will help make your stay even more memorable.
What are the top things to see and do in Western Massachusetts?
Get set to be busy, because there are loads of things to put on your to-do list. For example, Yale University and Naismith Memorial Basketball Hall of Fame. Trinity College, Lake Compounce and Mystic Seaport - The Museum of America and the Sea are other terrific attractions. And you shouldn’t forget about Mark Twain House & Museum! Squeezing all the well-known sights into your Western Massachusetts getaway will be easier with a rental car. You can add some wheels to your Expedia booking once you’ve chosen your cabin.
Why should I book a cabin in Western Massachusetts?
Comfort, affordability, rustic charm — there’s no end of great reasons to opt for a Western Massachusetts cabin. Escape the noisy concrete jungle and wake up to the sweet sound of birdsong. There’s a whole lot of adventure within striking distance too. Whether you’re on holiday with friends, relatives or your sweetheart, you’ll locate the ideal cabin on Expedia.
What are the top nature cabins in Western Massachusetts?
Brimming with charm and creature comforts, Artist’s Camp on Lake Mahkeenac is one of our most popular nature cabins in Western Massachusetts. But with a big range of things to do and see nearby, you won’t want to spend all your time relaxing indoors. Activities including hiking and nearby mountain biking are on the to-do list here. ‘The Mill River Cabin’ w/ Fireplace & River View! is another spot where you can get back to nature. Hiking and nearby hiking and biking trails are a few enjoyable ways to do it.
What are some of the best cabins near Naismith Memorial Basketball Hall of Fame in Western Massachusetts?
You’ll have Mother Nature as a neighbour at a Naismith Memorial Basketball Hall of Fame cabin. Lakefront Westhampton Cabin w/ Beach + Kayaks! is a favourite. This retreat is also big on adventure, with nearby motor boating and nearby kayaking among the activities in the area. Also look up Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.. Go exploring and then return to your cabin to appreciate its many comforts.