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Our top choices for Western Massachusetts cabin rentals

Exterior
Guesthouse Cabin vacation rentals in Berkshire County

Cabin in Sheffield

Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
$621 nightly
The price is $694
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Exterior detail
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Cabin in Hinsdale

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.8 out of 10, Exceptional, (35)
"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.
$451 nightly
The price is $503
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior
Bear Creek Cabin

Cabin in Charlemont

Bear Creek Cabin
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
$534 nightly
The price is $596
Dec 22 - Dec 23
Total with taxes and fees
Bear Creek Cabin
Exterior
Wellness Getaway with a Personal Sauna, and Private River Beach!

Cabin in Newfane

Wellness Getaway with a Personal Sauna, and Private River Beach!
2.0 star property
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
$227 nightly
The price is $254
Jan 12 - Jan 13, 2026
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
Exterior
Treehouse - Countryside - Farm Animals - Fire Pit

Cabin in Willington

Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
$264 nightly
The price is $299
Jan 7 - Jan 8, 2026
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cabin in Ashford

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.2 out of 10, Wonderful, (25)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
$294 nightly
The price is $333
Dec 29 - Dec 30
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior
Taborton Harvest Boulder Pines Cabin in the woods

Cabin in Sand Lake

Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
$165 nightly
The price is $183
Dec 22 - Dec 23
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Exterior detail
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Cabin in Fitzwilliam

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
10.0 out of 10, Exceptional, (13)
"Loved the area"
United States
Jose R.
$204 nightly
The price is $221
Jan 4 - Jan 5, 2026
Total with taxes and fees
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior
Charming 3-bedroom Cabin for nature lovers

Cabin in Stephentown

Charming 3-bedroom Cabin for nature lovers
7.0 out of 10, Good, (2)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
$262 nightly
The price is $291
Dec 29 - Dec 30
Total with taxes and fees
Charming 3-bedroom Cabin for nature lovers
Exterior
Luxury, modern AIRSTREAM at June Farms!

Cabin in West Sand Lake

Luxury, modern AIRSTREAM at June Farms!
9.8 out of 10, Exceptional, (7)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
United States
StephenS
$474 nightly
The price is $527
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxury, modern AIRSTREAM at June Farms!
Property grounds
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

Cabin in West Dover

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
10.0 out of 10, Exceptional, (2)
"It was a sweet and cozy little cottage. Absolutely perfect. Clean, safe and so close to the mountain!! Would absolutely love to stay here again!"
United States
Susanne G.
$665 nightly
The price is $728
Jan 13 - Jan 14, 2026
Total with taxes and fees
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
Exterior
Taborton Harvest Timber Trails Unique cabin experience

Cabin in Sand Lake

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
Dec 22 - Dec 23
Total with taxes and fees
Taborton Harvest Timber Trails Unique cabin experience
Exterior
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

Cabin in Averill Park

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
10.0 out of 10, Exceptional, (3)
"Our family had a great weekend get-away at the Lake House! Thank you for the kind special touches, such as the milk and eggs from June Farm. The lake access and screened in porch were huge hits with everyone."
United States
Andrea N.
$1,004 nightly
The price is $1,114
Jan 1 - Jan 2, 2026
Total with taxes and fees
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
Exterior
A stunning, modern Lodge with rustic charm at June Farms!

Cabin in West Sand Lake

A stunning, modern Lodge with rustic charm at June Farms!
10.0 out of 10, Exceptional, (4)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
United States
LisaL
$712 nightly
The price is $790
Jan 4 - Jan 5, 2026
Total with taxes and fees
A stunning, modern Lodge with rustic charm at June Farms!
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 Western Massachusetts Hotel Reviews

MGM Springfield

MGM Springfield

10/10 Excellent
"Loved the decor, very clean and comfortable "
Lisa 1-night trip
Posted 2 days ago
MGM Springfield

Find out more about Western Massachusetts

Western Massachusetts Cabin Rentals information

Number of reviews
169
Accommodation
19 Cabin Rentals
Lowest Price
$183
Highest Price
$1,114

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 cozy cabins priced from $183 to $1,114 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?
The city will be the furthest thing from your mind when you stay 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 right in the middle of Mother Nature and offers snow sports gear and nearby hunting activities. Tucked away in the hills, Elegant Wilderness Cabin 12 Miles From Northampton is another picture-perfect retreat. This Hampshire County property has a wood stove, nearby hunting activities and stunning views that stretch for miles.
What are the best river cabins in Western Massachusetts?
Whether you're eager to chase adventure or simply drift off to the sound of water and wildlife, nothing compares to staying near a river. Cabin - Artist's Camp On Lake Mahkeenac in Stockbridge is an impressive waterside getaway. Handy amenities here include outdoor furniture and a queen bed. The Mill River Cabin' With Fireplace And River View in Mill River is another top option. It offers guests a firepit, pet-friendly facilities and loads of opportunities for having fun around the river.
What are the top lakefront cabin rentals in Western Massachusetts?
Our Western Massachusetts lakefront cabin rentals offer superb water views and ample opportunities for fun. Take time out at A Beautiful Log Cabin In The Woods in Pittsfield. Amenities at this lakeside escape include on-site watersports and a wood stove. Cabin - Artist's Camp On Lake Mahkeenac is another popular option. Located in Stockbridge, it features outdoor furniture, a queen bed and more.
What are some great cabins in Western Massachusetts?
Whether you'd prefer a rustic retreat or a luxury cabin with all the perks, there's something for every budget and taste in Western Massachusetts. Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East in Charlemont is a top choice. Some amenities here include a firepit and a barbecue grill. Or you can ditch the daily grind and escape to A Beautiful Log Cabin In The Woods. Situated in Pittsfield, it features on-site watersports, a patio and more.
What are the best weekend cabin rentals in Western Massachusetts?
Whether you're planning a quick escape with your honey or the whole crew, we'll help you locate the ideal weekend cabin getaway. One of our favorites? A Spacious Log Home On 11+ Acres Of Private Forest 5 Minutes From Ski Butternut. Featuring a patio and a barbecue grill, you'll adore waking up in nature here. Charming Cabin Lake Rights, Private Dock 3 Bedroom is another good place where you can slow things down. Book a couple of nights at this escape which offers on-site watersports and a firepit.
What are the highest-rated cabins in Western Massachusetts?
With an impressive rating, it's not surprising why A Beautiful Log Cabin In The Woods is a hit with Expedia travelers. It has useful amenities like on-site watersports and a patio. Cabin - Artist's Camp On Lake Mahkeenac is another fantastic choice. Quality conveniences including a patio and a fireplace will help make your stay nice and comfy.
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 vacation with friends, relatives or your sweetheart, you'll locate the ideal cabin on Expedia.
What are the top nature cabins in Western Massachusetts?
Settle in at Cabin - Artist's Camp On Lake Mahkeenac and let life's stresses float downstream. Activities like nearby horse riding and nearby motor boating help make this river cabin in Western Massachusetts a top choice. The Mill River Cabin' With Fireplace And River View is another great place to kick back among nature. If you're looking for outdoor excitement, go nearby hiking and biking trails and hiking.
What are some of the best cabins near Naismith Memorial Basketball Hall of Fame in Western Massachusetts?
Lakefront Westhampton Cabin With Beach + Kayaks is one of the most popular cabins in Naismith Memorial Basketball Hall of Fame. Home comforts, a picturesque backdrop and activities such as nearby motor boating and nearby kayaking make it a traveler favorite. Charming Cabin Lake Rights, Private Dock 3 Bedroom is another place where nature and adventure combine. Get comfy here and add paddle boating and nearby basketball to your itinerary.

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