Search the Best Cabins in Stockbridge

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Our top choices for Stockbridge cabin rentals

8.0 out of 10, Very Good, (1)
"Would like to have had a tv in all the bedrooms. The back yard needed mowed. Other than that it was a good stay. Nice place"
United States
Troy H.
$1,076 nightly
The price is $1,205
Dec 24 - Dec 25
Total with taxes and fees
Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups
10.0 out of 10, Exceptional, (37)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
$210 nightly
The price is $235
Dec 22 - Dec 23
Total with taxes and fees
Secluded retreat in the trees
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
$172 nightly
The price is $188
Dec 22 - Dec 23
Total with taxes and fees
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
$361 nightly
The price is $395
Jan 7 - Jan 8, 2026
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
3.5 star property
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
$257 nightly
The price is $281
Jan 6 - Jan 7, 2026
Total with taxes and fees
Robert Frost Mountain Cabins
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
$249 nightly
The price is $278
Jan 15 - Jan 16, 2026
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
9.2 out of 10, Wonderful, (5)
$172 nightly
The price is $193
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
9.8 out of 10, Exceptional, (159)
"Great location and a great price. Perfect for 2-4 people who just want to get away to the peace of Vermont."
United States
James N.
$390 nightly
The price is $437
Dec 23 - Dec 24
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
10.0 out of 10, Exceptional, (5)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
$317 nightly
The price is $347
Jan 6 - Jan 7, 2026
Total with taxes and fees
Adorable cabin with screened porch and private fire pit
10.0 out of 10, Exceptional, (1)
"This place was great, and perfect for our night’s stay. The hot tub was clean and in excellent condition and we loved having that amenity! The owner was easy to get in touch with and replied to my questions very quickly. We’d love to visit again!"
United States
Stephanie F.
$355 nightly
The price is $398
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
9.8 out of 10, Exceptional, (24)
"What a unique experience staying in a literal tree house. The bathroom shared with the other tree house was so wonderfully built as is the barn that it resides in. I only stayed one night and wished I stayed multiple nights. I will definitely consider staying here again for future MTB trips in the area! "
United States
Taku S.
$172 nightly
The price is $188
Dec 22 - Dec 23
Total with taxes and fees
Treehouse at Wise Pines- SoBo
10.0 out of 10, Exceptional, (17)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
$321 nightly
The price is $351
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
10.0 out of 10, Exceptional, (4)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
$317 nightly
The price is $347
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy and pristine timberframe cabin
10.0 out of 10, Exceptional, (11)
"The cabin was cozy. It was set up nicely and had all the necessities we needed."
United States
Philip
$978 nightly
The price is $1,105
Dec 22 - Dec 23
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
9.4 out of 10, Exceptional, (12)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
$317 nightly
The price is $347
Jan 6 - Jan 7, 2026
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
10.0 out of 10, Exceptional, (1)
"Overall a great place. Beautiful location, tucked away from everything but still jist a few minutes from Killington base. Very clean and well-kept, everything we needed was there.Host communicated regularly and responded quickly.If you stay in winter, 4WD might be needed to get in and out without issue. And for the shorter route to and from Killington - its a very steep road.Beautiful interior, needs some age to feel warmer and homey, but good seating and open family room is great for...
United States
Jamie M.
$1,685 nightly
The price is $1,904
Jan 5 - Jan 6, 2026
Total with taxes and fees
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

Cabin in Brandon

Emrose Luxury Cabins 20
$260 nightly
The price is $294
Dec 22 - Dec 23
Total with taxes and fees
Emrose Luxury Cabins 20
$1,002 nightly
The price is $1,132
Dec 23 - Dec 24
Total with taxes and fees
Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit
10.0 out of 10, Exceptional, (31)
"Very nice property. Full of extra touches (hot tub, virtual fireplace). I appreciated access to a laundry facility. Highly recommend this property."
United States
Julie C.
$361 nightly
The price is $395
Jan 7 - Jan 8, 2026
Total with taxes and fees
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
9.6 out of 10, Exceptional, (20)
"Nice place with plenty of beds, clean and comfortable!"
United States
David L.
$1,001 nightly
The price is $1,132
Dec 24 - Dec 25
Total with taxes and fees
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
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 Stockbridge Hotel Reviews

Find out more about Stockbridge

Stockbridge Cabin Rentals information

Number of reviews
343
Accommodation
100 Cabin Rentals
Lowest Price
$188
Highest Price
$1,904

Frequently asked questions

What are the best cabins near Stockbridge?
Rediscover the great outdoors without sacrificing the comforts at one of our 660 cabins in and around Stockbridge. Whether you have relaxation or adventure on your to-do list, Cabin - Romantic Retreat: Mt. Views, Hot Tub has lots of both. Alternatively, book a stay at A Great 4 Season Home Relaxing and soak up its picturesque surroundings.
Are there cheap cabins in Stockbridge?
Priced between $188 and $1,904 a night, getting away with loved ones has never been so affordable. Rent one of our cheap cabins in Stockbridge and enjoy plenty of outdoor fun that won't cost the earth.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 luxury cabins near Stockbridge?
After spending your day adventuring in Mother Nature, come home to the serious comfort and style of a Stockbridge luxury cabin. Robert Frost Mountain Cabins is ideal if you're in the mood to pamper yourself. You'll enjoy the first-rate amenities here, such as pillow top mattresses and massage services. Cabin - Pollard Brook Condo In Great Lincoln is another appealing stay. Make use of a swimming pool, a spa tub and more.
What are the best river cabins near Stockbridge?
Spend your days relaxing around the water and your evenings listening to it flowing past at a river cabin near Stockbridge. Our top pick — Log Cabin On The Hudson. This riverside property comes with snowsport activities and outdoor furniture. Alternatively, spend your vacation at Warm And Inviting Jamaica Cabin W. On top of its picturesque location, amenities here include a wood stove and a firepit.
What are the best cabins with pools near Stockbridge?
If you love the thought of every day being a pool day, escape to Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. It's one of our leading cabin rentals with a pool and offers amenities like a swimming pool and a porch. Welcome To Northaven Family - Friendly Lakefront Cabin In The White Mountains is another great place to spend relaxing days poolside. On-site watersports, a swimming pool and fun times are all guaranteed here.
Can I find beach cabins near Stockbridge?
Wake up and be steps from glittering blue waters when you reserve a Stockbridge beach cabin rental. Sunshine and fun should be your top priorities at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. This property comes with on-site watersports and beach sun loungers. Alternatively, throw your beach bag down and make yourself comfy at Log Cabin On The Hudson. Handy amenities here include clothes washing facilities and children's activities.
What are the best weekend cabin rentals in Stockbridge?
If you'd like to spend a few carefree days surrounded by nature, Log Cabin On The Hudson is calling your name. Put your bags down here for a weekend and take advantage of conveniences including a patio and a firepit. Another terrific retreat is Cabin - Birch Hill Hollow - Mt Snow And Pool Table. Offering a spa tub, a patio and rare peace and quiet, you'll go home feeling like a new person.
Can I find log cabins in Stockbridge?
Kick off your day with a cup of joe in your comfy log cabin and then try some shore fishing and horse riding. Sound like heaven to you? Then you'll like Log Cabin On The Hudson. Another wooden escape that offers plenty of comforts and charm is Cozy Log Cabin With Lake View. Nearby activities like fishing and tubing will add to your experience here.
What are the highest-rated cabins in Stockbridge?
With an impressive rating, it's easy to understand why Log Cabin Retreat On 40 Acres is recommended by travelers. Some useful amenities here include a patio and a fireplace. Log Cabin Near Okemo / Ludlow On 25 Acres Borders State Forest W is another fantastic choice. Quality conveniences such as a patio and a firepit will help make your stay nice and comfy.
Why should I book a cabin in Stockbridge?
Comfort, affordability, rustic charm — there are lots of good reasons to opt for a Stockbridge cabin. Get far away from the noisy concrete jungle and hear the sounds of birds and nature instead. There's a whole lot of adventure just a stone's throw away too. Whether you're traveling with friends, relatives or your partner, you'll discover the ideal rental cabin on Expedia.
What are the top nature cabins in Stockbridge?
Our nature cabins in Stockbridge come in diverse styles, shapes and budgets, but there's one feature they all share — unparalleled access to the great outdoors. Log Cabin On The Hudson is a magnet for adventure seekers. Amenities such as a firepit and a patio only make it more inviting. Whether you'd prefer to get your feet into hiking shoes or just put them up, you can do it at Warm And Inviting Jamaica Cabin W. Another favorite, it comes with a fireplace and a barbecue grill.
What are some of the best cabins near Montshire Museum of Science in Stockbridge?
Cabin - Private Retreat With Breathtaking River Views is one of the most popular cabins in Montshire Museum of Science. Plenty of comforts, beautiful surroundings and activities such as nearby golfing and skiing help make it a top pick. Off Grid, Remote Log Cabin In The White Mountains is another place where nature and adventure combine. Spend your vacation here and add mountain climbing and nearby rock climbing to your itinerary.

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