A snowy ski slope with skiers, a cabin, and a mountain range in the background.

Search the Best Cabins in Stockbridge

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Stockbridge cabin rentals

A rustic wooden cabin with a porch, surrounded by trees and a natural landscape.

1. Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington
10.0 out of 10, Exceptional, (21 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
$410 nightly
The price is $463
Sep 15 - Sep 16
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
A two-story house with a snow-covered roof and a wooden deck.

2. Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub

Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub
Killington
9.6 out of 10, Exceptional, (21 reviews)
"Cozy, classic, basic, old school Killington condo. Loved the wood stove. Easy access to Killington area. "
United States
Leslie P.
$454 nightly
The price is $513
Sep 16 - Sep 17
Total with taxes and fees
Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub
A house with a sloped roof, a front porch, and a well-maintained lawn.

3. Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Killington
9.8 out of 10, Exceptional, (65 reviews)
"Amazing location, cozy cabin with plenty of beds for sleeping , owners were super responsive will def love to stay again!"
United States
Robert D.
$457 nightly
The price is $517
Sep 16 - Sep 17
Total with taxes and fees
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
A wooden cabin with a stone foundation, a porch, and a small deck.

4. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (15 reviews)
"That was the most beautiful stay that we’ve had in a long time. Everything was absolutely perfect. We will definitely be back."
United States
Kaity F.
$306 nightly
The price is $343
Sep 20 - Sep 21
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
A modern cabin with a large deck and a covered porch, surrounded by a snowy forest.

5. Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Mendon
$486 nightly
The price is $549
Sep 13 - Sep 14
Total with taxes and fees
Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
A house surrounded by trees with a snow-covered ground and a stream.

6. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (46 reviews)
"Very cozy and easy check in!"
United States
Emily R.
$240 nightly
The price is $269
Sep 21 - Sep 22
Total with taxes and fees
Secluded retreat in the trees
A gravel driveway leading to a rustic barn and a stone house surrounded by lush greenery.

7. Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
$528 nightly
The price is $591
Oct 13 - Oct 14
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A wooden building with a white door, a bear sculpture with a sign, and a window with a view of trees and mountains.

8. Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit

Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit
Killington
6.0 out of 10, (2 reviews)
"A beautiful, and very well-maintained property. We booked it specifically for the hot tub and fire pit combo and it did not disappoint! We were also pleasantly surprised to find plenty of dry firewood stacked and ready to go for us to use upon our arrival. I'd recommend this place to anyone wanting to get away for the weekend at any time of the year!"
United States
Justin A.
$637 nightly
The price is $720
Sep 16 - Sep 17
Total with taxes and fees
Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit
A cabin with a wooden deck, a staircase, and a small porch.

9. Brookside Cabin - Your Peaceful VT Off-Grid Escape

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
$391 nightly
The price is $438
Sep 14 - Sep 15
Total with taxes and fees
Brookside Cabin - Your Peaceful VT Off-Grid Escape
A treehouse with a wooden exterior and a snow-covered roof, situated in a snowy forest.

10. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (2 reviews)
"Views amazing and so cool"
United States
Benjamin F.
$384 nightly
The price is $430
Sep 14 - Sep 15
Total with taxes and fees
Charming TREEHOUSE in remote location
A rustic cabin surrounded by dense forest.

11. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (176 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$402 nightly
The price is $450
Sep 13 - Sep 14
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
A wooden cabin with a snow-covered roof, surrounded by a snowy forest at dusk.

12. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
$327 nightly
The price is $357
Sep 30 - Oct 1
Total with taxes and fees
Robert Frost Mountain Cabins
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

13. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
$283 nightly
The price is $308
Sep 15 - Sep 16
Total with taxes and fees
Fat Sheep Farm & Cabins
A cabin with a deck, surrounded by dense forest.

14. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
$464 nightly
The price is $524
Sep 15 - Sep 16
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A two-story house with a snow-covered roof and a wooden deck.

15. Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub

Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub
Killington
10.0 out of 10, Exceptional, (18 reviews)
"great stay!"
United States
Patrick M.
$1,133 nightly
The price is $1,280
Sep 16 - Sep 17
Total with taxes and fees
Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

16. Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (53 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
$365 nightly
The price is $393
Sep 15 - Sep 16
Total with taxes and fees
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
A rustic wooden cabin with a porch, surrounded by autumn foliage.

17. NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
$1,228 nightly
The price is $1,388
Sep 13 - Sep 14
Total with taxes and fees
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
A log cabin with a green door, two windows, and a porch.

18. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (13 reviews)
"It is a beautiful location in a fully equipped cabin off the beaten path."
United States
Steven
$368 nightly
The price is $403
Sep 13 - Sep 14
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A well-maintained garden with a stone pathway leading to a red building, surrounded by lush greenery and trees.

19. Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"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
$396 nightly
The price is $433
Sep 16 - Sep 17
Total with taxes and fees
Adorable cabin with screened porch and private fire pit
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

20. Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"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
$396 nightly
The price is $433
Sep 16 - Sep 17
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

10/10 Excellent
"Ashley, Chelsea, and Stephanie were terrific- so helpful, welcoming, and kind. Ashley was very communicative, responsive, and thoughtfully arranged adjoining rooms for our family's stay. Chelsea was very friendly and informative while checking us in. Stephanie was incredibly knowledgeable and gave great tips and insights for local eateries and grocery stores. We were very pleased with our rooms- very modern, spacious, clean, nicely appointed, and beds were so comfy! All the cleaning staff we met in the halls were also very helpful and friendly. The a/c worked well, even though we didn't really need it since it was mid 50s to low 60s at night. Thank you for a wonderful stay!!"
Jennifer 2-night trip
Posted 5 hours ago
Holiday Inn Express Hotel & Suites White River Junction by IHG

Find out more about Stockbridge

Stockbridge Cabin Rentals information

Number of reviews
429
Accommodation
91 Cabin Rentals
Lowest Price
$269
Highest Price
$1,388

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 $269 and $1,388 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.

Explore a world of travel with Expedia