A lake surrounded by autumn-colored trees and a rocky shoreline.

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Pittsfield cabin rentals

Exterior

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, (17 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
$408 nightly
The price is $461
Aug 4 - Aug 5
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Exterior

2. 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
$446 nightly
The price is $500
Aug 25 - Aug 26
Total with taxes and fees
Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Exterior

3. 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, (5 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.
$428 nightly
The price is $479
Aug 12 - Aug 13
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Exterior

4. 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.
$455 nightly
The price is $514
Aug 4 - Aug 5
Total with taxes and fees
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Exterior

5. Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.

Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
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.
$477 nightly
The price is $539
Aug 4 - Aug 5
Total with taxes and fees
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
Exterior

6. Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (45 reviews)
"Very cozy and easy check in!"
United States
Emily R.
$228 nightly
The price is $255
Aug 12 - Aug 13
Total with taxes and fees
Secluded retreat in the trees
Exterior

7. 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, (13 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
$311 nightly
The price is $348
Aug 20 - Aug 21
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior

8. Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.

Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Killington
10.0 out of 10, Exceptional, (18 reviews)
"great stay!"
United States
Patrick M.
$1,080 nightly
The price is $1,221
Aug 4 - Aug 5
Total with taxes and fees
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Exterior

9. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (1 review)
$390 nightly
The price is $437
Aug 3 - Aug 4
Total with taxes and fees
Charming TREEHOUSE in remote location
Exterior

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

Brookside Cabin - Your Peaceful VT Off-Grid Escape
Brookfield
$376 nightly
The price is $421
Aug 10 - Aug 11
Total with taxes and fees
Brookside Cabin - Your Peaceful VT Off-Grid Escape
Exterior

11. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (169 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$395 nightly
The price is $442
Aug 7 - Aug 8
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
Exterior

12. 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, (2 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
Aug 4 - Aug 5
Total with taxes and fees
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Exterior

13. 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, (12 reviews)
"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.
$371 nightly
The price is $406
Aug 6 - Aug 7
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior

14. 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
$394 nightly
The price is $431
Aug 3 - Aug 4
Total with taxes and fees
Adorable cabin with screened porch and private fire pit
Exterior

15. 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)
$394 nightly
The price is $431
Aug 3 - Aug 4
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior

16. Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
$396 nightly
The price is $433
Aug 6 - Aug 7
Total with taxes and fees
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior

17. Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."
United States
Kelly I.
$394 nightly
The price is $431
Aug 5 - Aug 6
Total with taxes and fees
Inviting timber frame cabin in Vermont's Green Mountains
Exterior

18. Immaculate mountain cabin with awe inspiring sunrise and mountain views

Immaculate mountain cabin with awe inspiring sunrise and mountain views
Ripton
10.0 out of 10, Exceptional, (3 reviews)
"Our cabin was lovely—artfully built, well-stocked, perfectly clean, and very comfortable. We awoke to silence and a beautiful view of the mountains from our screened porch. We are already planning our return!"
United States
Sara S.
$394 nightly
The price is $431
Aug 5 - Aug 6
Total with taxes and fees
Immaculate mountain cabin with awe inspiring sunrise and mountain views
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

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"My stay was pleasant and affordable priced"
Michael 1-night trip
Posted 8 hours ago
Days Inn by Wyndham Rutland/Killington Area

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
389
Accommodation
73 Cabin Rentals
Lowest Price
$255
Highest Price
$1,388

Frequently asked questions

What are the best cabins near Pittsfield?
Stay in one of our 669 cabins in Pittsfield and be rewarded with striking scenery, outdoor fun and memories to treasure. Cabin - Romantic Retreat: Mt. Views, Hot Tub is the place to go for a relaxing getaway. A Great 4 Season Home Relaxing is another popular option if you could do with some time out in Mother Nature.
Are there cheap cabins in Pittsfield?
Priced between $255 and $1,388 per night, escaping the everyday has never been easier. Lock in one of our cheap cabins in Pittsfield and enjoy an adventure-filled vacation without blowing your budget.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 Pittsfield?
After spending your day exploring nature, head home to the high-end comforts of a Pittsfield luxury cabin. Robert Frost Mountain Cabins is an excellent option if you'd love to splash out and spoil yourself. You'll enjoy the premium touches here, such as pillow top mattresses and massage services. Cabin - Pollard Brook Condo In Great Lincoln is another enticing stay. Make the most of a swimming pool, a spa tub and a whole lot more.
What are the best river cabins near Pittsfield?
Spend your days having fun near the water and your nights listening to it surging past at a river cabin near Pittsfield. A popular choice is Log Cabin On The Hudson. This riverside stay offers snowsport activities and outdoor furniture. Or, spend your vacation at Warm And Inviting Jamaica Cabin W. Along with its gorgeous location, highlights here include a wood stove and a firepit.
What are the best cabins with pools near Pittsfield?
Staying in a cabin rental with a pool adds a whole new layer of fun 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 awesome. Welcome To Northaven Family - Friendly Lakefront Cabin In The White Mountains is another great pick and features on-site watersports and a swimming pool.
Can I find beach cabins near Pittsfield?
Enjoy sunset strolls along the shoreline when you reserve a Pittsfield beach cabin rental. Sunshine and good times should be your biggest priorities at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. This seaside stay comes with on-site watersports and beach sun loungers. Alternatively, throw your bag down and make yourself at home 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 Pittsfield?
Whether you're organizing a whirlwind break with your honey or your besties, we'll help you locate the perfect weekend cabin getaway. One top example? Cabin - High Peaks Mountain Retreat. Featuring on-site watersports and a porch, you'll love the natural surroundings here. Private Lake - Front Cabin With Walk is another terrific place where you can hit pause. Enjoy a few days or so at this retreat which offers a patio and a firepit.
Can I find log cabins in Pittsfield?
For lots of nature lovers, the perfect outdoor vacation just isn't complete without bunking down in a charming log cabin. Get out and explore or simply relax and unwind at Log Cabin On The Hudson. Activities such as snowboarding and boating are among the exciting things to do here. Another attractive log cabin getaway is Authentic Log Cabin - Mountain Views. Snow shoeing and camping will keep you occupied when you're not unwinding in your rustic abode.
What are the highest-rated cabins in Pittsfield?
Expedia cabin travelers just keep going back to Private Lake - Front Cabin With Walk. This hot spot features a host of amenities like a patio and a firepit. It's not hard to work out why Classic Green Mountain Cabin is also a hit with vacationers. Conveniences such as a barbecue grill and nearby museums will help make your stay even more enjoyable.
Why should I book a cabin in Pittsfield?
Affordability, outdoor attractions, rustic charm — there are loads of good reasons to book a Pittsfield cabin. Escape the clamor of the concrete jungle and wake up to the sounds of birds and wildlife. There's a whole lot of adventure just beyond your door too. Whether you're vacationing with family, friends or your honey, you'll find the perfect cabin on Expedia.
What are the top nature cabins in Pittsfield?
Our nature cabins in Pittsfield come in numerous styles and shapes, but there's one thing they have in common — superb access to the great outdoors. Log Cabin On The Hudson lures vacationers chasing adventure. Amenities such as a firepit and a patio add to its appeal. Whether you'd rather wriggle your feet into hiking boots or simply put them up, do it at Warm And Inviting Jamaica Cabin W. Another favorite, it offers a firepit and a fireplace.
What are some of the best cabins near Killington Peak in Pittsfield?
Ditch the daily grind and spend time with Mother Nature at a Killington Peak cabin. Stroll among the wildlife, get some fresh air and then settle in at Cabin - Ski On/off Spruce Glen 4 Acre Retreat On Great Eastern Trail. Popular activities such as skiing and nearby hiking and biking trails are outside your door here. Another place you'll enjoy coming home to is Ski In And Out Spruce Glen Townhomes On Great Eastern Trail. Downhill skiing and ski runs are a couple of things to put on your itinerary during your break.

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