Search the Best Cabins in Pittsfield

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30
In one month
Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

Cabin Rentals in Pittsfield

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

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

2.0 star property
Killington
10.0 out of 10, Exceptional, (11)
"The Wobbly Cabin is absolutely charming. The decor is tasteful but unique. The kitchen is well stocked and it is clean! I’d also say the beds are great and the linens high quality. If it’s available and big enough for your group definitely book it!"
United States
Nicole E.
$422 nightly
The price is $477
Nov 17 - Nov 18
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Exterior
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, (2)
"Cabin was spotless and exactly what I expected"
United States
mark g.
$235 nightly
The price is $264
Dec 2 - Dec 3
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Property grounds
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

2.5 star property
Rutland
$170 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Exterior
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, (19)
"This place is perfect for our last minute trip to Killington. Super close to lifts and restaurants, this house fit the bill. The hot tub was a great add. Note: if you plan on cooking the spice cabinet is very light so BYOS."
United States
Jessica B.
$397 nightly
The price is $449
Nov 17 - Nov 18
Total with taxes and fees
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
Exterior
Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

3.5 star property
Ripton
10.0 out of 10, Exceptional, (40)
"My family loved the cabins. The facility had everything week needed and then some. Can't wait to go back"
United States
Dawn
$265 nightly
The price is $289
Nov 19 - Nov 20
Total with taxes and fees
Robert Frost Mountain Cabins
Exterior
Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook

Warren
9.8 out of 10, Exceptional, (159)
"Close to everything - downtown Warren/Waitsfield, swimming, and biking trails. Perfect space for the weekend. "
United States
Elizabeth B.
$386 nightly
The price is $432
Nov 16 - Nov 17
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
Exterior
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, (4)
"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
Nov 16 - Nov 17
Total with taxes and fees
Adorable cabin with screened porch and private fire pit
Exterior
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, (63)
"It was a cute little cabin and suited our needs."
United States
Amy D.
$397 nightly
The price is $449
Nov 17 - Nov 18
Total with taxes and fees
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Exterior
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, (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.
$351 nightly
The price is $393
Nov 18 - Nov 19
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Exterior
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)
"This is a must stay!! If you enjoy rest and relaxation, gracious and hospitable hosts, being present in nature and breathtaking views, this is your place! Couldn’t have been more thankful for a few days away in Vermont before heading back to Texas."
United States
Marie H.
$317 nightly
The price is $347
Nov 16 - Nov 17
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior
Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin

Ripton
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.
$316 nightly
The price is $345
Dec 7 - Dec 8
Total with taxes and fees
Cozy and pristine timberframe cabin
Exterior
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)
"We had an amazing time. It was our honeymoon. When we got there we saw a sign that said congratulations Michael and Julianne. The cabin was incredible. Marty the host was fantastic. Highly recommend!"
United States
Michael M.
$317 nightly
The price is $347
Nov 18 - Nov 19
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior
Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit

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

2.0 star property
Killington
$647 nightly
The price is $732
Nov 17 - Nov 18
Total with taxes and fees
Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit
Exterior
Emrose Luxury Cabins 17

Emrose Luxury Cabins 17

Brandon
$258 nightly
The price is $292
Nov 14 - Nov 15
Total with taxes and fees
Emrose Luxury Cabins 17
Exterior
Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

Stockbridge
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.
$821 nightly
The price is $920
Nov 17 - Nov 18
Total with taxes and fees
Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups
Private kitchen
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT

New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT

Killington
$681 nightly
The price is $770
Nov 18 - Nov 19
Total with taxes and fees
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT
Exterior
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, (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.
$827 nightly
The price is $935
Nov 16 - Nov 17
Total with taxes and fees
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Exterior
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, (13)
"We had a great time at the cabin, perfect for two groups."
United States
Perry W.
$970 nightly
The price is $1,096
Nov 17 - Nov 18
Total with taxes and fees
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Exterior
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)
"Excellent facilities enjoyed staying there very much"
United States
Linda
$317 nightly
The price is $347
Nov 19 - Nov 20
Total with taxes and fees
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior
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, (6)
"This is a very special place. Close to Middleburyyetfar away. "
United States
Jim P.
$317 nightly
The price is $347
Nov 17 - Nov 18
Total with taxes and fees
Inviting timber frame cabin in Vermont's Green Mountains
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 Pittsfield Hotel Reviews

Hampton Inn Rutland

Hampton Inn Rutland

10/10 Excellent
"Loved the whole hotel staff was great and very helpful and it was very clean!!!"
Joseph 1-night trip
Posted 1 day ago
Hampton Inn Rutland

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
261
Accommodation
66 Cabin Rentals
Lowest Price
$190
Highest Price
$1,096

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 $190 and $1,096 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.

Explore a world of travel with Expedia