Search the Best Cabins in Pittsfield

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

Next weekend

In two weeks

In one month

In two months

Cabin Rentals in Pittsfield

"very clean and easy to access close to mountain"

"Great location, marvelous host, terrific property! I'll be returning for sure!"

"We just love the quiet and beauty of the area. We love to come here because our hosts very easy to communicate and enjoy being on vacation."

"Cozy cabin, pet friendly, lovely views! "

"Visiting family in Vermont, very charming place to stay, quaint, quiet, fun in the lake, grandkids visited, great cookout, although the steps to the one bedroom were challenging for my handicapped wife, never thought a futon would be so comfortable, especially for me, at 6’2”, 260 lbs, it was great, we had loads of fun, short trips to restaurants, and another visit to Tom and Jerry’s, thanks so much, it was awesome, will be back!"

"The place was great ,it fit into our budget and the owners were more than helpful."

$210 nightly

Oct 1 - Oct 2

Total with taxes and fees

"My best friend and I came to the cute cabin. We got to see lots of Vermont items that are nearby. "

$407 nightly

Oct 19 - Oct 20

Total with taxes and fees

$686 nightly

Sep 29 - Sep 30

Total with taxes and fees

"We loved the cottage and the proximity to a wonderful lake!"

"Amazing home! So relaxing, clean, cozy, and had everything we could ever need for this trip. "

"We had a wonderful stay! The house was extremely clean, and well organized. It has everything we need. "

"This was the perfect mountain cabin. Everything you needed in modern day but in a cabin setting. It is in the woods but close to town. Impeccably maintained. I would come back here in a heartbeat."

$632 nightly

Oct 10 - Oct 11

Total with taxes and fees

"A lovely "get-away" in beautiful Vermont."

"Clean and close to the mountain"

"This cabin was the perfect home base for a ski weekend at Pico. The kitchen made it easy to cook and reheat food too. "

"Beautiful property and house. The layout was wonderful. The house felt spacious even though it was small. The kitchen had everything we needed. The porch in back was perfect for reading. The furnishings were lovely. The proximity to Warren (2 miles) was great. The only issues were the low water pressure in the master bath shower (the large showerhead?) and a smell coming from the utility closet off of the master bedroom which we could not identify. Other than that, a perfect stay. We would like...

"Had a blast staying in this beautiful cabin. Missed the teepee but couldn't have asked for a better stay!"

"terrific time at this wonderful cabin. they had everything we needed to have fun on the lake."

Cabin 1 (Pet Free) - Peak Perspective | Pillowtop beds, individually decorated, individually furnished

"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"

$265 nightly

Oct 26 - Oct 27

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield Hotel Reviews

The Mountain Inn at Killington

10/10 Excellent

"Very easy check-in. Lovely staff, very friendly, and helpful. The only thing missing is a tea coffee maker in the room. Otherwise, everything else is excellent."