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Compare 50 Cabin Rentals in Pittsfield with updated reviews, rates, and availability.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is SAR 901
SAR 1,754 total
includes taxes & fees
23 Jan - 24 January 2025
Stetson Hollow Cabin by Stetson Brook

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (197)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Adorable Cozy Tiny House perfect for skiing Vermont.

2.0 star property
8.8 out of 10, Excellent, (13)
"Nice and close to the White River and was very comfortable "
The price is SAR 263
SAR 378 total
includes taxes & fees
31 Dec - 1 January 2025
Adorable Cozy Tiny House perfect for skiing Vermont.

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (106)
"Beautiful area for short 4 day stay . Cabin was clean and cozy. Well stocked for pretty much anything . Only dislike was the bedroom was in a loft area with narrow steps , and a bit tough to navigate in the middle of the night when the restroom was needed . Loved the quaintness otherwise . "
Classic Vermont Cabin on 2.5 acres Lake Frontage

Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove

9.8 out of 10, Exceptional, (8)
"Thank you for sharing your amazing home with us! After a period of personal crisis, getting away, far away into the woods!!, was exactly what I needed. We loved eating on the deck. The cabin was spotless. It has everything you could need. A few items for potential guests: the cabin is up several stairs. Once you are in it, it’s fine, but I know my mom would not be able to make it up and my daughter who recently had knee surgery had to take it slow. You’d want 4pm if you came in any colder...
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove

Robert Frost Mountain Cabins

3.5 star property
10.0 out of 10, Exceptional, (39)
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
The price is SAR 1,048
SAR 1,142 total
includes taxes & fees
1 Jan - 2 January 2025
Robert Frost Mountain Cabins

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

10.0 out of 10, Exceptional, (61)
"Great house! Clean, tight, great location "
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington Area Escape w/ Deck, Views & Hot Tub!

9.6 out of 10, Exceptional, (18)
"This home grew on us as our week went by. In first glance when we arrived, we were slightly thrown by some of the uniqueness of an older home (low ceiling in the stairs, small kitchen) but as the week went on, we found it to be a comfortable home with everything we needed. It was very clean, had an incredible back yard view, great master bedroom, and functional enough kitchen. We didn’t cook at the house at all and likely would have found that difficult just based on the size but it had what we...
Killington Area Escape w/ Deck, Views & Hot Tub!

Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!

9.6 out of 10, Exceptional, (15)
"A great family vacation! we went the week of Thanksgiving and it snowed that day, which made it perfect. Paul the hostess made sure that the driveway was plowed and a path to the hot tub and he was easy to get a hold. Cabin was perfect for our family."
Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!

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

10.0 out of 10, Exceptional, (11)
"We needed a large house to accommodate 20 golfers at Killing and Green Mountain National. The house is a little aged, but clean and perfect for what we were looking for. Had a few questions and the owner was very responsive, check in was easy and location was perfect."
The price is SAR 6,402
SAR 10,410 total
includes taxes & fees
1 Jan - 2 January 2025
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.

Secluded retreat in the trees

10.0 out of 10, Exceptional, (15)
"My husband and I needed a little getaway to decompress. This was the perfect haven for us! The place was clean and in really good shape. The big windows were lovely to look out of. We wished we had more time to explore the trail that was on the land. It was quiet, comfortable, and restful. The bed was really comfortable. The kitchen was stocked for basic cooking which was helpful. There were plenty of towels if needed. We would recommend this site for sure!"
Secluded retreat in the trees

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

10.0 out of 10, Exceptional, (16)
"It was great, but was about a 10min ride on dirt roads to the cabins. Some might not expect that"
The price is SAR 961
SAR 1,281 total
includes taxes & fees
8 Jan - 9 January 2025
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Kamp Koby - Lake Front camp on Lake Hortonia

5.4 out of 10, (3)
"When I read the other reviews I was hesitant to book but don’t let someone else’s opinion deter you! The place was cute and cozy and clean. We floated on the lake and had fires at night. The neighbors were so friendly! Our dog loved it too! I have already recommended this property to my cousin who is planning a trip to VT in October."
Kamp Koby - Lake Front camp on Lake Hortonia

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

9.6 out of 10, Exceptional, (9)
"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!"
The price is SAR 961
SAR 1,150 total
includes taxes & fees
12 Jan - 13 January 2025
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

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

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."
The price is SAR 2,784
SAR 4,692 total
includes taxes & fees
1 Jan - 2 January 2025
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.

Inviting A-Frame Cabin w/ Saltwater Hot Tub!

10.0 out of 10, Exceptional, (13)
"Love the location, property was gorgeous, hot tub amazing! Would return to this property. Only thing would be is that the futon upstairs is not comfortable or large enough to sleep on. Also wish there was more towels."
Inviting A-Frame Cabin w/ Saltwater Hot Tub!

Killington / Mendon CLEAN, 2 bedroom cabin w/no hidden fees & NO PHOTO Shopping

10.0 out of 10, Exceptional, (5)
"We had a great stay. Robert was a terrific host from arrival and throughout the week always ensuring we had everything we needed. Cabin was super clean and well taken care of and had everything we needed. Best of all for us was the location, just a short dtive to either Killington or Pico to got the slopes, or should you need any essentials a short ride back into Rutland. Highly recommend!"
Killington / Mendon CLEAN, 2 bedroom cabin w/no hidden fees & NO PHOTO Shopping
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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Other property types in Pittsfield

Killington area home - 4-seasons & hot tub. Sleeps 12+

9.8 out of 10, Exceptional, (114)
"Had a great stay in the perfect ski house "
Killington area home - 4-seasons & hot tub. Sleeps 12+

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub
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.