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Compare 59 Cabin Rentals in Pittsfield with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (484)
"This cabin couldn't be cozier! It really lives up to its name as a "romantic retreat". The window seat is perfect for a sunny afternoon nap or to curl up with a book and some cocoa by the warmth of the fire. Mornings are beautiful as the sun shines dappled light in the trees. So peaceful. The surround sound is also great, we connected our phone via bluetooth and the music enhanced the cozy ambiance. We enjoyed a walk on the little trail in the back, stargazing in the hot tub, and snuggling up to...
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

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 & Mtn Views

10.0 out of 10, Exceptional, (234)
"We thoroughly enjoyed our 3 nights at Little Loft. We needed some R&R and that’s exactly what these few days were. We grilled, enjoyed the view with a snowy day/night, melted in the hot tub, and chilled by the fireplace at night. The cabin had everything we needed and then some. Communication was perfect. We couldn’t have asked for a better experience."
Cozy Loft for two with Hot Tub & Mtn Views

Charming farmhouse, dog friendly, Appalachian trail access

7.2 out of 10, Good, (5)
"Pros: - Very responsive property management - Big house, great Vermont cabin feel - Clean bathrooms and great water pressure - Decently stocked kitchen - Beautiful location/ scenery Cons: - A bit hard to find (google maps gets confused) - We had many flies in kitchen and bedrooms - Heating issues (eventually fixed) - Access issues upon arrival (immediately fixed) - Have to remove your own trash when you leave"
Charming farmhouse, dog friendly, Appalachian trail access

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (203)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

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

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Killington / Mendon CLEAN, 2 bedroom cabin

9.8 out of 10, Exceptional, (6)
"Rented for three nights with my family to head to Killington. Location is just about 15 mins from K-1 Base so not so bad especially if you leave early to head to mountain to avoid trafic.Appt was clean and cozy, Bob was always available on text if you had concerns or missing something in appt.would recommend for 4 people, not enough kitchen stuff or table big enough to accomodate more.Overall great getaway for a few days"
Killington / Mendon CLEAN, 2 bedroom cabin

Secluded retreat in the trees

10.0 out of 10, Exceptional, (16)
"This Vermont cabin was truly enchanting! It was a secluded and peaceful retreat, beautifully crafted with a charming loft. The soothing stream right outside provided a constant, relaxing soundtrack. The perfect pairing to go with my morning cup of coffee! The cabin was clean, comfortable, and well-equipped, and the bed was very comfortable. The owners were incredibly friendly, helpful, and communicative, offering fantastic local tips. They made our exploration of Vermont truly special. I highly...
Secluded retreat in the trees

Robert Frost Mountain Cabins

3.5 star property
10.0 out of 10, Exceptional, (40)
"We loved how cozy and warm the cabin was, how easy the fireplace was to operate, and how much room we had. The view of sunrise from the back window and our ability to walk out there to enjoy it was a pleasant surprise. We'd love to come back."
The price is SAR 1,047
SAR 1,141 total
includes taxes & fees
25 Mar - 26 Mar
Robert Frost Mountain Cabins

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

9.6 out of 10, Exceptional, (18)
"Was perfect. Property owner very prompt on responses. Definitely reccomend !"
Killington Area Escape w/ Deck, Views & Hot Tub!

Killington / Mendon CLEAN, 2 bedroom cabin

10.0 out of 10, Exceptional, (7)
"This was our first ski trip, and one of our most memorable holiday vacations ever. We were seeking a true mountain cabin experience, and we definitely made the right choice. Prime ski slopes were just minutes away with spectacular views all around the area. Robert was an excellent host and made us feel welcome from check in to check out. He was very attentive to our needs and the cabin was well equipped with everything required to make our trip as comfortable as possible for a family of five. "
Killington / Mendon CLEAN, 2 bedroom cabin

Killington / Mendon CLEAN, 1 bedroom cabin

10.0 out of 10, Exceptional, (18)
"The cabin is very cozy and clean, maintained very well by the Property Manager. It is literally 3 minutes from Pico Mountain and no more than 15 from any part of Killington. Robert, the property manager, is very accommodating and communicative. This is the perfect getaway if you’re looking to spend most of your time out and about on the mountains or in town.The ONLY complaint, and a very minor one at that, is that when the radiator kicks on in the main room, it sounds like a boulder landed on...
Killington / Mendon CLEAN, 1 bedroom cabin

The Cabin that brings people together

9.6 out of 10, Exceptional, (78)
"Had a blast staying in this beautiful cabin. Missed the teepee but couldn't have asked for a better stay!"
The Cabin that brings people together

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (144)
"Loved the cabin. Great access to Sugarbush and all the MR valley has to offer. The hosts could not be nicer."
The price is SAR 900
SAR 1,748 total
includes taxes & fees
24 Mar - 25 Mar
Stetson Hollow Cabin by Stetson Brook

Cozy private cabin, wood stove, w/d, TVs, wifi, deck, close to skiing & golfing

Cozy private cabin, wood stove, w/d, TVs, wifi, deck, close to skiing & golfing

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

10.0 out of 10, Exceptional, (13)
"Excellent location and amenities! Well stocked kitchen, plenty of towels for showering and hot tub, clean and easy access to all of Killington! "
The price is SAR 1,444
SAR 3,969 total
includes taxes & fees
25 Mar - 26 Mar
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.

Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (16)
"It was perfect for our family of 12. Close to skiing, Woodstock, Beautiful countryside around our house. "
Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!

Log Cabin Killington Basin-2 min to Mountain Ski Lifts_Yr Round Activities

Log Cabin Killington Basin-2 min to Mountain Ski Lifts_Yr Round Activities

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

10.0 out of 10, Exceptional, (62)
"The cabin was lovely and we really enjoyed staying there. Proximity to the mountain and everything in town was great. "
The price is SAR 685
SAR 2,131 total
includes taxes & fees
26 Mar - 27 Mar
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
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 Vermont Ski and Snowmobiling House

9.4 out of 10, Exceptional, (42)
"Good utilitarian property for fall leaf touring. Most everything worked ok, great for large family group but definitely not for someone desiring a fully furnished or decorated place. "
Killington Vermont Ski and Snowmobiling House

Killington area home - 4-seasons & hot tub. Sleeps 13+

9.8 out of 10, Exceptional, (116)
"We stayed at this property for a ski weekend in March. 8 guys fit comfortably and the accommodations were perfect. Property was as advertised and very clean. We enjoyed the hot tub after hitting the slopes which was a great way to finish the day. Owner was very accommodating and quick to reply to any inquiries or questions. 10/10"
Killington area home - 4-seasons & hot tub. Sleeps 13+

Private Killington Area Inn all to Yourself!

10.0 out of 10, Exceptional, (38)
"Eric is a perfect host! The inn is perfect, 9 rooms, private bathrooms. The kitchen is awesome, great appliances and big enough for everyone to be in the kitchen at the same time. This was our third year with family staying and celebrating. We will be back!"
Private Killington Area Inn all to Yourself!
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.