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Compare 48 Cabin Rentals in Pittsfield with updated reviews, rates, and availability.

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (230)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub

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

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (140)
"Loved everything about this cabin between the stars at night to the wood burning fireplace it was perfect for us. And the hosts Jill and John were beyond accommodating and really easy on point with anything I might have needed. Proximity to Sugarbush and Mad river Glen rounded it all out to be Perfect."
The price is SAR 900
SAR 1,768 total
includes taxes & fees
2 Mar - 3 Mar
Stetson Hollow Cabin by Stetson Brook

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

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

10.0 out of 10, Exceptional, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (199)
"We had a great stay. Cabin was cozy and warm while it was cold and blustery outside. Hot tub was a welcome perk. Bed was comfy. Regulating the heat upstairs took a littlelittleexperimentation.but we gor it. Stairs are steep! "
Cozy Hideaway near Ludlow/Okemo. 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

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 889
SAR 969 total
includes taxes & fees
23 Feb - 24 Feb
Robert Frost Mountain Cabins

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. "
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)
"Was perfect. Property owner very prompt on responses. Definitely reccomend !"
Killington Area Escape w/ Deck, Views & 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

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

10.0 out of 10, Exceptional, (12)
"We had a great time at the cabin, perfect for two groups."
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 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

Inviting timber frame cabin in Vermont's Green Mountains

10.0 out of 10, Exceptional, (5)
"This is a very special place. Close to Middleburyyetfar away. "
The price is SAR 960
SAR 1,180 total
includes taxes & fees
26 Feb - 27 Feb
Inviting timber frame cabin in Vermont's Green Mountains

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

10.0 out of 10, Exceptional, (11)
"A piece of heaven hidden in the woods "
The price is SAR 960
SAR 1,317 total
includes taxes & fees
24 Feb - 25 Feb
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

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!

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 960
SAR 1,279 total
includes taxes & fees
23 Feb - 24 Feb
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Romantic Cabin Pvt Mtn getaway

10.0 out of 10, Exceptional, (1)
"Peaceful, private cabin. Enjoyed our stay!"
The price is SAR 581
SAR 874 total
includes taxes & fees
23 Feb - 24 Feb
Romantic Cabin Pvt Mtn getaway
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

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!

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (230)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub

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
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.