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Cabin Rentals in Pittsfield

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (49)
"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, (259)
"The perfect spot, great amenities. We had the best time getting away for one on one time."
Cozy Loft for two with Hot Tub & Mtn Views

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

10.0 out of 10, Exceptional, (513)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Vineyard Cabin

10.0 out of 10, Exceptional, (3)
"The cabin was lovely and I appreciated that my cat could stay with me and that I could park my 5x8 uhaul trailer on the property during my stay. Al was helpful in all matters, I was especially grateful that he helped me reattach the trailer to my car at the end of my stay."
Vineyard Cabin

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (114)
"Very quiet, well appointed cottage! So peaceful, beautiful scenery and VERY accommodating host!"
Classic Vermont Cabin on 2.5 acres Lake Frontage

Secluded retreat in the trees

10.0 out of 10, Exceptional, (27)
"The place was great ,it fit into our budget and the owners were more than helpful."
$224 nightly
The price is $251
Oct 1 - Oct 2
Total with taxes and fees
Secluded retreat in the trees

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (151)
"Perfect retreat inside a charming cabin for a ski getaway. Enjoy memorable family moments. "
$394 nightly
The price is $441
Sep 22 - Sep 23
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook

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

$629 nightly
The price is $711
Sep 28 - Sep 29
Total with taxes and fees
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT

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

9.8 out of 10, Exceptional, (12)
"We loved the cottage and the proximity to a wonderful lake!"
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove

Brookside Cabin + Hot Tub | Woodstock & Killington

10.0 out of 10, Exceptional, (1)
"The property is very clean and well maintained. The hosts have put a lot of thought into the stocked amenities not only for comfort and convenience but also for quality. We enjoyed the outdoor area, the deep soak bathtub, cooking in the kitchen, and doing a puzzle. Will definitely stay again."
Brookside Cabin + Hot Tub | Woodstock & Killington

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (218)
"We had a wonderful stay! The house was extremely clean, and well organized. It has everything we need. "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Welcoming to this cozy 3-bedroom cabin on 100 acres, in Tunbridge

Welcoming to this cozy 3-bedroom cabin on 100 acres, in Tunbridge

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"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."
$432 nightly
The price is $488
Sep 22 - Sep 23
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Charming farmhouse, dog friendly, Appalachian trail access

7.2 out of 10, Good, (5)
"A lovely "get-away" in beautiful Vermont."
Charming farmhouse, dog friendly, Appalachian trail access

Killington / Mendon CLEAN, 1 bedroom cabin

9.8 out of 10, Exceptional, (20)
"Clean and close to the mountain"
Killington / Mendon CLEAN, 1 bedroom cabin

Killington / Mendon CLEAN, 2 bedroom cabin

9.8 out of 10, Exceptional, (6)
"This cabin was the perfect home base for a ski weekend at Pico. The kitchen made it easy to cook and reheat food too. "
Killington / Mendon CLEAN, 2 bedroom cabin

Rustic cabin close to Sugarbush w/ porch

10.0 out of 10, Exceptional, (1)
"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...
Rustic cabin close to Sugarbush w/ porch

The Cabin that brings people together

9.6 out of 10, Exceptional, (82)
"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

SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

10.0 out of 10, Exceptional, (90)
"terrific time at this wonderful cabin. they had everything we needed to have fun on the lake."
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

Robert Frost Mountain Cabins

3.5 star property
10.0 out of 10, Exceptional, (40)
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
$302 nightly
The price is $330
Oct 19 - Oct 20
Total with taxes and fees
Robert Frost Mountain Cabins
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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Top Pittsfield Hotel Reviews

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
1,454
Accommodation
82 Cabin Rentals
Lowest Price
$251
Highest Price
$711

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