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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Featured Cabin Rentals in Pittsfield and around

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (209)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (43)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Classic Vermont Cabin on 2.5 acres Lake Frontage
Property grounds

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (108)
"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
Exterior

Secluded retreat in the trees

10.0 out of 10, Exceptional, (19)
"Quiet, comfy, large windows looking out on autumn foliage. Perfect for our central Vermont adventures."
The price is €223
includes taxes & fees
29 Jun - 30 Jun
Secluded retreat in the trees
Cozy Loft for two with Hot Tub & Mtn Views
Exterior

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (244)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books

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

10.0 out of 10, Exceptional, (496)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
Fridge, microwave, oven, stovetop

SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

10.0 out of 10, Exceptional, (89)
"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
Killington / Mendon CLEAN, 2 bedroom cabin
Exterior

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
Robert Frost Mountain Cabins
Cabin 1 (Pet Free) - Peak Perspective

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"
The price is €264
includes taxes & fees
23 Jun - 24 Jun
Robert Frost Mountain Cabins
Killington / Mendon CLEAN, 1 bedroom cabin
Fridge, microwave, oven, stovetop

Killington / Mendon CLEAN, 1 bedroom cabin

10.0 out of 10, Exceptional, (18)
"Clean and close to the mountain"
Killington / Mendon CLEAN, 1 bedroom cabin
Stetson Hollow Cabin by Stetson Brook
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (145)
"Perfect retreat inside a charming cabin for a ski getaway. Enjoy memorable family moments. "
The price is €412
includes taxes & fees
10 Jul - 11 Jul
Stetson Hollow Cabin by Stetson Brook
The Cabin that brings people together
Smart TV, fireplace, video games, DVD player

The Cabin that brings people together

9.6 out of 10, Exceptional, (79)
"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
Killington Area Escape w/ Deck, Views & Hot Tub!
Exterior

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

9.6 out of 10, Exceptional, (19)
"Place is amazing the hot tub could use a cleaning but other than that it's perfect for us"
Killington Area Escape w/ Deck, Views & Hot Tub!
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove
Dining

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

9.8 out of 10, Exceptional, (8)
"We loved the cottage and the proximity to a wonderful lake!"
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove
Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!
Fridge, microwave, stovetop, dishwasher

Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!

9.6 out of 10, Exceptional, (17)
"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!
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior

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

9.4 out of 10, Exceptional, (11)
"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 €273
includes taxes & fees
25 Jun - 26 Jun
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
NEW Private Cabin W/Hot Tub/ Dog Friendly/ Games
Outdoor spa tub

NEW Private Cabin W/Hot Tub/ Dog Friendly/ Games

NEW Private Cabin W/Hot Tub/ Dog Friendly/ Games
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
Outdoor dining

The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow

10.0 out of 10, Exceptional, (1)
"Perfect size little cabin that was warm and dry, a perfect refuge after a week of camping! Lovely property with everything we needed, and we loved seeing the baby cows every morning. Location was great and close to many trails in the national forest. "
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
Charming farmhouse, dog friendly, Appalachian trail access
Fridge, microwave, oven, stovetop

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
Pond View Cabin-Rustic 2 Bedroom-Sleeps 4
Property grounds

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

9.0 out of 10, Wonderful, (2)
"easy checkin / out. short drive to Killington. "
Pond View Cabin-Rustic 2 Bedroom-Sleeps 4
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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Frequently asked questions

What are the best cabins near Pittsfield?
Enjoy the outdoors without forgoing the comforts at one of our 670 cabins in and around Pittsfield. Whether you have fun or relaxation on your itinerary, Cabin - Romantic Retreat: Mt. Views, Hot Tub promises plenty of both. Alternatively, get comfy at A Great 4 Season Home ; Relaxing and make the most of its picturesque surroundings.
Are there cheap cabins in Pittsfield?
Priced between €223 and €453 per night, escaping the everyday has never been easier. Lock in one of our cheap cabins in Pittsfield and enjoy an adventure-filled holiday without blowing your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Pittsfield?
Our luxury cabins near Pittsfield offer comfort and style while staying in Mother Nature. You'll love the high-end amenities at Robert Frost Mountain Cabins. Pillow top mattresses and massage services help make this getaway a popular option. Or, relax and unwind in luxury at Cabin - Pollard Brook Condo In Great Lincoln, which comes with a swimming pool and a spa tub.