Search Log Cabins Pittsfield

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cabin Rentals in Pittsfield and around

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, (45)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (212)
"Cozy and scenic property here with more than enough space, great spot with a dog, to go hiking, or just relax."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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, (250)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views
Secluded retreat in the trees
Exterior

Secluded retreat in the trees

10.0 out of 10, Exceptional, (24)
"The place was great ,it fit into our budget and the owners were more than helpful."
Secluded retreat in the trees
Stetson Hollow Cabin by Stetson Brook
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (148)
"Loved the cabin. Great access to Sugarbush and all the MR valley has to offer. The hosts could not be nicer."
The price is €386
includes taxes & fees
4 Aug - 5 Aug
Stetson Hollow Cabin by Stetson Brook
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
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, (110)
"Very quiet, well appointed cottage! So peaceful, beautiful scenery and VERY accommodating host!"
Classic Vermont Cabin on 2.5 acres Lake Frontage
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 €265
includes taxes & fees
1 Sept - 2 Sept
Robert Frost Mountain Cabins
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
Alpine Village Chalet
Interior

Alpine Village Chalet

2.0 star property
10.0 out of 10, Exceptional, (7)
"Our stay at this cozy cabin was just what we needed. Ample room, comfortable beds, clean linens and a superb property in a quiet neighbourhood, our kids enjoyed the yard full of snow and their bunking “nook” upstairs. We loved the time together and enjoyed the amenities offered. The owners were always quick to respond. We recommend for a quiet weekend away. "
Alpine Village Chalet
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, (504)
"Our stay at the Vermont Cabin "Romantic Retreat" was amazing. Owner was very communicative and made our stay stress free. Even though it's listed as a romantic retreat, it was great for the family too. The cabin was well stocked with everything we needed during our stay and the hottub was definitely a hit. We cant wait for our next stay."
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
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, (80)
"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
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"The Wobbly Cabin is absolutely charming. The decor is tasteful but unique. The kitchen is well stocked and it is clean! I’d also say the beds are great and the linens high quality. If it’s available and big enough for your group definitely book it!"
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
Exterior

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

10.0 out of 10, Exceptional, (2)
"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
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!
Killington Area Escape w/ Deck, Views & Hot Tub!
Exterior

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

9.6 out of 10, Exceptional, (21)
"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!
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Dining

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

10.0 out of 10, Exceptional, (13)
"We had a great time at the cabin, perfect for two groups."
The price is €1,075
includes taxes & fees
4 Aug - 5 Aug
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
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
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, (9)
"We loved the cottage and the proximity to a wonderful lake!"
Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Beautiful pet friendly place in the heart of Woodstock Village. Scenery is lovely, soothing and plenty to do. Can walk to things, bike or hike. "
Andrea 2-night trip
Posted 2 days ago
The Shire Woodstock

Frequently asked questions

What are the best cabins near Pittsfield?
Holiday in one of our 672 cabins in Pittsfield and you'll be rewarded with stunning scenery, outdoor adventure and memories to last a lifetime. Cabin - Romantic Retreat: Mt. Views, Hot Tub is the place to put your bags down and your feet up. A Great 4 Season Home ; Relaxing is also perfect if you'd love to spend time in Mother Nature.
Are there cheap cabins in Pittsfield?
Priced between €265 and €1,075 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 Pittsfield luxury cabins offer the ultimate comforts while staying in nature. You'll enjoy the nice touches at Robert Frost Mountain Cabins. Pillow top mattresses and massage services help make this escape a top choice. Or, kick back in luxury at Cabin - Pollard Brook Condo In Great Lincoln, which comes with a swimming pool and a spa tub.