A lake surrounded by autumn-colored trees and a rocky shoreline.

Search Cabin Rentals in Pittsfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Pittsfield cabin rentals

Exterior

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (168 reviews)
"The cabin was very cozy. The host was very receptive and flexible."
United States
william p.
The price is HK$1,693
HK$3,467 total
includes taxes & fees
24 Jun - 25 Jun
Stetson Hollow Cabin by Stetson Brook
Exterior

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (12 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior

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

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington
10.0 out of 10, Exceptional, (15 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
The price is HK$1,114
HK$3,759 total
includes taxes & fees
23 Jun - 24 Jun
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Exterior

Brookside Cabin - Your Vermont Offgrid Escape

Brookside Cabin - Your Vermont Offgrid Escape
Brookfield
The price is HK$917
HK$2,870 total
includes taxes & fees
23 Jun - 24 Jun
Brookside Cabin - Your Vermont Offgrid Escape
Exterior

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (43 reviews)
"Very cozy and easy check in!"
United States
Emily R.
The price is HK$1,340
HK$2,361 total
includes taxes & fees
18 Jul - 19 Jul
Secluded retreat in the trees
Exterior

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (4 reviews)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
The price is HK$1,333
HK$3,213 total
includes taxes & fees
28 Jun - 29 Jun
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Exterior

Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is HK$2,361
HK$3,191 total
includes taxes & fees
25 Jun - 26 Jun
Adorable cabin with screened porch and private fire pit
Exterior

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Mendon
The price is HK$1,567
HK$3,766 total
includes taxes & fees
5 Jul - 6 Jul
Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Pillow-top beds, individually decorated, individually furnished

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (41 reviews)
"Very nice place great owner"
United States
Joe
The price is HK$2,187
HK$2,383 total
includes taxes & fees
23 Jun - 24 Jun
Robert Frost Mountain Cabins
Exterior

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

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is HK$2,361
HK$3,183 total
includes taxes & fees
23 Jun - 24 Jun
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior

Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,652
HK$3,594 total
includes taxes & fees
25 Jun - 26 Jun
Charming TREEHOUSE in remote location
Exterior

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is HK$2,361
HK$3,183 total
includes taxes & fees
23 Jun - 24 Jun
Cozy and pristine timberframe cabin
Exterior

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is HK$2,531
HK$3,402 total
includes taxes & fees
9 Jul - 10 Jul
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is HK$4,702
HK$8,351 total
includes taxes & fees
19 Jul - 20 Jul
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Exterior

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

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is HK$2,531
HK$3,393 total
includes taxes & fees
23 Jun - 24 Jun
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior

Immaculate mountain cabin with awe inspiring sunrise and mountain views

Immaculate mountain cabin with awe inspiring sunrise and mountain views
Ripton
10.0 out of 10, Exceptional, (3 reviews)
"Our cabin was lovely—artfully built, well-stocked, perfectly clean, and very comfortable. We awoke to silence and a beautiful view of the mountains from our screened porch. We are already planning our return!"
United States
Sara S.
The price is HK$2,361
HK$3,183 total
includes taxes & fees
23 Jun - 24 Jun
Immaculate mountain cabin with awe inspiring sunrise and mountain views
Exterior

Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"This is a very special place. Close to Middleburyyetfar away. "
United States
Jim P.
The price is HK$2,192
HK$2,972 total
includes taxes & fees
30 Jun - 1 Jul
Inviting timber frame cabin in Vermont's Green Mountains
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.
View all properties
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

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Nice place!"
Matt 1-night trip
Posted less than an hour ago
Killington Mountain Lodge, Tapestry Collection by Hilton

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
41
Accommodation
73 Cabin Rentals
Lowest Price
HK$2,383
Highest Price
HK$2,383

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 HK$2,383 and HK$2,383 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.
What are the best river cabins near Pittsfield?
When you think of the word peaceful, a river cabin near Pittsfield should spring to mind. Log Cabin On The Hudson is the perfect place to enjoy some calm. As well as its picture-perfect surroundings, it offers amenities such as snowsport activities and outdoor furniture. Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet is another attractive option. A wood stove and snowsport activities are some of the conveniences that await you here.
What are the best cabins with pools near Pittsfield?
If you like the idea of every day being a pool day, make your way to Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. It's one of our most sought-after cabin rentals with a pool near Pittsfield and offers amenities like a swimming pool and a porch. Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet is another popular place to spend leisurely days poolside. A porch, a patio and good times are all guaranteed here.
Can I find beach cabins near Pittsfield?
Wake up and wander down to the sparkling sea when you book a Pittsfield beach cabin rental. Fun and sunshine should be your main priorities at Cosy Private Lake Cabin Minutes To Lake George And Saratoga Springs. This holiday property comes with on-site watersports and beach sun loungers. Alternatively, toss your bag down and spend your break at Log Cabin On The Hudson. Amenities here include clothes washing facilities and children's activities.
What are the best weekend cabin rentals in Pittsfield?
Whether you're organising a short break with your other half or the whole family, we'll help you locate the ideal weekend cabin getaway. One top example? Cabin - High Peaks Mountain Retreat. Featuring on-site watersports and a porch, you'll appreciate being surrounded by nature here. Private Lake - Front Cabin With Walk is another fantastic place where you can slow down for a while. Enjoy a few nights at this retreat which offers a patio and a firepit.
What are the best cabin prices in Pittsfield?
If you're looking to save a few pennies on your stay, Expedia has some fantastic deals on Pittsfield cabins that won't put a hole in your holiday budget. Like the sound of HK$2,383 a night?
Can I find log cabins in Pittsfield?
For some, the perfect outdoor holiday just isn't complete without bunking down in a character-filled log cabin. Go adventuring or just relax and unwind at Log Cabin On The Hudson. Activities such as snow shoeing and camping are close at hand here. Another attractive log cabin getaway is Authentic Log Cabin - Mountain Views. Shore fishing and fishing will keep you on the go when you're not happily hibernating in your comfy hideaway.
What are the highest-rated cabins in Pittsfield?
Expedia adventurers keep coming back to Private Lake - Front Cabin With Walk. This outstanding option features plenty of amenities like a patio and a firepit. It won't take you a long time to work out why Classic Green Mountain Cabin is also popular with travellers. Conveniences such as a barbecue grill and nearby museums will help make your stay nice and comfortable.
Why should I book a cabin in Pittsfield?
Affordability, outdoor activities, rustic charm — there are lots of good reasons to stay in a Pittsfield cabin. Get away from the noise of the city and wake up to the sounds of birds and wildlife. There's so much adventure just a stone's throw away too. Whether you're travelling with friends, relatives or your other half, you'll find the ideal rental cabin on Expedia.
What are the top nature cabins in Pittsfield?
Our nature cabins in Pittsfield come in various styles, shapes and budgets, but they share one thing in common — unbeatable access to the outdoors. Log Cabin On The Hudson lures plenty of nature lovers. Amenities such as a patio and a barbecue grill make it even better. Whether you're eager to get your feet into hiking boots or just put them up, you can do it at Warm And Inviting Jamaica Cabin W. Another top option, it comes with a fireplace and a firepit.
What are some of the best cabins near Killington Resort in Pittsfield?
Leave the noisy city behind and spend time in nature at a Killington Resort cabin. Stroll among the wildlife, breathe in the fresh air and then settle in at Killington Cabin - Left Unit: Great For Families. Awesome activities such as nearby fishing and nearby cross-country skiing are just moments away here. Another place you'll love coming home to is The Killington Cabin By Killington Holiday Rentals. Nearby snowboarding and nearby snowmobiling are a few things to keep you occupied during your time away.

Explore a world of travel with Expedia