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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 June - 14 June
In three months
10 July - 12 July
In four months
7 Aug - 9 Aug

Our top choices for Pittsfield cabin rentals

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, (8 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is AU$390
includes taxes & fees
14 Apr - 15 Apr
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"Highly recommend. It was the coziest cabin and in great location. We loved having a fire each night after skiing. Perfect pet friendly lodging. "
United States
Leah V.
The price is AU$613
includes taxes & fees
19 Apr - 20 Apr
Stetson Hollow Cabin by Stetson Brook
Exterior

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (41 reviews)
"We had a great time staying in this house. For our family, it was comfortable, clean and bright and had everything we needed. "
United States
David R.
The price is AU$363
includes taxes & fees
26 Apr - 27 Apr
Secluded retreat in the trees
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 AU$492
includes taxes & fees
14 Apr - 15 Apr
Adorable cabin with screened porch and private fire pit
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 AU$492
includes taxes & fees
14 Apr - 15 Apr
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
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 AU$492
includes taxes & fees
14 Apr - 15 Apr
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is AU$396
includes taxes & fees
20 Apr - 21 Apr
Robert Frost Mountain Cabins
Exterior

Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location
Braintree
10.0 out of 10, Exceptional, (1 review)
The price is AU$564
includes taxes & fees
19 Apr - 20 Apr
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 AU$492
includes taxes & fees
14 Apr - 15 Apr
Cozy and pristine timberframe cabin
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 AU$1,219
includes taxes & fees
15 Apr - 16 Apr
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 AU$492
includes taxes & fees
14 Apr - 15 Apr
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior

Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups
Stockbridge
9.0 out of 10, Wonderful, (2 reviews)
"The host was very responsive! The house was very clean when we came and had everything we needed."
United States
Angela W.
Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups
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, (6 reviews)
"This is a very special place. Close to Middleburyyetfar away. "
United States
Jim P.
The price is AU$492
includes taxes & fees
14 Apr - 15 Apr
Inviting timber frame cabin in Vermont's Green Mountains
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 AU$492
includes taxes & fees
14 Apr - 15 Apr
Immaculate mountain cabin with awe inspiring sunrise and mountain views
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

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

4/10 Poor
"Room was not clean. Hair and debris on bedding. Floor was sticky. Lots of ant in the bathroom."
Owen 1-night trip
Posted 6 hours ago
Days Inn by Wyndham Rutland/Killington Area

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
297
Accommodation
84 Cabin Rentals
Lowest Price
AU$363
Highest Price
AU$1,219

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 AU$363 and AU$1,219 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 AU$363 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.