Top Pittsfield Cabin Rentals

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

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

In two months

In three months

In four months

Our top choices for Pittsfield cabin rentals

A rustic cabin with a metal roof, surrounded by dense forest.

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

Stockbridge

Angela W.

CA $1,546 total

includes taxes & fees

Oct 7 - Oct 8

A gravel driveway leading to a rustic barn and a stone house surrounded by lush greenery.

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

Hancock

Elizabeth N.

CA $706 total

includes taxes & fees

Oct 7 - Oct 8

A wooden building with a white door, a bear sculpture with a sign, and a window with a view of trees and mountains.

3. Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit

Killington

Justin A.

CA $1,057 total

includes taxes & fees

Oct 5 - Oct 6

A house with a sloped roof, a front porch, and a well-maintained lawn.

4. Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington

Robert D.

CA $1,072 total

includes taxes & fees

Oct 7 - Oct 8

A two-story house with a snow-covered roof and a wooden deck.

5. Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub

Killington

Leslie P.

CA $983 total

includes taxes & fees

Oct 7 - Oct 8

A house surrounded by trees with a snow-covered ground and a stream.

6. Secluded retreat in the trees

Roxbury

Emily R.

CA $386 total

includes taxes & fees

Oct 21 - Oct 22

7. Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub

Killington

Patrick M.

CA $2,577 total

includes taxes & fees

Oct 7 - Oct 8

A wooden cabin with a snow-covered roof, surrounded by a snowy forest at dusk.

8. Robert Frost Mountain Cabins

Ripton

Joe

CA $548 total

includes taxes & fees

Oct 12 - Oct 13

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Top Pittsfield Hotel Reviews

Mountain Sports Inn

10/10 Excellent

"Great location in the mountains! The hot breakfast in the morning was delicious and included with your stay. Would definitely stay there again and would recommend to friends or family traveling to Vermont."

The Shire Woodstock

10/10 Excellent

"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."

Brandon Inn

8/10 Good

"This lovely inn is a unique experience. I loved the building and furnishings, and my dog and I enjoyed exploring the garden area. The people were helpful and friendly, and breakfast was nice. I did have a little trouble with the electronic lock on the door to my room, but was eventually able to get in each time. Also, I couldn’t find a remote for the TV in the room, and when I called the phone number for assistance, the voice mailbox was full so I couldn’t leave a message. I didn’t care that much about watching TV so I didn’t bother to follow up."

On The River Inn

8/10 Good

"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews	402
Accommodation	69 Cabin Rentals
Lowest Price	CA $386
Highest Price	CA $2,555

Frequently asked questions

What are the best cabins near Pittsfield?

Vacation 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 CA $386 and CA $2,555 per night, escaping the everyday has never been easier. Lock in one of our cheap cabins in Pittsfield and enjoy an adventure-filled vacation 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 Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. This vacation 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 organizing 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 vacation budget. Like the sound of CA $386 a night?

Can I find log cabins in Pittsfield?

For some, the perfect outdoor vacation 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 Vacation 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

Book Cabin Rentals in Pittsfield on Expedia.com

Find Cabins in Pittsfield for Rent from CA $386

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsfield cabin rentals

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

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

3. Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit

4. Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

5. Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub

6. Secluded retreat in the trees

7. Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub

8. Robert Frost Mountain Cabins

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

10. Brookside Cabin - Your Peaceful VT Off-Grid Escape

11. Ski-In/Ski-Out Log Cabin on Great Eastern Trail | Hot Tub, Sauna, Game Room

12. Charming TREEHOUSE in remote location

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

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

15. Stetson Hollow Cabin by Stetson Brook

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

17. Cozy and pristine timberframe cabin

18. Inviting timber frame cabin in Vermont's Green Mountains

19. Immaculate mountain cabin with awe inspiring sunrise and mountain views

20. Adorable cabin with screened porch and private fire pit

Find vacation rentals that suit your style

Top Pittsfield Hotel Reviews

Mountain Sports Inn

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia