An aerial view of a town with autumn-colored trees, a central green field, and surrounding residential areas.

Search the Best Cabins in Pittsfield

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Pittsfield cabin rentals

Exterior

Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.

Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
Madison
10.0 out of 10, Exceptional, (44 reviews)
"The cabin amd property were fantastic! Secluded location, loved the fire pit. Great central location for out door activities. "
United States
Susan Appt E.
$337 nightly
The price is $367
Jul 19 - Jul 20
Total with taxes and fees
Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
Exterior

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
$240 nightly
The price is $261
Jul 20 - Jul 21
Total with taxes and fees
Sister A-Frame in Woods B
Property grounds

Tiny House Oasis in beautiful Waldo County, Maine. Dogs welcome!

Tiny House Oasis in beautiful Waldo County, Maine. Dogs welcome!
Jackson
$137 nightly
The price is $149
Jul 19 - Jul 20
Total with taxes and fees
Tiny House Oasis in beautiful Waldo County, Maine. Dogs welcome!
Exterior

Blake's Cabin

Blake's Cabin
Hartland
9.6 out of 10, Exceptional, (25 reviews)
"Clean rooms and beautiful property and lake views. Host was always quick to answer questions. Would definitely stay here again. "
United States
Carmen B.
$333 nightly
The price is $363
Jul 28 - Jul 29
Total with taxes and fees
Blake's Cabin
Exterior

Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail!
Fairfield
8.6 out of 10, Excellent, (9 reviews)
"The Host was great, I highly recommend this spot, everything was super smooth and the cabin was beautiful. "
United States
Jason B.
$158 nightly
The price is $172
Jul 21 - Jul 22
Total with taxes and fees
Charming cabin in the birches right on the atv trail!
Exterior

The Retreat- A Relaxing Beachside Bungalow

The Retreat- A Relaxing Beachside Bungalow
Burnham
10.0 out of 10, Exceptional, (3 reviews)
"Great cabin and location "
United States
John V.
$406 nightly
The price is $443
Jul 20 - Jul 21
Total with taxes and fees
The Retreat- A Relaxing Beachside Bungalow
Exterior

Forest Cabin w/ Stunning Wall of Windows

Forest Cabin w/ Stunning Wall of Windows
Jackson
10.0 out of 10, Exceptional, (3 reviews)
"The space was warm and clean and had everything we needed. The hosts were incredibly friendly and helpful. "
United States
Ally L.
$270 nightly
The price is $294
Aug 18 - Aug 19
Total with taxes and fees
Forest Cabin w/ Stunning Wall of Windows
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

The Elmwood

The Elmwood

10/10 Excellent
"Short stay but very clean and comfortable"
Jaime 1-night trip
Posted 1 day ago
The Elmwood

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
68
Accommodation
53 Cabin Rentals
Lowest Price
$172
Highest Price
$443

Frequently asked questions

What are the best cabins near Pittsfield?
Discover the great outdoors without surrendering home comforts at one of our 485 cabins in and around Pittsfield. Whether you have fun or relaxation on your itinerary, Cabin - Peaceful Lakeside Retreat With Private Frontage And Dock has lots of both. Alternatively, get comfy at Cozy Log Cabin On Beech Hill and make the most of its picturesque surroundings.
Are there cheap cabins in Pittsfield?
Whether you're eager to stay by the water or in the mountains, we have a great variety of cheap cabins in Pittsfield to suit your taste and budget. Priced from $172 to $443 a night, your perfect cabin awaits you right here.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 mountain cabins near Pittsfield?
If you've ever longed to squirrel yourself away in a cabin high in the mountains with only Mother Nature and amazing views to keep you company, you're not the only one. Family - Friendly Home With Lake And Mountain Views lures plenty of adventurers. This mountain cabin near Pittsfield comes with home comforts, such as nearby hunting activities and a microwave oven. Also take a look at Lakefront Cabin On A Double Lot W. Nearby hunting activities, a microwave oven and lots of opportunities to explore the outdoors help make it a hit.
What are the best river cabins near Pittsfield?
If you're in search of a comfortable retreat moments from the water, a Pittsfield river cabin is hard to beat. Recharge your batteries at Maine Cabin On The Water and let all your troubles take a hike downstream. Amenities here include on-site watersports and a wood stove. Another quality riverside escape is Lakeside Pine Cone Cabin 30' Private Beach And Dock. It comes with on-site watersports, a wood stove and more.
What are the best romantic cabins near Pittsfield?
Treat your partner to a stay in a romantic cabin rental. Couples will feel right at home at Maine Cabin On The Water. With a gorgeous setting, a king-sized bed and a fireplace, it has everything you need for an intimate getaway. Family - Friendly Home With Lake And Mountain Views is another place to spend quality time together. Mountain views and a king-sized bed are at hand here.
Can I find beach cabins near Pittsfield?
Wake up and wander down to the sparkling sea when you escape to a Pittsfield beach cabin rental. Fun and sun should be the only things on your mind at Lakeside Pine Cone Cabin 30' Private Beach And Dock. It comes with on-site watersports and beach sun loungers. Alternatively, toss your bag down and cozy up at Cabin - Secluded Ocean - Front On Mount Desert Island. Conveniences here include clothes washing facilities and parking facilities.
What are the best weekend cabin rentals in Pittsfield?
Nothing compares to a weekend cabin getaway after a tiring week at work. Ditch your cubicle for two or so days in the great outdoors at Lakeside Log Cabin Absolute Escape Private And Spacious W. On-site watersports and a firepit are a few of the amenities it offers. Alternatively, sneak in a break at Cabin On Mt Desert Island Me Next Door To Acadia. Settle in here and make the most of on-site watersports and a firepit.
What are the best cabin prices in Pittsfield?
Whether you're traveling on a tiny budget or want to live it up on your next trip, you'll find what you're after with Expedia. At the moment, you can rent a Pittsfield cabin from just $172 a night.
Can I find log cabins in Pittsfield?
For many nature lovers, the ideal outdoor vacation is all about bunking down in a cozy log cabin. Get out and active or simply slow down and relax at Lakeside Log Cabin Absolute Escape Private And Spacious W. Activities such as sky diving and snowmobiling are among the fun things to do here. Another attractive log cabin getaway is Private, On The Water Beautiful Log Cabin. Skiing and quad biking will keep you busy when you're not unwinding in your rustic digs.
What are the highest-rated cabins in Pittsfield?
With an impressive rating, it's not surprising why Blake's Cabin is so popular with vacationers. It offers amenities like on-site watersports and a patio. Secluded Harmony Cabin With Deck is another excellent choice. Quality conveniences such as on-site watersports and a tennis court will help make your stay a comfy one.
Why should I book a cabin in Pittsfield?
Affordability, nature-filled surroundings, rustic charm — there's no end of reasons to opt for a Pittsfield cabin. Escape the noise of the concrete jungle and rise with the sound of songbirds and wildlife. There's a whole lot of adventure just a stone's throw away too. Whether you're vacationing with family, friends or your other half, you'll locate the perfect cabin on Expedia.
What are the top nature cabins in Pittsfield?
Make a booking at Maine Cabin On The Water and let all your cares drift away. Fun activities like nearby sledding and nearby cross-country skiing help make this river cabin in Pittsfield a popular pick. Lakeside Pine Cone Cabin 30' Private Beach And Dock is another getaway where you can unwind among nature. If you're eager for some outdoor adventure, try jet skiing and nearby kayaking.
What are some of the best cabins near Great Moose Lake in Pittsfield?
Ditch the daily grind and spend some time with Mother Nature at a Great Moose Lake cabin. Admire the wildlife, breathe in the fresh air and then put your feet up at Secluded Harmony Cabin With Deck. Activities such as a tennis court and nearby basketball are waiting for you here. Another place where you'll be nice and comfortable is The Hawk's Eye | Lakefront Cabin With Dock. Nearby fishing and nearby motor boating are a couple of things to stick on your itinerary during your time away.

Explore a world of travel with Expedia