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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Pittsfield cabin rentals

Exterior

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is NZ$745
includes taxes & fees
30 Mar - 31 Mar
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Sand Lake
The price is NZ$320
includes taxes & fees
28 Mar - 29 Mar
Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Exterior

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (14 reviews)
"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "
United States
Lea
The price is NZ$315
includes taxes & fees
30 Mar - 31 Mar
Taborton Harvest Boulder Pines Cabin in the woods
Exterior

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (46 reviews)
"The creek, fire pit, wood stove, and cozy vibes were just great! "
United States
Jennifer F.
The price is NZ$802
includes taxes & fees
31 Mar - 1 Apr
Bear Creek Cabin
Exterior

Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers
Stephentown
6.8 out of 10, (3 reviews)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is NZ$497
includes taxes & fees
30 Mar - 31 Mar
Charming 3-bedroom Cabin for nature lovers
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Luxury, modern AIRSTREAM at June Farms!

Luxury, modern AIRSTREAM at June Farms!
West Sand Lake
9.8 out of 10, Exceptional, (7 reviews)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
United States
StephenS
The price is NZ$842
includes taxes & fees
29 Mar - 30 Mar
Luxury, modern AIRSTREAM at June Farms!
Exterior

Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience
Sand Lake
10.0 out of 10, Exceptional, (2 reviews)
"It was a great getaway "
United States
Chandra F.
The price is NZ$315
includes taxes & fees
28 Mar - 29 Mar
Taborton Harvest Timber Trails Unique cabin experience
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A stunning, modern Lodge with rustic charm at June Farms!

A stunning, modern Lodge with rustic charm at June Farms!
West Sand Lake
10.0 out of 10, Exceptional, (5 reviews)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
United States
LisaL
The price is NZ$1,187
includes taxes & fees
29 Mar - 30 Mar
A stunning, modern Lodge with rustic charm at June Farms!
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A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
Averill Park
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."
United States
KenD
The price is NZ$1,821
includes taxes & fees
30 Mar - 31 Mar
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Berkshires Untold is an old roadside motel that has been very spiffed up. The rooms are small but clean, comfortable, and nicely decorated and updated. Our bed was comfy with high end linens and a nice updated bathroom. The major drawback to the room is the very noisy HVAC unit. There's a super cozy, attractive lounge area and a charming little restaurant and bar. The menu is small but the food is quite good and having an onsite restaurant is convenient. The price we paid for a very off season Saturday night was excellent, but the rates really jack up during the summer Tanglewood season, far beyond what one would expect for a small motel room. The staff is friendly and professional, and dogs are welcome for an $85 fee. All in all, this is a very nice and sometimes very affordable Berkshires option. "
Nancy 1-night trip
Posted 12 hours ago
Berkshires Untold

Find out more about Pittsfield

Pittsfield Cabin Rentals information

Number of reviews
69
Accommodation
33 Cabin Rentals
Lowest Price
NZ$315
Highest Price
NZ$1,821

Frequently asked questions

What are the best cabins near Pittsfield?
Ranging from small and rustic to those full of luxury and style, you have 367 cabins to pick from in and around Pittsfield. A few of the most popular options are Log Cabin Living On The Esopus Creek and Private And Artistic Cabin, Pet Friendly.
Are there cheap cabins in Pittsfield?
For a nicely priced escape in nature, look no further than our cheap cabins in Pittsfield. Wake in the morning to the sweet sound of birds chirping from one of our cosy retreats priced from NZ$315 to NZ$1,821 per night.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 sneak off to a cabin up in the mountains with only Mother Nature and amazing views for company, you're certainly not alone. The Luxury Lodge - Ski, Ride, Golf attracts plenty of guests craving time out. This mountain cabin near Pittsfield comes with many conveniences, such as nearby hunting activities and a microwave oven. Another option is Cabin - The Lakefront Retreat - Ski, Ride. A wood stove, nearby hunting activities and lots of opportunities to get out into the wilderness make it a traveller favourite.
What are the best river cabins near Pittsfield?
If you're looking for a comfy place to stay moments from the water, a Pittsfield river cabin is hard to go past. Spend your break at Cabin - Charming, Quiet, River Front and let all your troubles disappear downstream. Useful amenities here include snowsport activities and skiing facilities. Another leading riverside option is Cabin - Romantic Retreat. It features on-site watersports, snowsport activities and more.
What are the best cabins with pools near Pittsfield?
Put on your swimsuit and splash about whenever you please when you reserve one of our cabin rentals with a pool near Pittsfield. Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna ranks high among travellers. A swimming pool and a porch are some of the other amenities you can make use of here. Or you can enjoy some time out at Cabin - Romantic Retreat. Along with its pool, this cabin offers on-site watersports and a swimming pool.
Can I find beach cabins near Pittsfield?
Get your fix of sunshine and salty air at Cabin - Relax, Reconnect And Enjoy. One of our most popular Pittsfield beach cabin rentals, it features on-site watersports and children's activities. You can also spend laid-back days by the ocean at Glamping Getaway In Woodstock Lake Campground. A swimming pool and on-site watersports will help make your visit extra comfortable.
What are the best weekend cabin rentals in Pittsfield?
Nothing's as good as a weekend cabin getaway after a draining week at work. Swap the office for two or three days in the great outdoors at The Luxury Lodge - Ski, Ride, Golf. On-site watersports and a patio are some of the conveniences it offers. Alternatively, sneak in a break at Cabin - The Lakefront Retreat - Ski, Ride. Put your bags down here and make the most of on-site watersports and a patio.
What are the best cabin prices in Pittsfield?
With prices starting from as little as NZ$315 per night for a cabin rental in Pittsfield, there's no reason to rough it in a tent.
Can I find log cabins in Pittsfield?
For many nature buffs, the ideal outdoor holiday just isn't complete without bunking down in a character-filled log cabin. Get your adventure on or just unplug and unwind at Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. Recreational activities such as shore fishing and tubing are within easy reach here. Another inviting log cabin getaway is Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet. Swimming and snowboarding will keep you occupied when you're not happily hibernating in your rustic retreat.
What are the highest-rated cabins in Pittsfield?
With an impressive rating, it's no surprise why Cabin - Artist's Camp On Lake Mahkeenac is a hit with Expedia holiday makers. It offers useful amenities like a patio and a fireplace. Cabin With 3 Acres, Tennis Courts: By 4 Ski Mtns is another excellent choice. Conveniences such as a porch and a tennis court will help you feel right at home.
What are the top things to see and do in Pittsfield?
Spend a day or so kicking back in your charming cabin and then get exploring. Colonial Theatre and Berkshire Museum are must-see's around Pittsfield. After you've crossed those off your schedule, hop behind the wheel of a rental car and visit Hancock Shaker Village and Pittsfield State Forest.
Why should I book a cabin in Pittsfield?
Affordability, comfort, rustic charm — there are lots of great reasons to choose a Pittsfield cabin. Get away from the noise of the concrete jungle and wake up to the sweet sound of birdsong. There's adventure galore just a stone's throw away too. Whether you're on holiday with family members, friends or your other half, you'll find the ideal rental cabin on Expedia.
What are the top nature cabins in Pittsfield?
The outdoors won't be the only thing you can surround yourself with when you choose a nature cabin in Pittsfield. Adventure is everywhere too. Hide away at Cabin - Charming, Quiet, River Front and go nearby snowmobiling and nearby snorkeling. Another top rental is Cabin - Romantic Retreat. It's well known for its home comforts as well as its nearby horse riding and cycling opportunities nearby.
What are some of the best cabins near Tanglewood Music Centre in Pittsfield?
Your closest neighbour is nature at a Tanglewood Music Centre cabin. Cabin - Artist's Camp On Lake Mahkeenac is one of the most popular. This escape is also big on adventure, with nearby hiking and biking trails and nearby motor boating among the activities close by. Another standout is Cosy Stockbridge Cabin - Walk To Beach And Lake. Go exploring and then return to your cabin to take advantage of its creature comforts.