Pittsfield State Forest Holiday Rentals
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Our top choices for Pittsfield State Forest holiday rentals
1. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
"Excellent stay!!!!"
Susan J
The price is NZ$192
includes taxes & fees
6 Dec - 7 Dec
2. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
8.8 out of 10, Excellent, (2,840 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
Carol
The price is NZ$179
includes taxes & fees
12 Nov - 13 Nov
3. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone DecorHancock
10.0 out of 10, Exceptional, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
Maura D.
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
4. Berkshires Apartment at the Stephentown Hotel
Berkshires Apartment at the Stephentown HotelStephentown
10.0 out of 10, Exceptional, (5 reviews)
"A beautiful property with a very communicative host. Check in was easy, and we enjoyed our stay. Would definitely recommend this property and host!"
Nicole O.
5. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn RedoneHancock
10.0 out of 10, Exceptional, (14 reviews)
"Staying right in the mountain was ideal. The condo was perfect. "
patricia f.
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
6. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone DecorHancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
Neil J.
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
7. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and UpdatedHancock
10.0 out of 10, Exceptional, (6 reviews)
"The apartment itself is very clean and perfect for what we needed - a quick 2 night stay. The pool, hot tub and Jiminy Peak right there was great. Howie, the owner, was excellent with communication. Not his fault, the Country Inn itself is a bit outdated yet front desk assistants were so nice and friendly."
Ann
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
8. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at MtnHancock
9.4 out of 10, Exceptional, (19 reviews)
"It's super well located, with a view of the hills from the picture window. Everything is comfortable, everything worked, and host's communication was excellent. Highly recommended."
David
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
9. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone DecorHancock
10.0 out of 10, Exceptional, (2 reviews)
"Great place, everything was so easy!!"
Dana
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
10. NEW RENO - Chalet-style farm loft near Tanglewood
NEW RENO - Chalet-style farm loft near TanglewoodNew Lebanon
8.8 out of 10, Excellent, (8 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
Joanna P.
The price is NZ$347
includes taxes & fees
16 Nov - 17 Nov
11. Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getawaySand Lake
10.0 out of 10, Exceptional, (1 review)
"The cabin was just what we needed! A gorgeous fall day, trees only visible from the window.
The cabin had a comfortable bed, plenty of blanket and a chair. A rocker was on the porch. From this cabin, you turn right from the door and walk straight to the Bessie Woods trail.
The common area had everything we needed, clean, comfortable.
If you want to relax, this is pretty special!"
Trena
The price is NZ$311
includes taxes & fees
22 Nov - 23 Nov
12. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country InnHancock
9.8 out of 10, Exceptional, (25 reviews)
"We stayed here twice this season and it was wonderful. The unit was clean, conveniently located and was fully equipped with all the essentials, making our stay comfortable and seamless from start to finish. We will definitely be back!"
Kristina L.
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
13. 1800s Carriage house in Berkshires / Hudson Valley
1800s Carriage house in Berkshires / Hudson ValleyNew Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
Leslie H.
The price is NZ$376
includes taxes & fees
16 Nov - 17 Nov
14. Taborton Harvest Boulder Pines Cabin in the woods
Taborton Harvest Boulder Pines Cabin in the woodsSand Lake
10.0 out of 10, Exceptional, (20 reviews)
"Good location for sightseeing around the north east and New England"
Nathan
The price is NZ$285
includes taxes & fees
15 Nov - 16 Nov
15. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming DaltonDalton
9.8 out of 10, Exceptional, (35 reviews)
"Very smooth process for check in and directions. Well provisioned, super clean rooms. Really enjoyed learning about Dalton. And so many sights nearby we love!"
Marcia O.
The price is NZ$522
includes taxes & fees
18 Nov - 19 Nov
16. Cozy Home in Pownal VT
Cozy Home in Pownal VTPownal
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
Jeri R.
The price is NZ$344
includes taxes & fees
15 Nov - 16 Nov
17. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and DowntownNorth Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
Ruthie K.
The price is NZ$343
includes taxes & fees
16 Nov - 17 Nov
18. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4Hancock
9.8 out of 10, Exceptional, (9 reviews)
"A great, comfy suite! We had a great stay! "
Wendy D.
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
19. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - GorgeousHancock
9.6 out of 10, Exceptional, (35 reviews)
"We really enjoyed our stay it was a very nice place for a family."
Shmaya G.
The price is NZ$522
includes taxes & fees
12 Nov - 13 Nov
20. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain RetreatHancock
9.8 out of 10, Exceptional, (22 reviews)
"Great location! "
shannon m.
The price is NZ$373
includes taxes & fees
12 Nov - 13 Nov
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 State Forest Hotel Reviews
Hotel On North
10/10 Excellent
Quality Inn Great Barrington
10/10 Excellent
Find out more about Pittsfield State Forest
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pittsfield State Forest holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Pittsfield State Forest. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pittsfield State Forest. Seeing all the best attractions is bound to make you fall in love with Pittsfield State Forest. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pittsfield State Forest short-term rentals, that won’t be hard to do.
