Pittsfield Vacation Rentals
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Our top choices for Pittsfield vacation homes
1. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!Pittsfield
8.4 out of 10, Very good, (10 reviews)
"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."
Stephen L.
The price is CA $384
CA $709 total
includes taxes & fees
Oct 13 - Oct 14
2. Hancock Village Inn Near Jiminy Peak
Hancock Village Inn Near Jiminy PeakHancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
Price F.
The price is CA $897
CA $1,638 total
includes taxes & fees
Oct 13 - Oct 14
3. NEW RENO - Chalet-style farm loft near Tanglewood
NEW RENO - Chalet-style farm loft near TanglewoodNew Lebanon
8.6 out of 10, Excellent, (7 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 CA $100
CA $290 total
includes taxes & fees
Oct 8 - Oct 9
4. 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 CA $124
CA $322 total
includes taxes & fees
Nov 2 - Nov 3
5. Ellie’s Overlook, best view in the Berkshires!
Ellie’s Overlook, best view in the Berkshires!Richmond
The price is CA $449
CA $991 total
includes taxes & fees
Oct 14 - Oct 15
6. 1789 Shaker Farmhouse in Berkshires/Hudson Valley
1789 Shaker Farmhouse in Berkshires/Hudson ValleyCanaan
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
Christine C.
The price is CA $289
CA $680 total
includes taxes & fees
Oct 7 - Oct 8
7. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ DeckStephentown
9.8 out of 10, Exceptional, (7 reviews)
"The host was extremely communicative and went above and beyond to ensure guest comfort."
Diego G.
The price is CA $251
CA $807 total
includes taxes & fees
Oct 9 - Oct 10
8. Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISOHancock
8.4 out of 10, Very good, (10 reviews)
"The owner was responsive. The heater worked well. The living spaces are as advertised. Traveling with 5 adults and a toddler; the layout is great. Convenient location for day trips and hiking."
Maura L.
The price is CA $229
CA $778 total
includes taxes & fees
Oct 27 - Oct 28
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
Berkshire Mountain Lodge
10/10 Excellent
Find out more about Pittsfield
Pittsfield Vacation Homes information
Number of reviews | 163 |
|---|---|
Accommodation | 420 Vacation Homes |
Lowest Price | CA $292 |
Highest Price | CA $1,638 |
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