Pittsfield Vacation Rentals
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Browse Select Pittsfield Vacation Homes

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (243)
The price is CA $208
CA $317 total
includes taxes & fees
May 3 - May 4

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is CA $761
CA $1,435 total
includes taxes & fees
Apr 29 - Apr 30

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (150)

Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
10.0 out of 10, Exceptional, (1)

Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (214)

Lakeside Oasis Just You, The Lake & The View!
Lakeside Oasis Just You, The Lake & The View!
9.8 out of 10, Exceptional, (70)

Secluded Lux Mansion Pool Home with Amazing Views
Secluded Lux Mansion Pool Home with Amazing Views
10.0 out of 10, Exceptional, (1)

Heart of Lenox Walk to Town Cozy Cottage!
Heart of Lenox Walk to Town Cozy Cottage!
10.0 out of 10, Exceptional, (70)
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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Other property types in Pittsfield

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is CA $761
CA $1,435 total
includes taxes & fees
Apr 29 - Apr 30

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
9.8 out of 10, Exceptional, (139)

Dancing Horse Lodge
Dancing Horse Lodge
9.6 out of 10, Exceptional, (41)
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.
Find out more about Pittsfield
Find out more about Pittsfield
Pittsfield Vacation Homes information
Number of reviews | 1,012 |
---|---|
Accommodation | 444 Vacation Homes |
Lowest Price | CA $208 |
Highest Price | CA $761 |
Recent Reviews in Pittsfield
Recent Reviews in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites
5/5 Excellent
"Could slightly hear people in the adjacent room talking. The refrigerator seemed to cycle on and off during the night and was mildly disruptive. The room was very clean and the corridors tidy. Very nice breakfast. Coffee in room wasn't of high quality but nicer in the breakfast area."
A verified traveller from Durham stayed at Best Western Plus Berkshire Hills Inn & Suites
Posted 1 day ago
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