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Compare 57 Condo Rentals in Pittsfield with updated reviews, rates, and availability.

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1792)
The price is SAR 521
SAR 613 total
includes taxes & fees
24 Mar - 25 Mar

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
7.2 out of 10, Good, (5)
The price is SAR 566
SAR 1,303 total
includes taxes & fees
30 Mar - 31 Mar

Club Wyndham Bentley Brook Resort - 2 Bedroom
Club Wyndham Bentley Brook Resort - 2 Bedroom
10.0 out of 10, Exceptional, (1)

Ski on ski off 1 Br loft condo in the village center with private gated parking
Ski on ski off 1 Br loft condo in the village center with private gated parking
10.0 out of 10, Exceptional, (16)

UNIQUE - 1BR Country Condo @ Jiminy Peak
UNIQUE - 1BR Country Condo @ Jiminy Peak
10.0 out of 10, Exceptional, (11)
The price is SAR 296
SAR 1,057 total
includes taxes & fees
29 Mar - 30 Mar

Club Wyndham Bentley Brook Resort - 2 Bedroom
Club Wyndham Bentley Brook Resort - 2 Bedroom

Club Wyndham Bentley Brook Resort - 2 Bedroom
Club Wyndham Bentley Brook Resort - 2 Bedroom

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths
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

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)

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is SAR 2,059
SAR 3,758 total
includes taxes & fees
21 Mar - 22 Mar

Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
10.0 out of 10, Exceptional, (56)
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.
Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels

Life House Berkshires
5/5 Excellent
"Cool vibe. Nice rooms and bedding. Would return!"
A verified traveler stayed at Life House Berkshires
Posted 17 hours ago
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