Vacation rentals in Pittsfield

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Travel insights for holiday rentals in Pittsfield

Use these up-to-date, data-driven insights about booking a holiday rental in Pittsfield including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Pittsfield?

The cheapest day to stay in Pittsfield is Wednesday (₹ 921,031). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is ₹ 2,812,790.
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Other accommodations in Pittsfield

Find the perfect holiday rental for your stay in Pittsfield. There are 72 hotels in Pittsfield and price data was last updated on 28 August 2025. The average price for a hotel in Pittsfield is .
Berkshire Inn
Berkshire Inn

Berkshire Inn

150 West Housatonic Street, Pittsfield, MA, United States
1.6 km from city centre
Free Wi-Fi
Air conditioning
₹ 9,034
Avg. per night
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Heart OF The Berkshires Motel
Heart OF The Berkshires Motel

Heart OF The Berkshires Motel

970 West Housatonic Street, Pittsfield, MA, United States
4.6 km from city centre
Free Wi-Fi
Parking
₹ 8,420
Avg. per night
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Hotel on North
Hotel on North

Hotel on North

297 North Street, Pittsfield, MA, United States
0.7 km from city centre
Free Wi-Fi
Parking
₹ 19,472
Avg. per night
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Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 West Housatonic Street, Pittsfield, MA, United States
5.7 km from city centre
Free Wi-Fi
Parking
₹ 11,578
Avg. per night
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Fairbridge Inn Express Pittsfield
Fairbridge Inn Express Pittsfield

Fairbridge Inn Express Pittsfield

16 Cheshire Road, Pittsfield, MA, United States
4.1 km from city centre
Free Wi-Fi
Parking
₹ 7,719
Avg. per night
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Where to stay in Pittsfield

Explore different neighbourhoods and areas within Pittsfield to find the perfect location for your stay. Map data was last updated on 28 August 2025.
Scroll through the map to find vacation rentals close to the Pittsfield neighbourhood(s) you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

Facts about staying in Pittsfield

Find useful tips and insights about staying in Pittsfield to help you make the most of your experience. FAQs were last updated on 28 August 2025.

  • How much does a holiday rental in Pittsfield cost?

    A holiday rental in Pittsfield will cost ₹ 22,568 per night on average. However some users found rentals for as low as ₹ 3,519 per night. A good deal on a Pittsfield holiday rental would be anything for ₹ 21,042 per night or less. Keep in mind that booking May may be more expensive, whereas booking February is the cheapest month of the year to book.

  • Are there any Motel holiday rentals in Pittsfield?

    5 Motel holiday rentals are available in Pittsfield. Based on our user data, the most popular is Heart OF The Berkshires Motel - so we recommend seeing if this property is available for your travel dates before looking at other Motel options in Pittsfield.

Find better results for your stay in Pittsfield

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