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Holiday Rentals in Pittsfield, MA

Search and compare Pittsfield, MA vacation rentals from hundreds of travel sites and save.

Pittsfield, MA, United States
21 May — 22 May2
Pittsfield, MA, United States
Tue 21/5
Wed 22/5
...and more

Tips for booking holiday rentals in Pittsfield

Gain useful insights and advice for booking the perfect stay in Pittsfield. Price data is based on averages over the past 12 months and was last updated on 14 May 2024.
Cheapest month:November
Most expensive month:December
Average price in Pittsfield:$442/night
Cheapest price found:$183/night
Cheapest day:Monday
Most expensive day:Saturday
$184 - $828
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$252 - $490
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Other accommodations in Pittsfield

Find the perfect holiday rental for your stay in Pittsfield. There are 53 hotels in Pittsfield and price data was last updated on 14 May 2024. The average price for a hotel in Pittsfield is $442/night.
Show all 53 stays
Berkshire Mountain Lodge
Berkshire Mountain Lodge
Berkshire Mountain Lodge
Pittsfield, MA, United States
4.4 km from city centre
Air conditioning
$282
Avg. per night
View Deal
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
$272
Avg. per night
View Deal
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
$185
Avg. per night
View Deal
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
$133
Avg. per night
View Deal

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 14 May 2024.
Utilise the map to find properties close to the Pittsfield area(s) or attractions you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular holiday 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 14 May 2024.

  • How much does a holiday rental in Pittsfield cost?

    $443 per night is how much a holiday rental in Pittsfield costs, on average. $184 per night was the cheapest price recently found by our users, though anything for $437 per night or less is a good deal. Keep in mind that Pittsfield holiday rental prices fluctuate throughout the year: the most expensive month to book is December, and the cheapest time to book is November.

  • Are there any Motel holiday rentals in Pittsfield?

    If you’re looking to book a Motel holiday rental in Pittsfield, then you have 5 to choose from. We recommend looking at Berkshire Inn as it’s currently the most popular Motel rental among our users.

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