Holiday rentals in Pittsfield, MA
Find deals on 49 holiday rentals in Pittsfield, MA
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Top rentals in Pittsfield
Find the perfect holiday rental for your stay in Pittsfield
Hostels and cheap hotels in Pittsfield
These hotels and hostels usually make for a cheap way to stay in Pittsfield
Apartment Newly Remodeled Super Location
Pittsfield, MA, United States
Unique and Eclectic Small Town Suite Rental in Massachusetts
Cummington, MA, United States
Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts
Cummington, MA, United States
Wow-New Ski Onoff Suite By Pool Sleeps 4 Jiminy Pk
Hancock, MA, United States
Elegant 19th Century New England Newly Renovated 1br Vacation Rental
Lee, MA, United States
Wyndham Bentley Brook Studio, In & Out Ski Resort At Jiminy Peak
Lanesborough, MA, United States
Get the best value holiday rental in Pittsfield
These Pittsfield holiday rentals have the best prices for their ratings
Water Street Apartments
Williamstown, MA, United States
Pittsfield Home with Deck - 12 Mi to Jiminy Peak!
Pittsfield, MA, United States
Wow-New Ski Onoff Suite By Pool Sleeps 4 Jiminy Pk
Hancock, MA, United States
Family-Friendly Richmond Cottage with Private Yard
Pittsfield, MA, United States
Berkshire Vacation Rentals: Chic Pittsfield Home With A View
Pittsfield, MA, United States
Urban Peak Escape
Lenox, MA, United States
momondo's favourite holiday rentals in Pittsfield
Learn more about these user-preferred holiday rentals in Pittsfield
Useful insights on Pittsfield holiday rentals
Get a quick overview on price and accommodation trends for your visit in Pittsfield
Lowest Holiday Rental Price | $133 |
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When to book a holiday rental in Pittsfield
Check out the information below to find the best deal on a holiday rental in Pittsfield
| Cheapest day of week | Wednesday | is the cheapest day of the week to book |
| Highest day of week | Sunday | is the most expensive day of the week to book |
| $175 | ||
| $742 |
Information about staying in Pittsfield
Read these important travel tips before booking a vacation rental in Pittsfield
When is the best time to book a holiday rental in Pittsfield?
The cheapest month to rent a holiday apartment in Pittsfield is usually May. The cost of your apartment or rental property can be around 55% cheaper in May vs. the high season.
How many operators does momondo search for hotels in Pittsfield?
There are 61 operators available for hotels in Pittsfield as of April 2025.
When did momondo last update prices for hotels in Pittsfield?
Prices for hotels in Pittsfield are updated daily.