Tips
Top-rated hotels
Where to stay

Holiday Rentals in Pittsfield, MA

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

Pittsfield, MA, United States
9 May — 10 May2
Pittsfield, MA, United States
Thu 9/5
Fri 10/5
...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 2 May 2024.
Cheapest month:November
Most expensive month:December
Average price in Pittsfield:$291/night
Cheapest price found:$121/night
Cheapest day:Monday
Most expensive day:Saturday
$121 - $547
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$167 - $324
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Top-rated Pittsfield vacation rentals

Browse through properties in Pittsfield that have received the highest ratings from guests. There are currently 53 properties in Pittsfield and data was last updated on 2 May 2024.
Show all 53 holiday rentals
Vacation Village in the Berkshires
Vacation Village in the Berkshires
Vacation Village in the Berkshires
Hancock, MA, United States
3.7 km from city centre
Air conditioning
$157
Avg. per night
View Deal

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 2 May 2024. The average price for a hotel in Pittsfield is $291/night.
Show all 53 stays
Berkshire Inn
Berkshire Inn
Berkshire Inn
150 West Housatonic Street, Pittsfield, MA, United States
1.6 km from city centre
Free Wi-Fi
Parking
$89
Avg. per night
View Deal
Berkshire Mountain Lodge
Berkshire Mountain Lodge
Berkshire Mountain Lodge
Pittsfield, MA, United States
4.4 km from city centre
Air conditioning
$173
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 2 May 2024.
Use the map to find vacation rentals in Pittsfield that are close to the points of interest you'll be frequenting. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 2 May 2024.

  • How much does a holiday rental in Pittsfield cost?

    The average cost for a holiday rental in Pittsfield is $292/night. A good holiday rental deal in Pittsfield would be for $288/night or less. The cheapest rental deal found recently by our users was $121/night. If you’re flexible with your travel dates, then try to avoid booking December, the most expensive month of the year. Booking November is the cheapest month to book a holiday rental in Pittsfield.

  • Are there any Motel holiday rentals in Pittsfield?

    Yes, there are 5 Motel holiday rentals in Pittsfield. According to our data, Berkshire Inn is currently the most popular Motel rental in the city.

Find better results for your stay in Pittsfield

Millions of Reviews
Real ratings and reviews from millions of guests, just like yourself. Book your perfect stay with confidence!
Best Hotel Deals
HotelsCombined sources over 3 million hotels and properties and compiles them in one place so you can compare the ideal accommodation.
Free cancellation
Plans change — we get it. And that’s why you can search and book hotels and accommodations on HotelsCombined from agencies that offer free cancellation