103+ Rental Villas and Private Getaways in Pittsfield |
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Pittsfield Vacation Rentals & One Degree Stays Homes

About Pittsfield Vacation Rentals

There are more than 103 vacation rentals that are available in Pittsfield. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Pittsfield.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Pittsfield, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Pittsfield. Places to stay near Pittsfield are 467.84 ft² on average, with prices averaging US $199 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Pittsfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Pittsfield

Type Count
Vacation Homes 41
Holiday Apartments 22
Cottages 7
Villas 1

Use these Quick Filters to Find a Vacation Rental in Pittsfield

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pittsfield.

Weather in Pittsfield, PA

View the weather forecast for Pittsfield before booking your Pittsfield Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Pittsfield, PA

OneDegreeStays offers a large selection of top attractions around Pittsfield. Research things to do on your vacation before you visit Pittsfield.


Peek'n Peak Ski Resort
Chautauqua Institution
Allegheny National Forest
Chautauqua Lake
Lucille Ball Desi Arnaz Museum
Kinzua Dam
Chautauqua Amphitheater
Northwest Arena
National Comedy Center
Fenton History Center
We Wan Chu Cottages Boat Rentals
Great Eastern Cutlery
Roger Tory Peterson Institute
Warren County Historical Society
Chapman State Park
Hunter Station Golf Club
Chautauqua Golf Club
Rimrock Overlook
Queen Cutlery
Reg Lenna Center for The Arts

Other Places to Stay in Pittsfield, PA


Deerfield Township 28 Properties
Pittsfield Township 26 Properties

Frequently Asked Questions About Pittsfield?

What are the top vacation rentals in Pittsfield?

There are a lot of options in Pittsfield. If you plan on staying in the Pittsfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pittsfield:

Which vacation homes in Pittsfield are best for families?

If you are looking for a family-friendly vacation home in Pittsfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pittsfield:

How many onedegreestays vacation rentals are available in Pittsfield?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 103 in the Pittsfield area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Pittsfield. 


People Also Ask

There are 103 Pittsfield, PA Vacation Rentals

Recently Booked Vacation Rentals in Pittsfield