Plan your trip

Search Apartment Rentals in Pittsfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Find vacation rentals that suit your style

    Cabins

    Apartments

    Cottages

    Condos

    Chalets

    Check prices for these dates

    Check prices for these dates, December 13–14, 2026

    View in a map

    Our top choices for Pittsfield apartments

    1. Allegheny River House

    A cozy living room with a wooden sofa, a dining table, and a view of a snowy landscape through large sliding glass doors.

    2. Firefly Suite

    A multi-story building with a courtyard, featuring a parking area and a small outdoor seating area.

    3. Charming 2-bedroom apartment in peaceful Warren with AC

    A street view with two-story brick buildings, one with a storefront and another with a library sign.

    4. Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail

    A living room with a grey sectional sofa, a wooden coffee table, and a patterned rug.

    5. Charming 1-bedroom apartment in fantastic Warren with AC

    A garden area with a round table and two blue chairs, surrounded by various flowering plants.

    6. Spacious 2 bedroom apartment

    A compact kitchen with white cabinetry, a stove, a sink, and a refrigerator.

    7. Sleeps 5 Fully Equipped Apartment Near Golf Courses

    A bedroom with a bed, a chandelier, and a window with curtains.

    8. Homestead Suite

    Living area

    9. Allegheny Suite

    A room with a four-poster bed, two bedside lamps, a small table with a lamp, and a mirror on the wall.

    10. Stowaway Suites on the Avenue: Mt Laurel Suite

    A living room with a wooden floor, two sofas, a table, and a fireplace.

    11. Executive Apartment 1 Bedroom Excellent Location

    A kitchen with a wooden countertop, a basket, jars, and a paper towel dispenser.

    12. Sleeps 4 Fully Equipped Apartment Near Golf Courses

    A hotel room with a wooden table, a framed black and white photo, a lamp, a small bowl, and a menu.

    13. Premier St Elmo Unit w Large Balcony over Park

    A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

    14. Looking for the ultimate fall or winter getaway? The Haney Hideaway has it all!

    A spacious living room with a fireplace, a dining area, and a view of the outdoors.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Top reviews in Pittsfield

    Hazeltine Boutique Hotel BnB

    A large, two-story house with a symmetrical facade, multiple windows, and a well-maintained lawn.

    Cobblestone Inn & Suites - Corry

    A hotel room with a large bathtub, a bed with a headboard, a desk with a television, and a chair.

    Chautauqua Harbor Hotel - Jamestown

    An outdoor dining area with wooden chairs, a table with a fire feature, and a view of a body of water at dusk.

    Hampton Inn & Suites Jamestown

    A spacious dining area with high ceilings, large windows, and a variety of seating options including tables and chairs.

    DoubleTree by Hilton Jamestown

    A modern lobby with a sofa, chairs, a desk, and a large spherical light fixture.

    La Quinta Inn & Suites by Wyndham Jamestown

    A modern dining area with a long wooden table and yellow chairs, a separate seating area with blue chairs, and a counter with a marble top.

    Peek'n Peak Resort Trademark Collection by Wyndham

    A Tudor-style building with a stone foundation, wooden framing, and a steeply pitched roof.

    Frequently Asked Questions

    What's it like to stay at an apartment in Pittsfield?

    You might not have many choices centrally in Pittsfield, but Expedia can help you locate accommodations within the larger area similar to apartments. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as vacation homes, condos, or guest houses.

    Are you thinking about an apartment for your stay?

    An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.

    What's the best apartment I should consider for a stay in Pittsfield?

    Listed below are some of the more popular apartments in the area: Charming 2-bedroom apartment in peaceful Warren with AC: Located in Warren, 12 mi/19.4 km from the heart of Pittsfield. Includes Smart TVs. Access to onsite laundry facilities is available on site. Firefly Suite: Located 12.1 mi/19.5 km away in Warren. Allegheny River House: Located in Tidioute, 10.4 mi/16.8 km away. Includes free WiFi and private balconies. Access to onsite laundry facilities is available on site. Historic Bemus Point Studio w/ Porch: Walk to Lake: Located in Bemus Point, 22.4 mi/36 km from Pittsfield. Includes private patios, separate dining areas, and sofa beds. Access to onsite laundry facilities is available on site.

    What can I expect from the weather during my trip to Pittsfield?

    Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Pittsfield. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Pittsfield are January, November, March, and December, with each month seeing an average of 8 inches of snowfall.

    What should I see in Pittsfield?

    While you're exploring the area, Allegheny River and Karen Bonnell Memorial Park are a couple of picturesque spots to get outside and enjoy nature. Anders Run Natural Area and Cornplanter State Forest are other places to visit while you're in town.

    What's the best way to get to and around Pittsfield?

    Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Jamestown, NY (JHW-Chautauqua County), which is located 22.6 mi (36.4 km) away from the heart of the city. You can also search for flights into Franklin, PA (FKL-Venango Regional), which is 40.1 mi (64.6 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

    Explore a world of travel with Expedia