Pittsfield holiday rentals, Pennsylvania: holiday houses & more

Scroll through and select from holiday rentals in Pittsfield to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a hot tub and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find the best place to stay - Pittsfield

Panama Vacation Rental | 3BR | 1.5BA | Stairs Required | 1,800 Sq Ft

Cabin in Lake Chautauqua on 36 Acres w/ Hot Tub!

Sleeps 8 · 3 bedrooms · 1+ bathroom

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Book a holiday rental for your Pittsfield getaway

Learn about the unique charm of Pittsfield with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Pittsfield

Are you looking for things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Pittsfield a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

Great Eastern Cutlery (20.4 mi / 32.8 km)
Hunter Station Golf Club (23 mi / 37 km)
Brokenstraw Valley Winery (3.5 mi / 5.7 km)
North Hills Golf Course (15.7 mi / 25.2 km)
Queen Cutlery (20.2 mi / 32.6 km)

Exploring the natural features in Pittsfield

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Pittsfield is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Warren County Historical Society (12.1 mi / 19.4 km)
Allegheny River (18.7 mi / 30 km)
Chautauqua Lake (23.1 mi / 37.2 km)
Long Point on Lake Chatauqua State Park (23.8 mi / 38.2 km)
Chapman State Park (12.1 mi / 19.4 km)
Oil Creek State Park (26.1 mi / 42.1 km)

Travelling to and around Pittsfield

The nearest airport is in Jamestown, NY (JHW-Chautauqua County), located 22.6 mi (36.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Franklin, PA (FKL-Venango Regional), which is 40.1 mi (64.6 km) away.

Frequently asked questions

How much does it cost to rent a holiday rental in Pittsfield?

The average price for a holiday home in Pittsfield is based on several factors, like season, length of stay and property type. Whether you're dreaming about a sprawling villa with a pool or a quaint cabin just enough for two, just enter your travel dates to find stays that offer great value.

How much does it cost to rent a beach house in Pittsfield?

When you travel and the size and style of the property will determine the cost of your beachside holiday rental. Type in your Pittsfield travel dates to see your options on Vrbo. Can't live without a hot tub? Use our filters to pick the features and amenities you need.

What are the top attractions for families in Pittsfield?

Warren County Visitors Bureau will keep the kids entertained during your Pittsfield escape. This family-friendly attraction is close to the centre.

How old do you have to be to rent a holiday rental in Pittsfield?

Age restrictions can differ between properties on Vrbo, so look at the rules of the holiday rental in Pittsfield you're considering. But in general, it's 16, 18 or 21.

How long can I rent a holiday rental in Pittsfield for?

The length of time you can book a holiday rental in Pittsfield is down to the property. Simply enter your selected travel dates to view a list of options offering extended stays. With lots of features such as full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get the perfect place to call your home away from home in Pittsfield.