Pittsfield holiday rentals

Houses are the most popular kind of holiday rental in Pittsfield, according to our data. Even if you have something a little different in mind, Vrbo has properties in all shapes and sizes. Explore our options to find your perfect match.

Length of stay, season and property type are some things that can determine the price of a holiday home. Simply click on your dates of travel to find the ultimate escape. From comfy cabins to plush villas, all Vrbo holiday rentals provide unbeatable value.

When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday rental. Click on your Pittsfield travel dates to view your available options on Vrbo. Did someone just say "hot tub"? Use our filters to select the features and amenities you want in your rental.

Pack a travel bag for your pup because Pittsfield has 16 properties that roll out the welcome mat to pets. Let your four-legged pal have fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates then check the "Pets allowed" filter box.

Grab your swimwear and pool noodle, because there are seven houses with a private pool in Pittsfield. Base yourself at one of these terrific holiday homes and every day will be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!

Some of the most popular rental amenities people prefer in Pittsfield include a barbecue grill, a water view and a firepit. Whether you're hitting the road with family, pals or even pets, Vrbo holiday properties have the best amenities for hanging out with the people you love.

Pittsfield has six holiday rentals that can accommodate 10 or more guests. These stays come with plenty of space to enjoy good times with friends and family.

Gather your whole crew for the adventure of a lifetime in Pittsfield at one of our 16 family-friendly holiday homes. Lots of these stays come with amenities that are ideal for trips with the kids, like kitchens, multiple bedrooms and outdoor spaces. Just check the "Properties good for families" filter and book your favourite.

Keep the kids happy at these popular family-friendly attractions in Pittsfield:

• Berkshire Museum
• Berkshire Scenic Railway Museum
• Arrowhead Museum

Pittsfield has two one-bedroom rentals available. Typically situated in prime areas due to their smaller size, a one-bedroom holiday property is perfect if you're travelling with a friend or your partner. And with plenty of home comforts like air conditioning and more privacy than a standard hotel, you'll be able to kick back and relax while exploring this terrific destination.

Pittsfield has six holiday rentals with WiFi, so you can stay connected during your holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to sending emails, these Vrbo homes make it easy to go online.

Pittsfield has 14 holiday rentals where you'll be able to chill out in air-conditioned comfort. To locate a stay on Vrbo offering this perk, enter your preferred travel dates and use the filter tool to select the "air conditioning" box.