Pittsfield pet-friendly rentals

We found 355 pet-friendly rentals — enter your dates for availability

Find spaces that suit your style

  • 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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any pet-friendly holiday rentals in Pittsfield?
Take your pick of 355 pet-friendly holiday rentals in Pittsfield. Whether you're thinking of staying in Richmond or another well-known neighbourhood, we'll help you and your pooch find the ideal home away from home.
How much does it cost to stay in a pet-friendly holiday rental in Pittsfield?
A number of factors will influence how much you pay for a pet-friendly holiday rental in Pittsfield, such as the size of the property and when and how long you're travelling. All you have to do is key in your holiday dates and any preferences to find a house that works for you and your pup.
When is the best time to book a pet-friendly holiday rental in Pittsfield?
Many of our guests enjoy bringing their furry friend to Pittsfield, The Berkshires in July. As our pet-friendly holiday rentals attract the most bookings during this month, we suggest you start searching as early as possible. Wondering about the temperatures at this time of year? Typically, they range from 15ºC to 27ºC. If there are limited options, check our availability in different months.
Where can I rent a pet-friendly holiday rental with great views?
Take in the beauty of Pittsfield with your best buddy by your side at one of our pet-friendly holiday rentals that feature incredible outlooks. Some of Bookabach's most popular accommodation here come with views of historic areas.
Do any pet-friendly holiday rentals in Pittsfield have a garden?
Some pet-friendly holiday rentals in Pittsfield feature an outdoor area for your furry friend to play in. Find these stays by choosing "Garden or backyard" under the features and amenities section of our filters. Read the property details to find out more, such as whether they have an enclosed yard or are close to pet-friendly hiking trails or dog parks.
Can I book a pet-friendly cabin or lodge in Pittsfield?
Get out into nature with your furry friend at your side at one of our pet-friendly cabins or lodges in Pittsfield. Use our handy "Pet-friendly" filter to search for accommodation that offer a memorable experience for the whole family — four-legged members included.
What are the top things to do in Pittsfield?
Pittsfield has many top attractions that'll appeal to the whole family, such as Tanglewood Music Centre and Jiminy Peak Mountain Resort. Make time to stop by National Shrine of the Divine Mercy too. After locking in your pet-friendly holiday rental, find out the kind of spots that you can visit with your pooch. Your stay will likely have a list of good ideas, so don't forget to ask.
Why should I book my pet-friendly holiday rental with Bookabach?
With our comprehensive filter tool, booking a getaway with your pup has never been easier. Fine-tune your search for a homelike pet-friendly holiday rental by things like location, amenities and budget. Our Book with Confidence guarantee also means that you'll get 24/7 customer support and deposit protection throughout your trip. For more peace of mind, pick one of our rentals that have flexible cancellation policies.