Pittsfield condo rentals

We found 108 condo rentals — enter your dates for availability

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Frequently asked questions

Are there any apartment vacation rentals in Pittsfield?
Browse our 108 vacation condo rentals in Pittsfield where you can relax with the family and really feel at home. Consider basing yourself in the desirable neighborhood of Richmond and then discover this city like a local.
How much does it cost to stay in an apartment vacation rental in Pittsfield?
Prices vary according to length of stay, season and exact location, so enter your travel details to check out what's available. No matter your budget or plans, Vrbo has condo vacation rentals in Pittsfield suited to every kind of guest.
When is the best time to rent a vacation condo in Pittsfield?
Stay in a Pittsfield vacation condo rental in July and you'll be in fine company. That's the most popular time of the year to visit this vibrant part of The Berkshires. If you plan on traveling during this month, expect average temperatures of between 59ºF (15ºC) and 80ºF (27ºC).
Where can I rent a Pittsfield vacation apartment with great views?
Vrbo has some impressive vacation condo rentals in Pittsfield, including stays with views of historic areas. When you aren't out sightseeing, unwind and gaze at vistas that are an attraction in themselves.
Does Pittsfield have any weekend apartment rentals?
When you're in the mood for a spontaneous escape, check out our vacation condo rentals in Pittsfield that are perfect for a weekend adventure. Just enter your chosen travel dates to see what's available. Can't find an apartment vacation rental that checks all your boxes? Stay flexible with your travel plans and try searching on different dates.
Can I book a luxury apartment in Pittsfield?
For a taste of the high life, it's hard to beat our luxury apartment vacation rentals in Pittsfield. Alongside practical amenities like living spaces and multiple bedrooms, you'll also have access to perks such as swimming pools and hot tubs. All you have to do is look for vacation condo rentals on Vrbo that are rated highly by guests and narrow your results based on your ideal amenities and features.
What are the top things to do in Pittsfield?
Get your Pittsfield escape off to a terrific start by visiting top attractions like Tanglewood Music Center, Jiminy Peak Mountain Resort and National Shrine of the Divine Mercy. Stay in a Vrbo apartment vacation rental with the family and then discover this destination's wonders together.
Why should I book my apartment vacation rental with Vrbo?
You can book your apartment vacation rental with confidence and peace of mind on Vrbo. From the moment you book and pay for your reservation until your getaway is over, we'll be there for you every step of the way. It's part of our Book with Confidence Guarantee. If you have to cancel, we've got your back too. Most of our properties have flexible cancellation policies On top of that, our free rewards program, One Key™, lets you collect and redeem OneKeyCash™* on all eligible bookings on Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.