Western Massachusetts rentals with pool

Pick one of the 360 vacation rentals with a pool in Western Massachusetts and go for a dip whenever you feel like it. Check out properties in top cities like Great Barrington, Hancock and Lanesborough and prepare to explore like a local when you’re not lounging poolside.

A number of factors will influence the price of a vacation rental with a pool in Western Massachusetts, such as property size and how long and when you want to stay. All you have to do is key in your travel dates and preferences to find a house where you can splash around in.

August is when most Vrbo guests splash out on a vacation rental with a pool in Western Massachusetts. Expect average temperatures of between 64ºF (18ºC) and 82ºF (28ºC) if you plan your getaway during this month.

Vrbo makes it easy to find a stay with picturesque views and access to poolside fun. Use the “Location” filter to narrow down the kind of area you prefer to be in, and the scenery you want to surround yourself with, while searching for vacation rentals with a pool in Western Massachusetts.

Pack your swimsuit and get set for some splashing great times during your trip to Western Massachusetts. Booking a cabin with a pool will add another level of fun to your next vacation, whether it’s indoor or outdoor, private or shared. Select our “Pool” filter to find getaways that come with this amenity.

Book a vacation rental with a private pool in Western Massachusetts and enjoy a refreshing morning swim or late-night dip under the stars — or whenever the mood strikes! You’ll be able to keep your kids entertained, and you won’t have to worry about sharing with other guests. Use our “Private pool” filter to find your ideal stay.

While you’ll find plenty of wonderful things to do in Western Massachusetts, it all comes down to the type of adventure you want to have. Once you’ve booked your vacation home rental, make a list of attractions or activities you’re interested in and prioritize them based on your preferences and available time.

Whether you’re getting away as a couple or with the entire crew, staying at a vacation rental with a pool offers another level of fun and relaxation to your escape. And with our flexible cancellation policies, if you need to change plans, you’ll get a 100% refund as long as you cancel within the time frame stated by the property owner. On top of all that, our One Key™ loyalty program lets you collect 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.