Western Massachusetts rentals with pool

We found 1,372 rentals with pool — 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 holiday rentals with a pool in Western Massachusetts?
Pick one of the 1,372 holiday 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.
How much does it cost to stay in a holiday rental with a pool in Western Massachusetts?
A number of factors will influence the price of a holiday 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.
When is the best time to book a holiday rental with a pool in Western Massachusetts?
August is when most Stayz guests splash out on a holiday rental with a pool in Western Massachusetts. Expect average temperatures of between 18ºC and 28ºC if you plan your getaway during this month.
What holiday rentals with a pool in Western Massachusetts have nice views?
Stayz 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 holiday rentals with a pool in Western Massachusetts.
Can I book a cabin 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 holiday, whether it's indoor or outdoor, private or shared. Select our "Pool" filter to find getaways that come with this amenity.
Are there holiday rentals with a private pool in Western Massachusetts?
Book a holiday 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.
What are the top things to do in Western Massachusetts?
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 holiday home rental, make a list of attractions or activities you're interested in and prioritise them based on your preferences and available time.
Why should I book my holiday rental with a pool with Stayz?
When you book a holiday rental with a pool with Stayz, you'll enjoy more than the typical hotel experience — think a private space with a place to kick back by the water. You're also covered by our Book with Confidence Guarantee. This means we're here to ensure everything goes off without a hitch throughout the duration of your getaway. Have an unforeseen change of plans? Check out our cancellation policies to see if you are eligible for a full refund.
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