Massachusetts vacation rentals with pools

We found 23 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the Massachusetts vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Massachusetts rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes in Massachusetts with refreshing pools, sun-splashed decks, and poolside seating.

Explore All Vacation Rentals With Pools

Recent guest reviews

House

Private pickleball court, hot tub, heated pool, pool table, ping pong, and more, what's not to like? We didn't bring a pet but it was great to see how well set up the house was for a dog if we had brought ours. Very clear instructions on how to access everything too. A great place!
Ann H. | Apr 2026

Condo

Nice location , neat and clean home . I had a great time with my little ones .
Hani K. | Apr 2026

Condo

Location was beautiful and the place was immaculate. We will definitely consider staying again.
Sherri F. | Nov 2025

House

We absolutely adored this house, the location, the amenities and all of the special touches that not all home rentals come with. The coffee bar, fully stocked with beans, k pods, anything we might need for a cozy cup was a wonderful surprise. The refrigerator cooler came stocked with waters and soft drinks for our guests to refresh, the linens were like sleeping on a cloud. All the small things you might think you need to bring from home to fulfill your stay were thought of! The laundry facilities complete with everything you needed, kitchen fully stocked with all the spices you may need for a home cooked meal and every appliance you could think of (and more). Facilitating our large family in the 9 bedrooms gave everyone plenty of space to spread out, gather when needed and never felt crowded with so many dining options with the kitchen and dining rooms. We stayed in October and the views of the lake were spectacular with the foliage and sitting on the patio with the fire was a wonderful way to gather. We can’t say enough wonderful things about our stay and will absolutely be considering this venue for future large family gatherings. Thank you for the hospitality and warm stay!
Lynn G. | Oct 2025
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FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay in Massachusetts

Dog-friendly
Hot tub
Internet
Electric vehicle charger
Lake view
Lakefront
Ocean view
Oceanfront

Nearby destinations

New England
Cape Cod
Martha's Vineyard
North Shore Massachusetts
Sandbars Inn - Cape Cod
Plum Island
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