Cumberland County rentals with pool

We found 972 rentals with pool — enter your dates for availability

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September 2025

23

October 2025

Explore Cumberland County rentals with pools

Exterior

Luxury Maine Oceanside Estate

Sleeps 15 · 6 bedrooms · 6+ bathrooms

Living area

NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.

Sleeps 4 · 2 bedrooms · 1+ bathroom

Lakefront Cottage with New HOT TUB. . Located only 20 minutes from Portland

Sleeps 6 · 2 bedrooms · 1 bathroom

7 BR/4.5 BA Estate on 5.5 acres. 1 min to Higgins Beach. 15 mins to Old Port.

HEATED SALTWATER POOL, Pickleball. Higgins Beach Estate~sleeps 32. 12 min to DT

Sleeps 27 · 9 bedrooms · 4+ bathrooms

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Holiday Rental options in Cumberland County

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Holiday rentals with spa pool in Cumberland County

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