Photo by Jeff White

Waldo County rentals with pool

We found 113 rentals with pool — enter your dates for availability

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October 2025

November 2025

Explore Waldo County rentals with pools

WATERFRONT Maine Historical Cottage with Separate Guest Cottage

Sleeps 6 · 4 bedrooms · 2 bathrooms

Find spaces that suit your style

House

Condo/Apartment

Rentals with Pool in Waldo County

Rentals with Pool in Troy

Rentals with Pool in Frankfort

Rentals with Pool in Winterport

Rentals with Pool in Islesboro

Rentals with Pool in Palermo

Rentals with Pool in Burnham

Rentals with Pool in Brooks

Rentals with Pool in Thorndike

Rentals with Pool in Lincolnville

Rentals with Pool in Freedom

Rentals with Pool in Stockton Springs

Rentals with Pool in Monroe

Rentals with Pool in Morrill

Rentals with Pool in Searsport

Rentals with Pool in Liberty

Rentals with Pool in Belfast

Rentals with Pool in Searsmont

Rentals with Pool in Unity

Holiday Rental options in Waldo County

Pet-friendly holiday rentals in Waldo County

Oceanfront holiday rentals in Waldo County

Beach holiday rentals in Waldo County

Holiday rentals with spa pool in Waldo County

Ski holiday rentals in Waldo County

Lake holiday rentals in Waldo County

Family-friendly holiday rentals in Waldo County

Mountain holiday rentals in Waldo County

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Explore Waldo County rentals with pools

WATERFRONT Maine Historical Cottage with Separate Guest Cottage

Lakefront Cottage | Panoramic Nature & Water Views

Resort style, family friendly getaway!

Country Charm: Cozy getaway in delightful Searsport

"The Dory" on Penobscot Bay, Mid-Coast Maine

Trade Winds on the Bay

Find spaces that suit your style

Rentals with Pool in Waldo County

Holiday Rental options in Waldo County