Benzie County rentals with pool

We found 232 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Benzie County rentals with pools

View of Upper Herring Lake from the living room

Premier Host

Upper Herring Lakefront Cottage #1, AC, Newly Remodeled, SUPs, Kayaks, Rowboats

Sleeps 5 · 2 bedrooms · 1 bathroom

Expansive dog-friendly home w/ golf course views, and nearby resort amenities

Sleeps 14 · 6 bedrooms · 5 bathrooms

Premier Host

Spacious Resort Home on 10th Fairway - 6 Bedrooms, 3 Baths. GOLF, SKI, SPA

Sleeps 20 · 6 bedrooms · 3 bathrooms

Premier Host

Crystal Lk Cottage AMAZING Prvt Sandy Lake Biweekly monthly discount - new deck

Sleeps 6 · 3 bedrooms · 1+ bathroom

Front of House and patio as seen from top of bluff

Mid-century family retreat with a breathtaking view and a private beach!

Sleeps 24 · 8 bedrooms · 4+ bathrooms

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Explore Benzie County rentals with pools

Upper Herring Lakefront Cottage #1, AC, Newly Remodeled, SUPs, Kayaks, Rowboats

Expansive dog-friendly home w/ golf course views, and nearby resort amenities

Lake Ann Lodge Large Family Spa Retreat | TC, MI

Spacious Resort Home on 10th Fairway - 6 Bedrooms, 3 Baths. GOLF, SKI, SPA

Crystal Lk Cottage AMAZING Prvt Sandy Lake Biweekly monthly discount - new deck

Mid-century family retreat with a breathtaking view and a private beach!

Find spaces that suit your style

Rentals with Pool in Benzie County

Holiday Rental options in Benzie County