Photo by Anthony Martinez

Kendall County rentals with pool

We found 36 rentals with pool — enter your dates for availability

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October 2025

November 2025

Explore Kendall County rentals with pools

Need to get away? Look no further than the Estate on Fox River!

Premier Host

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Sleeps 16 · 7 bedrooms · 5+ bathrooms

Premier Host

Fun, Spacious, NO STAIRS, Garage, WIFI, Sleeps 8max – Ideal for Families & Crews

Sleeps 8 · 3 bedrooms · 1+ bathroom

Premier Host

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

Sleeps 8 · 3 bedrooms · 1+ bathroom

Find spaces that suit your style

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Explore Kendall County rentals with pools

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

Fox River House

Fun, Spacious, NO STAIRS, Garage, WIFI, Sleeps 8max – Ideal for Families & Crews

Riverfront/Fast Wi-Fi/Fishing/RW Waterpark/Kayak

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

Find spaces that suit your style

Rentals with Pool in Kendall County

Holiday Rental options in Kendall County