Sheffield and DePaul rentals with pool

We found 12 rentals with pool — enter your dates for availability

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Dates

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October 2025

November 2025

Explore Sheffield and DePaul rentals with pools

Comfortable place to hang out

Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by AllSet Turnover

Sleeps 6 · 2 bedrooms · 1+ bathroom

Living area

Premier Host

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Sleeps 24 · 4 bedrooms · 3+ bathrooms

Vintage 2 flat built in the late 1800's and updated interior recently.

Premier Host

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

Sleeps 6 · 2 bedrooms · 1 bathroom

Find spaces that suit your style

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Condo/Apartment

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

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