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Winthrop Harbor Beach House Rentals & Places to Stay

Find the best beach rentals in Winthrop Harbor - We found 4 exact matches

About Winthrop Harbor Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Winthrop Harbor? PickleTrip™ features more than 4 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Winthrop Harbor. Several of these vacation rentals in Winthrop Harbor are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. PickleTrip™’s rental listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in Winthrop Harbor.

PickleTrip™ Offers 4 holiday homes and places to stay in Winthrop Harbor. The site provides unique Airbnb, VRBO, PickleTrip-style accommodations to fit your trip or get away with your friends and family.

PickleTrip™ beachfront rentals give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations.

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Frequently Asked Questions About Winthrop Harbor Beach Rentals

There are a lot of options in Winthrop Harbor. If you plan on staying in the Winthrop Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Home Rentals in Winthrop Harbor:

The average cost for a beach rental in Winthrop Harbor is $238 per night. PickleTrip has a wide assortment of great beachfront homes near Winthrop Harbor that would suit your needs.
Yes, we have 4 beach rentals with pools available in Winthrop Harbor. Check our search bar to find a selection of vacation rentals available near Winthrop Harbor.
Yes, here are the top beach rentals in Winthrop Harbor that allow you to bring your pet:

See all pet-friendly beach rentals in Winthrop Harbor on PickleTrip

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Winthrop Harbor to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 4 properties with private swimming pools or private homes with indoor pools in the Winthrop Harbor area.
About 4 properties in Winthrop Harbor boast of having access to hot tubs.